创建日期
2005-11-16 15:48:42 UTC
更新日期
2021-09-14 14:59:29 UTC
二级访问
HMDB00277
HMDB0062531
HMDB62531
名称
Sphingosine 1-phosphate
描述
Sphingosine 1-phosphate (S1P), also known as sphing-4-enine-1-phosphate, is classified as a member of the phosphosphingolipids. Phosphosphingolipids are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group. S1P is a compound with potent bioactive actions in sphingolipid metabolism, the calcium signalling pathway, and neuroactive ligand-receptor interaction. Generated by sphingosine kinases and ceramide kinase, S1P control numerous aspects of cell physiology, including cell survival and mammalian inflammatory responses. S1P is involved in cyclooxygenase-2 induction (COX-2) and regulates the production of eicosanoids (important inflammatory mediators). S1P functions mainly via G-protein-coupled receptors and probably also has intracellular targets (PMID: 16219683). S1P is considered to be practically insoluble (in water) and acidic.
同义词
1:(2-Amino-3-hydroxy-octadec-4-enoxy)phosphonic acid
2:(2S,3R,4E)-2-Amino-4-octadecene-1,3-diol 1-(dihydrogen phosphate)
3:C18-Sphingosine 1-phosphate
4:D-Erythro-sphingosine 1-phosphate
5:S1P
6:Sphing-4-enine 1-phosphate
7:Sphingosine 1-phosphic acid
8:Sphingosine-1-phosphate
9:(2-Amino-3-hydroxy-octadec-4-enoxy)phosphonate
10:(2S,3R,4E)-2-Amino-4-octadecene-1,3-diol 1-(dihydrogen phosphoric acid)
11:C18-Sphingosine 1-phosphoric acid
12:D-Erythro-sphingosine 1-phosphoric acid
13:Sphing-4-enine 1-phosphoric acid
14:Sphingosine 1-phosphoric acid
15:Sphingosine-1-phosphoric acid
16:Sphingosine 1-phosphate
17:S1p Compound
化学名称
{[(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}phosphonic acid
传统名称
sphingosine 1-phosphate
代谢物结构字符串
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP(O)(O)=O
inchi标识符
InChI=1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+/t17-,18+/m0/s1
印记键
DUYSYHSSBDVJSM-KRWOKUGFSA-N
分类学
description: belongs to the class of organic compounds known as phosphosphingolipids. These are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group.
description:Phosphosphingolipids
kingdom:Organic compounds
super_class:Lipids and lipid-like molecules
class:Sphingolipids
sub_class:Phosphosphingolipids
molecular_framework:Aliphatic acyclic compounds
1:Hydrocarbon derivatives
2:Monoalkyl phosphates
3:Monoalkylamines
4:Organic oxides
5:Organopnictogen compounds
6:Phosphoethanolamines
7:Secondary alcohols
8:Alcohol
9:Aliphatic acyclic compound
10:Alkyl phosphate
11:Amine
12:Hydrocarbon derivative
13:Monoalkyl phosphate
14:Organic nitrogen compound
15:Organic oxide
16:Organic oxygen compound
17:Organic phosphoric acid derivative
18:Organonitrogen compound
19:Organooxygen compound
20:Organopnictogen compound
21:Phosphoethanolamine
22:Phosphoric acid ester
23:Primary aliphatic amine
24:Primary amine
25:Secondary alcohol
26:Sphingoid-1-phosphate or derivatives
27:Sphingoid base 1-phosphates
28:Sphingoid base 1-phosphates
29:sphingoid 1-phosphate
本体论
term:Physiological effect
definition:The effect on an organism physiology, resulting from its exposure to a chemical.
parent_id:
level:1
type:parent
term:Organoleptic effect
definition:Human sensual perception of chemical stimuli.
parent_id:7693
*level:2
type:parent
term:Touch
definition:Sensual perception obtained by the human somatosensory system.
parent_id:7719
**level:3
type:parent
term:Smooth
definition:A silky consistency which is devoided of grainy rough texture, and often described as "melts in your mouth".
parent_id:7723
***level:4
type:child
term:Disposition
definition:A concept that describes the origin of a chemical, its location within an organism, or its route of exposure.
parent_id:
level:1
type:parent
term:Route of exposure
definition:A mean by which a chemical agent comes in contact with an organism, either under intended or unintended circumstances.
parent_id:7724
*level:2
type:parent
term:Enteral
definition:Chemical exposure via the alimentary canal (mouth to anus).
parent_id:7743
**level:3
type:parent
term:Ingestion
definition:Chemical exposure facilitated by entry through the mouth.
parent_id:7744
***level:4
type:child
synonym:Digestion
term:Source
definition:Natural or synthetic origin of a chemical.
parent_id:7724
*level:2
type:parent
term:Endogenous
definition:
parent_id:7735
**level:3
type:child
term:Food
definition:
parent_id:7735
**level:3
type:child
term:Biological
definition:A living organism (species or a higher taxonomy rank), in which a chemical can be found.
parent_id:7735
**level:3
type:parent
term:Animal
definition:A living organism belonging to the kingdom animalia. it feeds on organic matter, typically having specialized sense organs and nervous system and able to respond rapidly to stimuli.
parent_id:7736
***level:4
type:child
synonym:Fauna
term:Biological location
definition:The physiological origin within an organism, including anatomical compnents, biofluids and excreta.
parent_id:7724
*level:2
type:parent
term:Biofluid and excreta
definition:A liquid, semi-solid or solid material originating in the body.
parent_id:7725
**level:3
type:parent
term:Blood
definition:A liquid tissue with the primary function of transporting oxygen and carbon dioxide (nci). it supplies the tissues with nutrients, removes waste products, and contains various components of the immune system defending the body against infection.
parent_id:7731
***level:4
type:child
term:Subcellular
definition:An anatomical organizational level including a component within a biological cell .
parent_id:7725
**level:3
type:parent
term:Cytoplasm
definition:The portion of the cell contained within the plasma membrane but excluding the nucleus.
parent_id:7730
***level:4
type:child
synonym:Cytoplasma
term:Membrane
definition:
parent_id:7730
***level:4
type:child
term:Endoplasmic reticulum
definition:A network of tubular membranes within the cytoplasm of the cell, occurring either with a smooth surface (smooth endoplasmic reticulum) or studded with ribosomes (rough endoplasmic reticulum), involved in the transport of materials. (Infoplease Dictionary via NCI)
parent_id:7730
***level:4
type:child
synonym:Er
term:Cell membrane
definition:A cellular compartment that separates a cellВ interiorВ from its exterior.
parent_id:7730
***level:4
type:child
synonym:Cellular membrane
term:Endosome
definition:A membrane bound cytoplasmic compartment that drives molecular traffic between the plasma membrane and lysosome.
parent_id:7730
***level:4
type:child
term:Cell and elements
definition:An anatomical organizational level comprising of a single cell (or a fragment in some exceptions). a cell is defined by its type or function. it is the smallest unit of living structure capable of independent existence, composed of a membrane-enclosed mass of protoplasm and containing a nucleus or nucleoid.
parent_id:7725
**level:3
type:parent
term:Extracellular
definition:The space external to the outermost structure of a cell.
parent_id:7732
***level:4
type:child
synonym:Extracellular region
term:Element
definition:
parent_id:7732
***level:4
type:parent
term:Cell
definition:
parent_id:7732
***level:4
type:parent
term:Process
definition:Biological or chemical events, or a series thereof, leading to a known function or end-product.
parent_id:
level:1
type:parent
term:Naturally occurring process
definition:Naturally-occurring molecular events or a series thereof, leading to a known function or end-product.
parent_id:7659
*level:2
type:parent
term:Biological process
definition:Biological or chemical events or a series thereof, leading to a known function or end-product within an organism.
parent_id:7660
**level:3
type:parent
term:Chemical reaction
definition:A defined chemical event that occurs within or between organism cells.
parent_id:7661
***level:4
type:parent
term:Biochemical process
definition:A biological process occurring at the subcellular level, involving biochemical reactions.
parent_id:7661
***level:4
type:parent
term:Cellular process
definition:A biological process occurring within a cell or its surroundings.
parent_id:7661
***level:4
type:parent
term:Biochemical pathway
definition:A linked series of chemical reactions that occur in a defined order within or between organism cells, and lead to a known function or end product.
parent_id:7661
***level:4
type:parent
term:Role
definition:The purpose or function assumed by a chemical, either naturally or as intended by humans .
parent_id:
level:1
type:parent
term:Industrial application
definition:The assumed function of a chemical utilized by human.
parent_id:7671
*level:2
type:parent
term:Surfactant
definition:A chemical substance that has the ability to lower the surface tension of water or to reduce the interfacial tension between two immiscible substances. in the cspa consumer product ingredients dictionary, surfactants are classified on the basis of their ionic characteristics, as amphoteric, anionic, cationic, or nonionic; and functions, which are subdivided into the following major groups: surfactant - cleaning agent, surfactant - conditioning agent, surfactant - emulsifying agent, surfactant - foam booster , surfactant hydrotrop , surfactant - solubility agent, surfactant - suspending agent.
parent_id:7678
**level:3
type:child
synonym:Surface-active agent
term:Emulsifier
definition:Substances that promote the formation and stability of a suspension of fine particles of a liquid in another liquid.
parent_id:7678
**level:3
type:child
term:Food and nutrition
definition:A chemical purpose related to manufacturing of food and nutrition products.
parent_id:7678
**level:3
type:parent
term:Food additive
definition:A chemical substance added to food to preserve or enhance the food qualities.
parent_id:7687
***level:4
type:child
term:Nutritional supplement
definition:
parent_id:7687
***level:4
type:child
synonym:Nutraceutical
synonym:Dietary supplement
term:Biological role
definition:The biological function of a chemical. the biological role answers the question how a chemical is involved in molecular processes in an organism. this can include biochemical effects of non-endogenous chemicals, which are also assigned an industrial application such as pharmaceuticals. the biological role is limited to cellular levls, and will not include role at system process level, such as a chemical which has a role in a disease.
parent_id:7671
*level:2
type:parent
term:Membrane stabilizer
definition:A chemical substance that supports the formation and maintenance of a structurally-sound and functioning cell or organelle membrane. Phospholipids form a bilayer and maintain the stability of the membrane structure together with proteins, and other lipids (i.e. cholesterol) which further strengthen it and decrease its permeability.
parent_id:7672
**level:3
type:child
synonym:Membrane stability agent
synonym:Membrane integrity agent
term:Energy source
definition:
parent_id:7672
**level:3
type:child
term:Energy storage
definition:A chemical substance which can be utilized for production of energy in the organism.
parent_id:7672
**level:3
type:child
term:Molecular messenger
definition: a chemical substance that is involved in transmission of biochemical signals.
parent_id:7672
**level:3
type:parent
term:Second messenger
definition:A chemical substance that transmit signals from a receptor to a target within a living cell.
parent_id:7677
***level:4
type:child
synonym:Secondary messenger
预测性质
1:
kind:logp
value:3.73
source:ALOGPS
2:
kind:logs
value:-4.77
source:ALOGPS
3:
kind:solubility
value:0.0065 g/L
source:ALOGPS
4:
kind:logp
value:3.43
source:ChemAxon
5:
kind:pka_strongest_acidic
value:1.51
source:ChemAxon
6:
kind:pka_strongest_basic
value:9.7
source:ChemAxon
7:
kind:iupac
value:{[(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}phosphonic acid
source:ChemAxon
8:
kind:average_mass
value:379.4718
source:ChemAxon
9:
kind:mono_mass
value:379.248759843
source:ChemAxon
10:
kind:smiles
value:CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP(O)(O)=O
source:ChemAxon
11:
kind:formula
value:C18H38NO5P
source:ChemAxon
12:
kind:inchi
value:InChI=1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+/t17-,18+/m0/s1
source:ChemAxon
13:
kind:inchikey
value:DUYSYHSSBDVJSM-KRWOKUGFSA-N
source:ChemAxon
14:
kind:polar_surface_area
value:113.01
source:ChemAxon
15:
kind:refractivity
value:102.76
source:ChemAxon
16:
kind:polarizability
value:43.73
source:ChemAxon
17:
kind:rotatable_bond_count
value:17
source:ChemAxon
18:
kind:acceptor_count
value:5
source:ChemAxon
19:
kind:donor_count
value:4
source:ChemAxon
20:
kind:physiological_charge
value:-1
source:ChemAxon
21:
kind:formal_charge
value:0
source:ChemAxon
22:
kind:number_of_rings
value:0
source:ChemAxon
23:
kind:bioavailability
value:Yes
source:ChemAxon
24:
kind:rule_of_five
value:Yes
source:ChemAxon
25:
kind:ghose_filter
value:Yes
source:ChemAxon
26:
kind:veber_rule
value:No
source:ChemAxon
27:
kind:mddr_like_rule
value:No
source:ChemAxon
1:
type:Specdb::MsMs
spectrum_id:2257000
2:
type:Specdb::MsMs
spectrum_id:2257609
3:
type:Specdb::MsMs
spectrum_id:2259543
4:
type:Specdb::MsMs
spectrum_id:2785297
5:
type:Specdb::MsMs
spectrum_id:2785298
6:
type:Specdb::MsMs
spectrum_id:2785299
7:
type:Specdb::MsMs
spectrum_id:2923993
8:
type:Specdb::MsMs
spectrum_id:2923994
9:
type:Specdb::MsMs
spectrum_id:2923995
10:
type:Specdb::CMs
spectrum_id:48952
11:
type:Specdb::CMs
spectrum_id:159487
生物学性质
1:
cellular:(1):Cytoplasm
cellular:(2):Endoplasmic reticulum
cellular:(3):Extracellular
cellular:(4):Membrane
2:
biospecimen:(1):Blood
3:
tissue:(1):Fibroblasts
tissue:(2):Platelet
4:
[1]:
name:Fabry disease
smpdb_id:SMP00525
kegg_map_id:
[2]:
name:Gaucher Disease
smpdb_id:SMP00349
kegg_map_id:
[3]:
name:Globoid Cell Leukodystrophy
smpdb_id:SMP00348
kegg_map_id:
[4]:
name:Krabbe disease
smpdb_id:SMP00526
kegg_map_id:
[5]:
name:Metachromatic Leukodystrophy (MLD)
smpdb_id:SMP00347
kegg_map_id:
[6]:
name:Starch and sucrose metabolism
smpdb_id:
kegg_map_id:map00500
正常浓度
1:
biospecimen:Blood
concentration_value:0.308 +/- 0.010
concentration_units:uM
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
2:
biospecimen:Blood
concentration_value:0.41 +/- 0.052
concentration_units:uM
subject_age:Adult (>18 years old)
subject_sex:Male
subject_condition:Normal
3:
biospecimen:Blood
concentration_value:0.35 +/- 0.039
concentration_units:uM
subject_age:Adult (>18 years old)
subject_sex:Female
subject_condition:Normal
4:
biospecimen:Blood
concentration_value:0.044 +/- 0.001
concentration_units:uM
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
异常浓度
1:
biospecimen:Blood
concentration_value:
concentration_units:
patient_age:Adult (>18 years old)
patient_sex:Both
patient_information:Hepatocellular carcinoma
2:
biospecimen:Blood
concentration_value:
concentration_units:
patient_age:Adult (>18 years old)
patient_sex:Both
patient_information:Liver Cirrhosis
疾病参考
1:
name:Hepatocellular carcinoma
omim_id:114550
[1]:
reference_text:Ishiwata S, Itoh K, Yamaguchi T, Ishida N, Mizugaki M: Comparison of serum and urinary levels of modified nucleoside, 1-methyladenosine, in cancer patients using a monoclonal antibody-based inhibition ELISA. Tohoku J Exp Med. 1995 May;176(1):61-8.
pubmed_id:7482520
[2]:
reference_text:Matsumata T, Yamamoto K, Shirabe K, Shimada M, Sugimachi K, Takesue F, Muto Y, Ikeda T: Urinary excretion of prostaglandins and renal function after hepatic resection. Hepatogastroenterology. 1997 May-Jun;44(15):774-8.
pubmed_id:9222688
[3]:
reference_text:Ressom HW, Xiao JF, Tuli L, Varghese RS, Zhou B, Tsai TH, Ranjbar MR, Zhao Y, Wang J, Di Poto C, Cheema AK, Tadesse MG, Goldman R, Shetty K: Utilization of metabolomics to identify serum biomarkers for hepatocellular carcinoma in patients with liver cirrhosis. Anal Chim Acta. 2012 Sep 19;743:90-100. doi: 10.1016/j.aca.2012.07.013. Epub 2012 Jul 20.
pubmed_id:22882828
[4]:
reference_text:Wu H, Xue R, Dong L, Liu T, Deng C, Zeng H, Shen X: Metabolomic profiling of human urine in hepatocellular carcinoma patients using gas chromatography/mass spectrometry. Anal Chim Acta. 2009 Aug 19;648(1):98-104. doi: 10.1016/j.aca.2009.06.033. Epub 2009 Jun 21.
pubmed_id:19616694
[5]:
reference_text:Cao H, Huang H, Xu W, Chen D, Yu J, Li J, Li L: Fecal metabolome profiling of liver cirrhosis and hepatocellular carcinoma patients by ultra performance liquid chromatography-mass spectrometry. Anal Chim Acta. 2011 Apr 8;691(1-2):68-75. doi: 10.1016/j.aca.2011.02.038. Epub 2011 Feb 23.
pubmed_id:21458633
2:
name:Cirrhosis
omim_id:
[1]:
reference_text:Kobayashi N, Katsumata H, Uto Y, Goto J, Niwa T, Kobayashi K, Mizuuchi Y: A monoclonal antibody-based enzyme-linked immunosorbent assay of glycolithocholic acid sulfate in human urine for liver function test. Steroids. 2002 Sep;67(10):827-33.
pubmed_id:12231118
[2]:
reference_text:Somogyi A, Siebert D, Bochner F: Determination of endogenous concentrations of N1-methylnicotinamide in human plasma and urine by high-performance liquid chromatography. Anal Biochem. 1990 May 15;187(1):160-5.
pubmed_id:2142586
[3]:
reference_text:Cynober LA: Plasma amino acid levels with a note on membrane transport: characteristics, regulation, and metabolic significance. Nutrition. 2002 Sep;18(9):761-6.
pubmed_id:12297216
[4]:
reference_text:Szebeni J, Eskelson C, Sampliner R, Hartmann B, Griffin J, Dormandy T, Watson RR: Plasma fatty acid pattern including diene-conjugated linoleic acid in ethanol users and patients with ethanol-related liver disease. Alcohol Clin Exp Res. 1986 Dec;10(6):647-50.
pubmed_id:3101533
[5]:
reference_text:Marescau B, De Deyn PP, Holvoet J, Possemiers I, Nagels G, Saxena V, Mahler C: Guanidino compounds in serum and urine of cirrhotic patients. Metabolism. 1995 May;44(5):584-8.
pubmed_id:7752905
[6]:
reference_text:Halperin G, Elisaf M, Leitersdorf E, Harats D: A new method for determination of serum cholestanol by high-performance liquid chromatography with ultraviolet detection. J Chromatogr B Biomed Sci Appl. 2000 Jun 9;742(2):345-52.
pubmed_id:10901139
[7]:
reference_text:Casazza JP, Frietas J, Stambuk D, Morgan MY, Veech RL: The measurement of 1,2-propanediol, D, L-2,3-butanediol and meso-2,3-butanediol in controls and alcoholic cirrhotics. Alcohol Alcohol Suppl. 1987;1:607-9.
pubmed_id:3426740
[8]:
reference_text:Thornton JR, Losowsky MS: Plasma leucine enkephalin is increased in liver disease. Gut. 1989 Oct;30(10):1392-5.
pubmed_id:2583565
[9]:
reference_text:Hahn C, Reichel C, von Bergmann K: Serum concentration of 7 alpha-hydroxycholesterol as an indicator of bile acid synthesis in humans. J Lipid Res. 1995 Sep;36(9):2059-66.
pubmed_id:8558093
[10]:
reference_text:Pinna G, Meinhold H, Hiedra L, Thoma R, Hoell T, Graf KJ, Stoltenburg-Didinger G, Eravci M, Prengel H, Brodel O, Finke R, Baumgartner A: Elevated 3,5-diiodothyronine concentrations in the sera of patients with nonthyroidal illnesses and brain tumors. J Clin Endocrinol Metab. 1997 May;82(5):1535-42.
pubmed_id:9141546
[11]:
reference_text:Tamasawa N, Tamasawa A, Takebe K: Higher levels of plasma cholesterol sulfate in patients with liver cirrhosis and hypercholesterolemia. Lipids. 1993 Sep;28(9):833-6.
pubmed_id:8231659
[12]:
reference_text:McClain CJ, Zieve L, Doizaki WM, Gilberstadt S, Onstad GR: Blood methanethiol in alcoholic liver disease with and without hepatic encephalopathy. Gut. 1980 Apr;21(4):318-23.
pubmed_id:7429293
[13]:
reference_text:Yonekura T, Kamata S, Wasa M, Okada A, Yamatodani A, Watanabe T, Wada H: Simultaneous determination of plasma phenethylamine, phenylethanolamine, tyramine and octopamine by high-performance liquid chromatography using derivatization with fluorescamine. J Chromatogr. 1988 Jun 3;427(2):320-5.
pubmed_id:3137238
[14]:
reference_text:Batta AK, Arora R, Salen G, Tint GS, Eskreis D, Katz S: Characterization of serum and urinary bile acids in patients with primary biliary cirrhosis by gas-liquid chromatography-mass spectrometry: effect of ursodeoxycholic acid treatment. J Lipid Res. 1989 Dec;30(12):1953-62.
pubmed_id:2621422
[15]:
reference_text:Yoshida Y: [Analysis of methionine metabolism studied by the gas chromatographic determination of 3-methylthiopropionate in urine and its clinical application]. Hokkaido Igaku Zasshi. 1985 Mar;60(2):183-94.
pubmed_id:3997054
[16]:
reference_text:Afdhal NH, Keaveny AP, Cohen SB, Nunes DP, Maldonado N, O'Brien M, Stone PJ: Urinary assays for desmosine and hydroxylysylpyridinoline in the detection of cirrhosis. J Hepatol. 1997 Dec;27(6):993-1002.
pubmed_id:9453424
[17]:
reference_text:Paroni R, Ceriotti F, Galanello R, Battista Leoni G, Panico A, Scurati E, Paleari R, Chemello L, Quaino V, Scaldaferri L, Lapolla A, Mosca A: Performance characteristics and clinical utility of an enzymatic method for the measurement of glycated albumin in plasma. Clin Biochem. 2007 Dec;40(18):1398-405. Epub 2007 Aug 10.
pubmed_id:17919531
[18]:
reference_text:Ressom HW, Xiao JF, Tuli L, Varghese RS, Zhou B, Tsai TH, Ranjbar MR, Zhao Y, Wang J, Di Poto C, Cheema AK, Tadesse MG, Goldman R, Shetty K: Utilization of metabolomics to identify serum biomarkers for hepatocellular carcinoma in patients with liver cirrhosis. Anal Chim Acta. 2012 Sep 19;743:90-100. doi: 10.1016/j.aca.2012.07.013. Epub 2012 Jul 20.
pubmed_id:22882828
[19]:
reference_text:Cao H, Huang H, Xu W, Chen D, Yu J, Li J, Li L: Fecal metabolome profiling of liver cirrhosis and hepatocellular carcinoma patients by ultra performance liquid chromatography-mass spectrometry. Anal Chim Acta. 2011 Apr 8;691(1-2):68-75. doi: 10.1016/j.aca.2011.02.038. Epub 2011 Feb 23.
pubmed_id:21458633
[20]:
reference_text:Huang HJ, Zhang AY, Cao HC, Lu HF, Wang BH, Xie Q, Xu W, Li LJ: Metabolomic analyses of faeces reveals malabsorption in cirrhotic patients. Dig Liver Dis. 2013 Aug;45(8):677-82. doi: 10.1016/j.dld.2013.01.001. Epub 2013 Feb 4.
pubmed_id:23384618
维基百科编号
Sphingosine-1-phosphate
综合参考
Morigaki, Eiji; Miura, Yoshie; Takahata, Kyoya; Tada, Mikiro; Nakajima, Shuhei; Baba, Naomichi. Enzymic preparation of sphingosine 1-phosphate. Journal of Chemical Research, Synopses (1998), (12), 774-775.
一般参考
1:
protein_accession:HMDBP00231
name:Lipid phosphate phosphohydrolase 2
uniprot_id:O43688
gene_name:PPAP2C
protein_type:Unknown
2:
protein_accession:HMDBP00237
name:Lipid phosphate phosphohydrolase 1
uniprot_id:O14494
gene_name:PPAP2A
protein_type:Unknown
3:
protein_accession:HMDBP00242
name:Lipid phosphate phosphohydrolase 3
uniprot_id:O14495
gene_name:PPAP2B
protein_type:Unknown
4:
protein_accession:HMDBP00434
name:Globoside alpha-1,3-N-acetylgalactosaminyltransferase 1
uniprot_id:Q8N5D6
gene_name:GBGT1
protein_type:Unknown
5:
protein_accession:HMDBP00557
name:N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase
uniprot_id:Q9Y2B2
gene_name:PIGL
protein_type:Enzyme
6:
protein_accession:HMDBP00940
name:Phosphatidylinositol N-acetylglucosaminyltransferase subunit Q
uniprot_id:Q9BRB3
gene_name:PIGQ
protein_type:Enzyme
7:
protein_accession:HMDBP00941
name:Phosphatidylinositol N-acetylglucosaminyltransferase subunit A
uniprot_id:P37287
gene_name:PIGA
protein_type:Enzyme
8:
protein_accession:HMDBP00942
name:Phosphatidylinositol N-acetylglucosaminyltransferase subunit H
uniprot_id:Q14442
gene_name:PIGH
protein_type:Enzyme
9:
protein_accession:HMDBP00943
name:Phosphatidylinositol N-acetylglucosaminyltransferase subunit P
uniprot_id:P57054
gene_name:PIGP
protein_type:Enzyme
10:
protein_accession:HMDBP00944
name:Phosphatidylinositol N-acetylglucosaminyltransferase subunit C
uniprot_id:Q92535
gene_name:PIGC
protein_type:Enzyme
11:
protein_accession:HMDBP01052
name:Sphingosine-1-phosphate lyase 1
uniprot_id:O95470
gene_name:SGPL1
protein_type:Enzyme
12:
protein_accession:HMDBP01082
name:Sphingosine kinase 1
uniprot_id:Q9NYA1
gene_name:SPHK1
protein_type:Unknown
13:
protein_accession:HMDBP01083
name:Sphingosine kinase 2
uniprot_id:Q9NRA0
gene_name:SPHK2
protein_type:Unknown
14:
protein_accession:HMDBP01719
name:Ganglioside GM2 activator
uniprot_id:P17900
gene_name:GM2A
protein_type:Enzyme
15:
protein_accession:HMDBP02412
name:T-cell surface glycoprotein CD1e, membrane-associated
uniprot_id:P15812
gene_name:CD1E
protein_type:Enzyme
16:
protein_accession:HMDBP02675
name:Epididymal secretory protein E1
uniprot_id:P61916
gene_name:NPC2
protein_type:Enzyme
17:
protein_accession:HMDBP02783
name:Antigen-presenting glycoprotein CD1d
uniprot_id:P15813
gene_name:CD1D
protein_type:Enzyme
18:
protein_accession:HMDBP02955
name:GPI mannosyltransferase 1
uniprot_id:Q9H3S5
gene_name:PIGM
protein_type:Enzyme
19:
protein_accession:HMDBP02977
name:Phosphatidylinositol-glycan biosynthesis class W protein
uniprot_id:Q7Z7B1
gene_name:PIGW
protein_type:Enzyme
20:
protein_accession:HMDBP03084
name:Phosphatidylinositol-glycan biosynthesis class X protein
uniprot_id:Q8TBF5
gene_name:PIGX
protein_type:Enzyme
21:
protein_accession:HMDBP03088
name:GPI mannosyltransferase 4
uniprot_id:Q86VD9
gene_name:PIGZ
protein_type:Enzyme
22:
protein_accession:HMDBP06380
name:Lactosylceramide 1,3-N-acetyl-beta-D-glucosaminyltransferase
uniprot_id:Q9BYG0
gene_name:B3GNT5
protein_type:Enzyme
23:
protein_accession:HMDBP06939
name:Beta-1,3-galactosyltransferase 5
uniprot_id:Q9Y2C3
gene_name:B3GALT5
protein_type:Enzyme
24:
protein_accession:HMDBP07325
name:GPI mannosyltransferase 3
uniprot_id:Q92521
gene_name:PIGB
protein_type:Enzyme
25:
protein_accession:HMDBP07326
name:Phosphatidylinositol-glycan biosynthesis class F protein
uniprot_id:Q07326
gene_name:PIGF
protein_type:Enzyme
26:
protein_accession:HMDBP07327
name:GPI ethanolamine phosphate transferase 2
uniprot_id:Q5H8A4
gene_name:PIGG
protein_type:Enzyme
27:
protein_accession:HMDBP07328
name:GPI ethanolamine phosphate transferase 1
uniprot_id:O95427
gene_name:PIGN
protein_type:Enzyme
28:
protein_accession:HMDBP07329
name:GPI ethanolamine phosphate transferase 3
uniprot_id:Q8TEQ8
gene_name:PIGO
protein_type:Enzyme
29:
protein_accession:HMDBP07330
name:GPI transamidase component PIG-S
uniprot_id:Q96S52
gene_name:PIGS
protein_type:Enzyme
30:
protein_accession:HMDBP07331
name:GPI transamidase component PIG-T
uniprot_id:Q969N2
gene_name:PIGT
protein_type:Enzyme
31:
protein_accession:HMDBP07332
name:Phosphatidylinositol glycan anchor biosynthesis class U protein
uniprot_id:Q9H490
gene_name:PIGU
protein_type:Enzyme
32:
protein_accession:HMDBP07333
name:GPI mannosyltransferase 2
uniprot_id:Q9NUD9
gene_name:PIGV
protein_type:Enzyme
33:
protein_accession:HMDBP07334
name:Phosphatidylinositol N-acetylglucosaminyltransferase subunit Y
uniprot_id:Q3MUY2
gene_name:PIGY
protein_type:Enzyme
34:
protein_accession:HMDBP07339
name:Pleckstrin homology domain-containing family A member 8
uniprot_id:Q96JA3
gene_name:PLEKHA8
protein_type:Unknown
35:
protein_accession:HMDBP09169
name:Non-lysosomal glucosylceramidase
uniprot_id:Q9HCG7
gene_name:GBA2
protein_type:Enzyme
36:
protein_accession:HMDBP09386
name:Sphingosine kinase 1
uniprot_id:Q96GK1
gene_name:SPHK1
protein_type:Enzyme
37:
protein_accession:HMDBP11012
name:GPI-anchor transamidase
uniprot_id:Q92643
gene_name:PIGK
protein_type:Enzyme
38:
protein_accession:HMDBP11439
name:Glycosylphosphatidylinositol anchor attachment 1 protein
uniprot_id:O43292
gene_name:GPAA1
protein_type:Unknown
39:
protein_accession:HMDBP11440
name:Protein PLEKHA9
uniprot_id:O95397
gene_name:PLEKHA9
protein_type:Unknown
40:
protein_accession:HMDBP11441
name:Glycolipid transfer protein domain-containing protein 2
uniprot_id:A6NH11
gene_name:GLTPD2
protein_type:Unknown
41:
protein_accession:HMDBP11442
name:Putative uncharacterized protein PLEKHA8
uniprot_id:B5MDU3
gene_name:PLEKHA8
protein_type:Unknown
42:
protein_accession:HMDBP11443
name:T-cell surface glycoprotein CD1a
uniprot_id:P06126
gene_name:CD1A
protein_type:Unknown
43:
protein_accession:HMDBP11444
name:Glycolipid transfer protein domain-containing protein 1
uniprot_id:Q5TA50
gene_name:GLTPD1
protein_type:Unknown
44:
protein_accession:HMDBP11445
name:T-cell surface glycoprotein CD1c
uniprot_id:P29017
gene_name:CD1C
protein_type:Unknown
45:
protein_accession:HMDBP11446
name:Lipopolysaccharide-binding protein
uniprot_id:P18428
gene_name:LBP
protein_type:Unknown
46:
protein_accession:HMDBP11447
name:Putative uncharacterized protein DKFZp434L0435
uniprot_id:Q9UFH6
gene_name:DKFZp434L0435
protein_type:Unknown
47:
protein_accession:HMDBP11448
name:T-cell surface glycoprotein CD1b
uniprot_id:P29016
gene_name:CD1B
protein_type:Unknown
48:
protein_accession:HMDBP11449
name:Glycolipid transfer protein
uniprot_id:Q9NZD2
gene_name:GLTP
protein_type:Unknown
49:
protein_accession:HMDBP11558
name:Sphingosine-1-phosphate phosphatase 2
uniprot_id:Q8IWX5
gene_name:SGPP2
protein_type:Enzyme
蛋白质结合
1:
reference_text:Cuvillier O, Pirianov G, Kleuser B, Vanek PG, Coso OA, Gutkind S, Spiegel S: Suppression of ceramide-mediated programmed cell death by sphingosine-1-phosphate. Nature. 1996 Jun 27;381(6585):800-3.
pubmed_id:8657285
2:
reference_text:Vogler R, Sauer B, Kim DS, Schafer-Korting M, Kleuser B: Sphingosine-1-phosphate and its potentially paradoxical effects on critical parameters of cutaneous wound healing. J Invest Dermatol. 2003 Apr;120(4):693-700.
pubmed_id:12648236
3:
reference_text:Kimura T, Sato K, Kuwabara A, Tomura H, Ishiwara M, Kobayashi I, Ui M, Okajima F: Sphingosine 1-phosphate may be a major component of plasma lipoproteins responsible for the cytoprotective actions in human umbilical vein endothelial cells. J Biol Chem. 2001 Aug 24;276(34):31780-5. Epub 2001 Jun 26.
pubmed_id:11427538
4:
reference_text:Kim JI, Jo EJ, Lee HY, Cha MS, Min JK, Choi CH, Lee YM, Choi YA, Baek SH, Ryu SH, Lee KS, Kwak JY, Bae YS: Sphingosine 1-phosphate in amniotic fluid modulates cyclooxygenase-2 expression in human amnion-derived WISH cells. J Biol Chem. 2003 Aug 22;278(34):31731-6. Epub 2003 Jun 9.
pubmed_id:12796504
5:
reference_text:Okajima F: Plasma lipoproteins behave as carriers of extracellular sphingosine 1-phosphate: is this an atherogenic mediator or an anti-atherogenic mediator? Biochim Biophys Acta. 2002 May 23;1582(1-3):132-7.
pubmed_id:12069820
6:
reference_text:Dorsam G, Graeler MH, Seroogy C, Kong Y, Voice JK, Goetzl EJ: Transduction of multiple effects of sphingosine 1-phosphate (S1P) on T cell functions by the S1P1 G protein-coupled receptor. J Immunol. 2003 Oct 1;171(7):3500-7.
pubmed_id:14500646
7:
reference_text:Hammer S, Sauer B, Spika I, Schraut C, Kleuser B, Schafer-Korting M: Glucocorticoids mediate differential anti-apoptotic effects in human fibroblasts and keratinocytes via sphingosine-1-phosphate formation. J Cell Biochem. 2004 Mar 1;91(4):840-51.
pubmed_id:14991774
8:
reference_text:Pyne S, Pyne NJ: Sphingosine 1-phosphate signalling and termination at lipid phosphate receptors. Biochim Biophys Acta. 2002 May 23;1582(1-3):121-31.
pubmed_id:12069819
9:
reference_text:Fieger CB, Huang MC, Van Brocklyn JR, Goetzl EJ: Type 1 sphingosine 1-phosphate G protein-coupled receptor signaling of lymphocyte functions requires sulfation of its extracellular amino-terminal tyrosines. FASEB J. 2005 Nov;19(13):1926-8. Epub 2005 Sep 7.
pubmed_id:16148028
10:
reference_text:Lee OH, Kim YM, Lee YM, Moon EJ, Lee DJ, Kim JH, Kim KW, Kwon YG: Sphingosine 1-phosphate induces angiogenesis: its angiogenic action and signaling mechanism in human umbilical vein endothelial cells. Biochem Biophys Res Commun. 1999 Nov 2;264(3):743-50.
pubmed_id:10544002
11:
reference_text:Barthomeuf C, Lamy S, Blanchette M, Boivin D, Gingras D, Beliveau R: Inhibition of sphingosine-1-phosphate- and vascular endothelial growth factor-induced endothelial cell chemotaxis by red grape skin polyphenols correlates with a decrease in early platelet-activating factor synthesis. Free Radic Biol Med. 2006 Feb 15;40(4):581-90. Epub 2005 Oct 14.
pubmed_id:16458188
12:
reference_text:Spiegel S, Cuvillier O, Edsall LC, Kohama T, Menzeleev R, Olah Z, Olivera A, Pirianov G, Thomas DM, Tu Z, Van Brocklyn JR, Wang F: Sphingosine-1-phosphate in cell growth and cell death. Ann N Y Acad Sci. 1998 Jun 19;845:11-8.
pubmed_id:9668339
13:
reference_text:Spiegel S, Cuvillier O, Edsall L, Kohama T, Menzeleev R, Olivera A, Thomas D, Tu Z, Van Brocklyn J, Wang F: Roles of sphingosine-1-phosphate in cell growth, differentiation, and death. Biochemistry (Mosc). 1998 Jan;63(1):69-73.
pubmed_id:9526097
14:
reference_text:Payne SG, Milstien S, Spiegel S: Sphingosine-1-phosphate: dual messenger functions. FEBS Lett. 2002 Oct 30;531(1):54-7.
pubmed_id:12401202
15:
reference_text:Esmon CT: Inflammation and the activated protein C anticoagulant pathway. Semin Thromb Hemost. 2006 Apr;32 Suppl 1:49-60.
pubmed_id:16673266
16:
reference_text:Chalfant CE, Spiegel S: Sphingosine 1-phosphate and ceramide 1-phosphate: expanding roles in cell signaling. J Cell Sci. 2005 Oct 15;118(Pt 20):4605-12.
pubmed_id:16219683
17:
reference_text:Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
pubmed_id:11413487
18:
reference_text:Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10.
pubmed_id:16902246
19:
reference_text:Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20.
pubmed_id:17374880
20:
reference_text:Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
pubmed_id:20044567
21:
reference_text:Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78.
pubmed_id:7834746
22:
reference_text:Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50.
pubmed_id:9034165
23:
reference_text:Phospholipids Handbook
24:
reference_text:The lipid handbook with CD-ROM