创建日期
2005-11-16 15:48:42 UTC
更新日期
2021-09-14 15:40:10 UTC
二级访问
HMDB00174
HMDB0059624
HMDB59624
描述
Fucose (CAS: 2438-80-4) is a hexose deoxy sugar with the chemical formula C6H12O5. L-Fucose (6-deoxy-L-galactose) is a monosaccharide that is a common component of many N- and O-linked glycans and glycolipids produced by mammalian cells. It is the fundamental subunit of the fucoidan polysaccharide. As a free sugar, L-fucose is normally found at very low levels in mammals. It is unique in that it is the only levorotatory sugar synthesized and utilized by mammals. Fucose polymers are synthesized by fucosyltransferases. All fucosyltransferases utilize a nucleotide-activated form of fucose, GDP-fucose, as a fucose donor in the construction of fucosylated oligosaccharides. The ABO blood group antigens are among the most well known fucosylated glycans. The alpha-1->3 linked core fucose is a suspected carbohydrate antigen for IgE-mediated allergy. Two structural features distinguish fucose from other six-carbon sugars present in mammals: the lack of a hydroxyl group on the carbon at the 6-position (C-6) and the L-configuration. In fucose-containing glycan structures, fucosylated glycans, fucose can exist as a terminal modification or serve as an attachment point for adding other sugars. Fucose is metabolized by an enzyme called alpha-fucosidase. Fucose is secreted in urine when the liver is damaged. Free L-fucose in serum and urine can be used as a marker for cancer, cirrhosis, alcoholic liver disease and gastric ulcers (PMID: 2311216, 8488966). Elevated levels of serum fucose have been reported in breast cancer, ovarian cancer, lung cancer, liver cancer, diabetes, and cardiovascular disease. It has been shown that feeding rats a diet high in L-fucose induces neuropathy similar to that seen in diabetics.
同义词
1:alpha-L-Fuc
2:alpha-L-Fucp
3:a-L-Fuc
4:α-L-Fuc
5:a-L-Fucose
6:α-L-fucose
7:a-L-Fucp
8:α-L-fucp
9:6-Deoxy-L-galactopyranose
10:6-Deoxy-L-galactose
11:6-Deoxy-alpha-L-galactopyranose
12:6-Deoxy-alpha-L-galactose
13:6-Deoxy-α-L-galactopyranose
14:6-Deoxy-α-L-galactose
15:alpha-L-Fucopyranose
16:alpha-L-Fucose
17:α-L-Fucopyranose
18:α-L-Fucose
19:(-)-Fucose
20:6-Desoxygalactose
21:Fucose
22:L-(-)-Fucose
23:L-Fucose
24:L-Galactomethylose
化学名称
(2R,3S,4R,5S,6S)-6-methyloxane-2,3,4,5-tetrol
代谢物结构字符串
C[C@@H]1O[C@@H](O)[C@@H](O)[C@H](O)[C@@H]1O
inchi标识符
InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5-,6+/m0/s1
印记键
SHZGCJCMOBCMKK-SXUWKVJYSA-N
分类学
description: belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
description:Hexoses
kingdom:Organic compounds
super_class:Organic oxygen compounds
class:Organooxygen compounds
sub_class:Carbohydrates and carbohydrate conjugates
molecular_framework:Aliphatic heteromonocyclic compounds
1:Hemiacetals
2:Hydrocarbon derivatives
3:Oxacyclic compounds
4:Oxanes
5:Polyols
6:Secondary alcohols
7:Alcohol
8:Aliphatic heteromonocyclic compound
9:Hemiacetal
10:Hexose monosaccharide
11:Hydrocarbon derivative
12:Organoheterocyclic compound
13:Oxacycle
14:Oxane
15:Polyol
16:Secondary alcohol
17:L-fucopyranose
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:Health effect
definition:A health condition or observation associated with a stimuli or with a biological activity of a chemical.
parent_id:7693
*level:2
type:parent
term:Health condition
definition:A health effect that consists on short or long-term disease, condition, disorder, syndrome or constant abnormality.
parent_id:7694
**level:3
type:parent
term:Cancer
definition:A group of disorders characterized by the presense of malignant neoplasm.
parent_id:7695
***level:4
type:parent
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:Plant
definition:A living organism belonging to the kingdom plantea. typically, it grows in a permanent site, absorbs water and inorganic substances through its roots, and synthesizes nutrients in its leaves by photosynthesis using the green pigment chlorophyll. examples incude trees, shrubs, herbs, grasses, ferns, and mosses.
parent_id:7736
***level:4
type:parent
synonym:Flora
term:Biological location
definition:The physiological origin within an organism, including anatomical compnents, biofluids and excreta.
parent_id:7724
*level:2
type:parent
term:Organ and components
definition:An anatomical organizational level including multiple tissues or substructures, which enables a common biological function.
parent_id:7725
**level:3
type:parent
term:Intestine
definition:The portion of the gastrointestinal tract that includes the small and large intestines.
parent_id:7727
***level:4
type:child
term:Testicle
definition:Either of the paired male reproductive glands that produce the male germ cells and the male hormones. (nci).
parent_id:7727
***level:4
type:child
synonym:Testes
synonym:Testis
term:Spleen
definition:An abdominal organ that is part of the hematopoietic and immune systems. it is composed of the white pulp and the red pulp and is surrounded by a capsule. (nci).
parent_id:7727
***level:4
type:child
term:Liver
definition:An abdominal organ that has variable lobation which are composed mainly of hepatic lobules. (nci).
parent_id:7727
***level:4
type:child
term:Skin
definition:An organ that constitutes the external surface of the body. it consists of the epidermis, dermis, and skin appendages. (nci).
parent_id:7727
***level:4
type:child
term:Ovary
definition:One of the paired female reproductive glands containing the ova or germ cells; the ovary's stroma is a vascular connective tissue containing numbers of ovarian follicles enclosing the ova (nci).
parent_id:7727
***level:4
type:child
synonym:Ovaries
term:Kidney
definition:The organs of the urinary tract located in the retroperitoneal cavity adjacent to the spine and composed of the renal cortex and the renal medulla. (nci).
parent_id:7727
***level:4
type:child
synonym:Kidneys
term:Pancreas
definition:A digestive organ in the abdomen that has both endocrine and exocrine functions. (nci).
parent_id:7727
***level:4
type:child
term:Tissue and substructures
definition:An anatomical organizational level including multiple cells yet not comprising a complete organ .
parent_id:7725
**level:3
type:parent
term:Placenta
definition:An organ present in some vertebrates during embryonic gestation that surrounds the fetus and provides it with nutrients and oxygen, facilitates gas and waste exchange between the fetus and mother, and provides parasitic cloaking from the mother's immune system by excretion of neurokinin b. (nci).
parent_id:7729
***level:4
type:child
term:Biofluid and excreta
definition:A liquid, semi-solid or solid material originating in the body.
parent_id:7725
**level:3
type:parent
term:Saliva
definition:The watery fluid in the mouth made by the salivary glands. saliva moistens food to help digestion and it helps protect the mouth against infections. (nci).
parent_id:7731
***level:4
type:child
term:Feces
definition:The material discharged from the bowel during defecation. It consists of undigested food, intestinal mucus, epithelial cells, and bacteria.
parent_id:7731
***level:4
type:child
synonym:Fecal
synonym:Stool
synonym:Faecal
synonym:Faeces
term:Urine
definition:Excretion in liquid state processed by the kidney.
parent_id:7731
***level:4
type:child
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:Breast milk
definition:Portion of secreted substance produced by the mammary gland.
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:Lysosome
definition:В A sac-like compartment inside a cell that has enzymes that can break down cellular components that need to be destroyed. (NCI).
parent_id:7730
***level:4
type:child
term:Myelin sheath
definition:A layer of phospholipids and protein found on neuronal axons. this structure acts as an electrical insulator that allows nerve impulses to travel faster by increasing the resistance and decreasing the capacitance over that found in unmyelinated nerve fibers. (nci).
parent_id:7730
***level:4
type:child
synonym:Myelin
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: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: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:Pharmaceutical industry
definition:A pharmacologic activity for which a chemical substance is utilized owing to its biological role.
parent_id:7678
**level:3
type:parent
term:Pharmaceutical
definition:
parent_id:7679
***level:4
type:child
实验性质
1:
kind:water_solubility
value:985 mg/mL
source:
2:
kind:melting_point
value:140 °C
source:
预测性质
1:
kind:logp
value:-2.39
source:ALOGPS
2:
kind:logs
value:0.70
source:ALOGPS
3:
kind:solubility
value:827 g/L
source:ALOGPS
4:
kind:logp
value:-1.9
source:ChemAxon
5:
kind:pka_strongest_acidic
value:11.3
source:ChemAxon
6:
kind:pka_strongest_basic
value:-3.6
source:ChemAxon
7:
kind:iupac
value:(2R,3S,4R,5S,6S)-6-methyloxane-2,3,4,5-tetrol
source:ChemAxon
8:
kind:average_mass
value:164.1565
source:ChemAxon
9:
kind:mono_mass
value:164.068473494
source:ChemAxon
10:
kind:smiles
value:C[C@@H]1O[C@@H](O)[C@@H](O)[C@H](O)[C@@H]1O
source:ChemAxon
11:
kind:formula
value:C6H12O5
source:ChemAxon
12:
kind:inchi
value:InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5-,6+/m0/s1
source:ChemAxon
13:
kind:inchikey
value:SHZGCJCMOBCMKK-SXUWKVJYSA-N
source:ChemAxon
14:
kind:polar_surface_area
value:90.15
source:ChemAxon
15:
kind:refractivity
value:34.38
source:ChemAxon
16:
kind:polarizability
value:15.21
source:ChemAxon
17:
kind:rotatable_bond_count
value:0
source:ChemAxon
18:
kind:acceptor_count
value:5
source:ChemAxon
19:
kind:donor_count
value:4
source:ChemAxon
20:
kind:physiological_charge
value:0
source:ChemAxon
21:
kind:formal_charge
value:0
source:ChemAxon
22:
kind:number_of_rings
value:1
source:ChemAxon
23:
kind:bioavailability
value:Yes
source:ChemAxon
24:
kind:rule_of_five
value:Yes
source:ChemAxon
25:
kind:ghose_filter
value:No
source:ChemAxon
26:
kind:veber_rule
value:No
source:ChemAxon
27:
kind:mddr_like_rule
value:No
source:ChemAxon
1:
type:Specdb::NmrTwoD
spectrum_id:2087
2:
type:Specdb::NmrTwoD
spectrum_id:2088
3:
type:Specdb::CMs
spectrum_id:103900
4:
type:Specdb::CMs
spectrum_id:103901
5:
type:Specdb::CMs
spectrum_id:103902
6:
type:Specdb::CMs
spectrum_id:103903
7:
type:Specdb::CMs
spectrum_id:134163
8:
type:Specdb::CMs
spectrum_id:141897
9:
type:Specdb::MsMs
spectrum_id:28583
10:
type:Specdb::MsMs
spectrum_id:28584
11:
type:Specdb::MsMs
spectrum_id:28585
12:
type:Specdb::MsMs
spectrum_id:35141
13:
type:Specdb::MsMs
spectrum_id:35142
14:
type:Specdb::MsMs
spectrum_id:35143
15:
type:Specdb::MsMs
spectrum_id:1480167
16:
type:Specdb::MsMs
spectrum_id:1480168
17:
type:Specdb::MsMs
spectrum_id:1480169
18:
type:Specdb::MsMs
spectrum_id:2677449
19:
type:Specdb::MsMs
spectrum_id:2677450
20:
type:Specdb::MsMs
spectrum_id:2677451
21:
type:Specdb::MsMs
spectrum_id:3028751
22:
type:Specdb::MsMs
spectrum_id:3028752
23:
type:Specdb::MsMs
spectrum_id:3028753
24:
type:Specdb::NmrOneD
spectrum_id:5279
25:
type:Specdb::NmrOneD
spectrum_id:5280
26:
type:Specdb::NmrOneD
spectrum_id:5992
27:
type:Specdb::NmrOneD
spectrum_id:5993
28:
type:Specdb::NmrOneD
spectrum_id:5994
29:
type:Specdb::NmrOneD
spectrum_id:5995
30:
type:Specdb::NmrOneD
spectrum_id:5996
31:
type:Specdb::NmrOneD
spectrum_id:5997
32:
type:Specdb::NmrOneD
spectrum_id:5998
33:
type:Specdb::NmrOneD
spectrum_id:5999
34:
type:Specdb::NmrOneD
spectrum_id:6000
35:
type:Specdb::NmrOneD
spectrum_id:6001
36:
type:Specdb::NmrOneD
spectrum_id:6002
37:
type:Specdb::NmrOneD
spectrum_id:6003
38:
type:Specdb::NmrOneD
spectrum_id:6004
39:
type:Specdb::NmrOneD
spectrum_id:6005
40:
type:Specdb::NmrOneD
spectrum_id:6006
41:
type:Specdb::NmrOneD
spectrum_id:6007
42:
type:Specdb::NmrOneD
spectrum_id:6008
43:
type:Specdb::NmrOneD
spectrum_id:6009
44:
type:Specdb::NmrOneD
spectrum_id:6010
45:
type:Specdb::NmrOneD
spectrum_id:6011
生物学性质
1:
cellular:(1):Cytoplasm
cellular:(2):Extracellular
cellular:(3):Lysosome
2:
biospecimen:(1):Blood
biospecimen:(2):Breast Milk
biospecimen:(3):Feces
biospecimen:(4):Saliva
biospecimen:(5):Urine
3:
tissue:(1):Epidermis
tissue:(2):Fibroblasts
tissue:(3):Intestine
tissue:(4):Kidney
tissue:(5):Liver
tissue:(6):Neuron
tissue:(7):Ovary
tissue:(8):Pancreas
tissue:(9):Placenta
tissue:(10):Spleen
tissue:(11):Testis
4:
[1]:
name:Fructose and mannose metabolism
smpdb_id:
kegg_map_id:map00051
[2]:
name:Fructose intolerance, hereditary
smpdb_id:SMP00725
kegg_map_id:
[3]:
name:Fructosuria
smpdb_id:SMP00561
kegg_map_id:
正常浓度
1:
biospecimen:Breast Milk
concentration_value:182 +/- 135
concentration_units:uM
subject_age:Adult (>18 years old)
subject_sex:Female
subject_condition:Normal
2:
biospecimen:Breast Milk
concentration_value:50.8908566
concentration_units:uM
subject_age:Adult (>18 years old)
subject_sex:Female
subject_condition:Normal
3:
biospecimen:Feces
concentration_value:
concentration_units:
subject_age:Infant (0-1 year old)
subject_sex:
subject_condition:Normal
4:
biospecimen:Feces
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
5:
biospecimen:Feces
concentration_value:
concentration_units:
subject_age:Infant (0-1 year old)
subject_sex:Not Specified
subject_condition:Normal
6:
biospecimen:Feces
concentration_value:
concentration_units:
subject_age:Infant (0-1 year old)
subject_sex:Not Specified
subject_condition:Normal
7:
biospecimen:Feces
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
8:
biospecimen:Feces
concentration_value:
concentration_units:
subject_age:Infant (0-1 year old)
subject_sex:Both
subject_condition:Normal
9:
biospecimen:Saliva
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Male
subject_condition:Normal
10:
biospecimen:Saliva
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Male
subject_condition:Normal
11:
biospecimen:Saliva
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Male
subject_condition:Normal
12:
biospecimen:Saliva
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Male
subject_condition:Normal
13:
biospecimen:Saliva
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Male
subject_condition:Normal
14:
biospecimen:Saliva
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Male
subject_condition:Normal
15:
biospecimen:Saliva
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Male
subject_condition:Normal
16:
biospecimen:Saliva
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Male
subject_condition:Normal
17:
biospecimen:Saliva
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Male
subject_condition:Normal
18:
biospecimen:Saliva
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Male
subject_condition:Normal
19:
biospecimen:Saliva
concentration_value:112.06 +/- 87.04
concentration_units:uM
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
20:
biospecimen:Urine
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
21:
biospecimen:Urine
concentration_value:11.8 (6.7-26.0)
concentration_units:umol/mmol creatinine
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
22:
biospecimen:Urine
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
23:
biospecimen:Urine
concentration_value:9.6 (6.38-16.0)
concentration_units:umol/mmol creatinine
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
24:
biospecimen:Urine
concentration_value:15.722 +/- 16.37
concentration_units:umol/mmol creatinine
subject_age:Children (1 - 13 years old)
subject_sex:Not Specified
subject_condition:Normal
异常浓度
1:
biospecimen:Blood
concentration_value:15.0 (0.0-30.0)
concentration_units:uM
patient_age:Adult (>18 years old)
patient_sex:Both
patient_information:Cancer - assorted types
2:
biospecimen:Feces
concentration_value:
concentration_units:
patient_age:Adult (>18 years old)
patient_sex:Both
patient_information:Colorectal Cancer
3:
biospecimen:Feces
concentration_value:
concentration_units:
patient_age:Adult (>18 years old)
patient_sex:Both
patient_information:Colorectal cancer
4:
biospecimen:Urine
concentration_value:
concentration_units:
patient_age:Adult (>18 years old)
patient_sex:Both
patient_information:Bladder cancer
5:
biospecimen:Urine
concentration_value:16.162 +/- 12.201
concentration_units:umol/mmol creatinine
patient_age:Children (1 - 13 years old)
patient_sex:Not Specified
patient_information:Eosinophilic esophagitis
疾病参考
1:
name:Thyroid cancer
omim_id:
[1]:
reference_text:Sakai T, Yamamoto K, Yokota H, Hakozaki-Usui K, Hino F, Kato I: Rapid, simple enzymatic assay of free L-fucose in serum and urine, and its use as a marker for cancer, cirrhosis, and gastric ulcers. Clin Chem. 1990 Mar;36(3):474-6.
pubmed_id:2311216
[2]:
reference_text:Kim KM, Jung BH, Lho DS, Chung WY, Paeng KJ, Chung BC: Alteration of urinary profiles of endogenous steroids and polyunsaturated fatty acids in thyroid cancer. Cancer Lett. 2003 Dec 30;202(2):173-9.
pubmed_id:14643447
[3]:
reference_text:Loser C, Folsch UR, Paprotny C, Creutzfeldt W: Polyamine concentrations in pancreatic tissue, serum, and urine of patients with pancreatic cancer. Pancreas. 1990 Mar;5(2):119-27.
pubmed_id:2315288
2:
name:Colorectal cancer
omim_id:114500
[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:Monleon D, Morales JM, Barrasa A, Lopez JA, Vazquez C, Celda B: Metabolite profiling of fecal water extracts from human colorectal cancer. NMR Biomed. 2009 Apr;22(3):342-8. doi: 10.1002/nbm.1345.
pubmed_id:19006102
[3]:
reference_text:Weir TL, Manter DK, Sheflin AM, Barnett BA, Heuberger AL, Ryan EP: Stool microbiome and metabolome differences between colorectal cancer patients and healthy adults. PLoS One. 2013 Aug 6;8(8):e70803. doi: 10.1371/journal.pone.0070803. Print 2013.
pubmed_id:23940645
[4]:
reference_text:Phua LC, Chue XP, Koh PK, Cheah PY, Ho HK, Chan EC: Non-invasive fecal metabonomic detection of colorectal cancer. Cancer Biol Ther. 2014 Apr;15(4):389-97. doi: 10.4161/cbt.27625. Epub 2014 Jan 14.
pubmed_id:24424155
[5]:
reference_text:Ritchie SA, Ahiahonu PW, Jayasinghe D, Heath D, Liu J, Lu Y, Jin W, Kavianpour A, Yamazaki Y, Khan AM, Hossain M, Su-Myat KK, Wood PL, Krenitsky K, Takemasa I, Miyake M, Sekimoto M, Monden M, Matsubara H, Nomura F, Goodenowe DB: Reduced levels of hydroxylated, polyunsaturated ultra long-chain fatty acids in the serum of colorectal cancer patients: implications for early screening and detection. BMC Med. 2010 Feb 15;8:13. doi: 10.1186/1741-7015-8-13.
pubmed_id:20156336
[6]:
reference_text:Qiu Y, Cai G, Su M, Chen T, Zheng X, Xu Y, Ni Y, Zhao A, Xu LX, Cai S, Jia W: Serum metabolite profiling of human colorectal cancer using GC-TOFMS and UPLC-QTOFMS. J Proteome Res. 2009 Oct;8(10):4844-50. doi: 10.1021/pr9004162.
pubmed_id:19678709
[7]:
reference_text:Cheng Y, Xie G, Chen T, Qiu Y, Zou X, Zheng M, Tan B, Feng B, Dong T, He P, Zhao L, Zhao A, Xu LX, Zhang Y, Jia W: Distinct urinary metabolic profile of human colorectal cancer. J Proteome Res. 2012 Feb 3;11(2):1354-63. doi: 10.1021/pr201001a. Epub 2011 Dec 28.
pubmed_id:22148915
[8]:
reference_text:Ni Y, Xie G, Jia W: Metabonomics of human colorectal cancer: new approaches for early diagnosis and biomarker discovery. J Proteome Res. 2014 Sep 5;13(9):3857-70. doi: 10.1021/pr500443c. Epub 2014 Aug 14.
pubmed_id:25105552
[9]:
reference_text:Ikeda A, Nishiumi S, Shinohara M, Yoshie T, Hatano N, Okuno T, Bamba T, Fukusaki E, Takenawa T, Azuma T, Yoshida M: Serum metabolomics as a novel diagnostic approach for gastrointestinal cancer. Biomed Chromatogr. 2012 May;26(5):548-58. doi: 10.1002/bmc.1671. Epub 2011 Jul 20.
pubmed_id:21773981
[10]:
reference_text:Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18.
pubmed_id:25037050
[11]:
reference_text:Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016.
pubmed_id:27015276
[12]:
reference_text:Lin Y, Ma C, Liu C, Wang Z, Yang J, Liu X, Shen Z, Wu R: NMR-based fecal metabolomics fingerprinting as predictors of earlier diagnosis in patients with colorectal cancer. Oncotarget. 2016 May 17;7(20):29454-64. doi: 10.18632/oncotarget.8762.
pubmed_id:27107423
[13]:
reference_text:Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016.
pubmed_id:27275383
[14]:
reference_text:Wang X, Wang J, Rao B, Deng L: Gut flora profiling and fecal metabolite composition of colorectal cancer patients and healthy individuals. Exp Ther Med. 2017 Jun;13(6):2848-2854. doi: 10.3892/etm.2017.4367. Epub 2017 Apr 20.
pubmed_id:28587349
[15]:
reference_text:Silke Matysik, Caroline Ivanne Le Roy, Gerhard Liebisch, Sandrine Paule Claus. Metabolomics of fecal samples: A practical consideration. Trends in Food Science & Technology. Vol. 57, Part B, Nov. 2016, p.244-255: http://www.sciencedirect.com/science/article/pii/S0924224416301984
3:
name:Eosinophilic esophagitis
omim_id:610247
[1]:
reference_text:Mordechai, Hien, and David S. Wishart
pubmed_id:
综合参考
Xu, Zuhong; Zhao, Zengqin; Zhang, Quanbin; Niu, Xizhen; Zhang, Hong; Li, Zhien. Method for preparing L-fucose from laminaria japonica. Faming Zhuanli Shenqing Gongkai Shuomingshu (2005), 8 pp.
一般参考
1:
protein_accession:HMDBP00255
name:L-fucose kinase
uniprot_id:Q8N0W3
gene_name:FUK
protein_type:Enzyme
2:
protein_accession:HMDBP00524
name:Acetylcholinesterase
uniprot_id:P22303
gene_name:ACHE
protein_type:Enzyme
3:
protein_accession:HMDBP00875
name:Tissue alpha-L-fucosidase
uniprot_id:P04066
gene_name:FUCA1
protein_type:Enzyme
4:
protein_accession:HMDBP00876
name:Plasma alpha-L-fucosidase
uniprot_id:Q9BTY2
gene_name:FUCA2
protein_type:Enzyme
5:
protein_accession:HMDBP11738
name:Fucose mutarotase
uniprot_id:A2VDF0
gene_name:FUOM
protein_type:Unknown
蛋白质结合
1:
reference_text:Nicholson JK, Foxall PJ, Spraul M, Farrant RD, Lindon JC: 750 MHz 1H and 1H-13C NMR spectroscopy of human blood plasma. Anal Chem. 1995 Mar 1;67(5):793-811.
pubmed_id:7762816
2:
reference_text:Nakagawa F, Schulte BA, Spicer SS: Lectin cytochemical evaluation of somatosensory neurons and their peripheral and central processes in rat and man. Cell Tissue Res. 1986;245(3):579-89.
pubmed_id:3757018
3:
reference_text:Condaminet B, Peguet-Navarro J, Stahl PD, Dalbiez-Gauthier C, Schmitt D, Berthier-Vergnes O: Human epidermal Langerhans cells express the mannose-fucose binding receptor. Eur J Immunol. 1998 Nov;28(11):3541-51.
pubmed_id:9842897
4:
reference_text:Havenaar EC, Hoff RC, van den Eijnden DH, van Dijk W: Sialyl Lewis(x) epitopes do not occur on acute phase proteins in mice: relationship to the absence of alpha3-fucosyltransferase in the liver. Glycoconj J. 1998 Apr;15(4):389-95.
pubmed_id:9613826
5:
reference_text:Roelfzema H, van Erp PE: Studies on the plasma membrane of normal and psoriatic keratinocytes. 6. Cell surface and shed glycoproteins. J Invest Dermatol. 1983 Jan;80(1):24-6.
pubmed_id:6184420
6:
reference_text:Wiese TJ, Dunlap JA, Yorek MA: Effect of L-fucose and D-glucose concentration on L-fucoprotein metabolism in human Hep G2 cells and changes in fucosyltransferase and alpha-L-fucosidase activity in liver of diabetic rats. Biochim Biophys Acta. 1997 Apr 17;1335(1-2):61-72.
pubmed_id:9133643
7:
reference_text:Isnard N, Fodil-Bourahla I, Robert AM, Robert L: Pharmacology of skin aging. Stimulation of glycosaminoglycan biosynthesis by L-fucose and fucose-rich polysaccharides, effect of in vitro aging of fibroblasts. Biomed Pharmacother. 2004 Apr;58(3):202-4.
pubmed_id:15082343
8:
reference_text:Rizzi M, Tonetti M, Vigevani P, Sturla L, Bisso A, Flora AD, Bordo D, Bolognesi M: GDP-4-keto-6-deoxy-D-mannose epimerase/reductase from Escherichia coli, a key enzyme in the biosynthesis of GDP-L-fucose, displays the structural characteristics of the RED protein homology superfamily. Structure. 1998 Nov 15;6(11):1453-65.
pubmed_id:9817848
9:
reference_text:Gheri G, Sgambati E, Thyrion GD, Vichi D, Orlandini GE: The oligosaccharidic content of the glycoconjugates of the prepubertal descended and undescended testis: lectin histochemical study. Ital J Anat Embryol. 2004 Apr-Jun;109(2):69-84.
pubmed_id:15481156
10:
reference_text:Fediv OI, Kolomoiets' MIu: [Role of cytokines in the metabolism of the extracellular matrix carbohydrate-protein components in patients of various ages with gastroduodenal ulcer]. Lik Sprava. 2001 Jul-Aug;(4):181-2.
pubmed_id:11692712
11:
reference_text:Hutchinson WL, Du MQ, Johnson PJ, Williams R: Fucosyltransferases: differential plasma and tissue alterations in hepatocellular carcinoma and cirrhosis. Hepatology. 1991 Apr;13(4):683-8.
pubmed_id:1849114
12:
reference_text:Fleischer M, Przondo-Mordarska A: [Adhesins of Acinetobacter strains]. Med Dosw Mikrobiol. 1998;50(3-4):229-37.
pubmed_id:10222738
13:
reference_text:Gohlke M, Baude G, Nuck R, Grunow D, Kannicht C, Bringmann P, Donner P, Reutter W: O-linked L-fucose is present in Desmodus rotundus salivary plasminogen activator. J Biol Chem. 1996 Mar 29;271(13):7381-6.
pubmed_id:8631761
14:
reference_text:Chien CM, Cheng JL, Chang WT, Tien MH, Tsao CM, Chang YH, Chang HY, Hsieh JF, Wong CH, Chen ST: Polysaccharides of Ganoderma lucidum alter cell immunophenotypic expression and enhance CD56+ NK-cell cytotoxicity in cord blood. Bioorg Med Chem. 2004 Nov 1;12(21):5603-9.
pubmed_id:15465338
15:
reference_text:Hanisch FG, Heimbuchel G, Baldus SE, Uhlenbruck G, Schmits R, Pfreundschuh M, Schwonzen M, Vierbuchen M, Bara J, Peter-Katalinic J: Monoclonal antibody FW6 defines an epitope on alpha 3/4-monofucosylated polylactosaminoglycans expressed by fetal and colon carcinoma-associated mucins. Cancer Res. 1993 Sep 15;53(18):4367-75.
pubmed_id:8364932
16:
reference_text:Tonetti M, Sturla L, Bisso A, Zanardi D, Benatti U, De Flora A: The metabolism of 6-deoxyhexoses in bacterial and animal cells. Biochimie. 1998 Nov;80(11):923-31.
pubmed_id:9893952
17:
reference_text:Sato T, Sato M, Kiyohara K, Sogabe M, Shikanai T, Kikuchi N, Togayachi A, Ishida H, Ito H, Kameyama A, Gotoh M, Narimatsu H: Molecular cloning and characterization of a novel human beta1,3-glucosyltransferase, which is localized at the endoplasmic reticulum and glucosylates O-linked fucosylglycan on thrombospondin type 1 repeat domain. Glycobiology. 2006 Dec;16(12):1194-206. Epub 2006 Aug 9.
pubmed_id:16899492
18:
reference_text:Coyne MJ, Reinap B, Lee MM, Comstock LE: Human symbionts use a host-like pathway for surface fucosylation. Science. 2005 Mar 18;307(5716):1778-81.
pubmed_id:15774760
19:
reference_text:Quirk S, Seley KL: Substrate discrimination by the human GTP fucose pyrophosphorylase. Biochemistry. 2005 Aug 16;44(32):10854-63.
pubmed_id:16086588
20:
reference_text:Bathi RJ, Nandimath K, Kannan N, Shetty P: Evaluation of glycoproteins as prognosticators in head and neck malignancy. Indian J Dent Res. 2001 Apr-Jun;12(2):93-9.
pubmed_id:11665403
21:
reference_text:Sakai T, Yamamoto K, Yokota H, Hakozaki-Usui K, Hino F, Kato I: Rapid, simple enzymatic assay of free L-fucose in serum and urine, and its use as a marker for cancer, cirrhosis, and gastric ulcers. Clin Chem. 1990 Mar;36(3):474-6.
pubmed_id:2311216
22:
reference_text:Yamauchi M, Kimura K, Maezawa Y, Ohata M, Mizuhara Y, Hirakawa J, Nakajima H, Toda G: Urinary level of L-fucose as a marker of alcoholic liver disease. Alcohol Clin Exp Res. 1993 Apr;17(2):268-71.
pubmed_id:8488966
23:
reference_text:Chang TW, Gorbach SL, Bartlett JG: Inhibition of binding of Clostridium difficile toxin by steroids. J Infect Dis. 1980 Jul;142(1):113.
pubmed_id:6772711
24:
reference_text:Neethling FA, Koren E, Ye Y, Richards SV, Kujundzic M, Oriol R, Cooper DK: Protection of pig kidney (PK15) cells from the cytotoxic effect of anti-pig antibodies by alpha-galactosyl oligosaccharides. Transplantation. 1994 Mar 27;57(6):959-63.
pubmed_id:8154046