版本
5.0
创建日期
2005-11-16 15:48:42 UTC
更新日期
2021-09-14 15:48:16 UTC
登录号
HMDB0000085
地位
quantified
二级访问
HMDB00085

名称
Deoxyguanosine
描述
Deoxyguanosine, also known as dG, belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. Purine 2'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2’. Deoxyguanosine is a nucleoside consisting of the base guanine and the sugar deoxyribose. Deoxyguanosine is one of the four deoxyribonucleosides that make up DNA. Deoxyguanosine exists in all living species, ranging from bacteria to plants to humans. Deoxyguanosine participates in a number of enzymatic reactions. In particular, deoxyguanosine can be biosynthesized from 2'-deoxyguanosine 5'-monophosphate through the enzyme known as cytosolic purine 5'-nucleotidase. In addition, deoxyguanosine can be converted into 2'-deoxyguanosine 5'-monophosphate (dGMP); which is mediated by the enzyme deoxyguanosine kinase. Deoxyguanosine is involved in the rare, inherited metabolic disorder called the purine nucleoside phosphorylase deficiency (PNP deficiency). In particular PNP deficiency is characterized by elevated levels of dGTP (deoxyguanosine triphosphate). PNP accounts for approximately 4% of patients with severe combined immunodeficiency (PMID: 1931007). PNP-deficient patients suffer from recurrent infections, usually beginning in the first year of life. Two thirds of patients have evidence of neurologic disorders with spasticity, developmental delay and mental retardation. Deoxyguanosine can be converted to 8-hydroxy-deoxyguanosine (8-OHdG) due to hydroxyl radical attack at the C8 of guanine. 8-hydroxy-deoxyguanosine is a sensitive marker of the DNA damage This damage, if left unrepaired, has been proposed to contribute to mutagenicity and cancer promotion.
同义词
1:2-Amino-9-(2-deoxy-9-beta-D-ribofuranosyl)-9H-purin-6-ol

2:9-(2-Deoxy-beta-D-erythro-pentofuranosyl)-guanine

3:dG

4:Guanine deoxy nucleoside

5:2'-Deoxyguanosine

6:2-Amino-9-(2-deoxy-9-b-D-ribofuranosyl)-9H-purin-6-ol

7:2-Amino-9-(2-deoxy-9-β-D-ribofuranosyl)-9H-purin-6-ol

8:9-(2-Deoxy-b-D-erythro-pentofuranosyl)-guanine

9:9-(2-Deoxy-β-D-erythro-pentofuranosyl)-guanine

10:2'-Deoxy-guanosine

11:2-Deoxyguanosine

12:9-(2-Deoxy-b-D-erythro-pentofuranosyl)guanine

13:9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-guanine

14:9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)guanine

15:Desoxyguanosine

16:Guanine deoxyriboside

17:Deoxyguanosine

化学式
C10H13N5O4
平均分子量
267.2413
等位分子量
267.096753929
化学名称
2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one
传统名称
2-deoxyguanosine
CAS 登记号
961-07-9
代谢物结构字符串
NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1
inchi标识符
InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1
印记键
YKBGVTZYEHREMT-KVQBGUIXSA-N
分类学
description: belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. Purine 2'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2.

description:Purine 2'-deoxyribonucleosides

kingdom:Organic compounds

super_class:Nucleosides, nucleotides, and analogues

class:Purine nucleosides

sub_class:Purine 2'-deoxyribonucleosides

molecular_framework:Aromatic heteropolycyclic compounds

1:6-oxopurines

2:Aminopyrimidines and derivatives

3:Azacyclic compounds

4:Heteroaromatic compounds

5:Hydrocarbon derivatives

6:Hypoxanthines

7:N-substituted imidazoles

8:Organic oxides

9:Organopnictogen compounds

10:Oxacyclic compounds

11:Primary alcohols

12:Primary amines

13:Pyrimidones

14:Secondary alcohols

15:Tetrahydrofurans

16:Vinylogous amides

17:6-oxopurine

18:Alcohol

19:Amine

20:Aminopyrimidine

21:Aromatic heteropolycyclic compound

22:Azacycle

23:Azole

24:Heteroaromatic compound

25:Hydrocarbon derivative

26:Hypoxanthine

27:Imidazole

28:Imidazopyrimidine

29:N-substituted imidazole

30:Organic nitrogen compound

31:Organic oxide

32:Organic oxygen compound

33:Organoheterocyclic compound

34:Organonitrogen compound

35:Organooxygen compound

36:Organopnictogen compound

37:Oxacycle

38:Primary alcohol

39:Primary amine

40:Purine

41:Purine 2'-deoxyribonucleoside

42:Purinone

43:Pyrimidine

44:Pyrimidone

45:Secondary alcohol

46:Tetrahydrofuran

47:Vinylogous amide

48:Deoxyribonucleosides

49:purine 2'-deoxyribonucleoside

本体论
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: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: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:All tissues

definition:All tissues in the body of the organism.

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: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:Mitochondria

definition:

parent_id:7730

***level:4

type:child

term:Nucleus

definition:A body within the cell, surrounded by a membrane, within which lie the chromosomes, one or more nucleoli, combined with proteins, and exhibits mitosis. (NCI)

parent_id:7730

***level:4

type:child

synonym:Cell nucleus

synonym:Nucleic

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: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: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

状态
Solid
实验性质
1:

kind:logp

value:-1.30

source:BALZARINI,JM ET AL. (1989)

2:

kind:melting_point

value:300 °C

source:

预测性质
1:

kind:logp

value:-1.75

source:ALOGPS

2:

kind:logs

value:-1.37

source:ALOGPS

3:

kind:solubility

value:11.5 g/L

source:ALOGPS

4:

kind:logp

value:-1.8

source:ChemAxon

5:

kind:pka_strongest_acidic

value:10.16

source:ChemAxon

6:

kind:pka_strongest_basic

value:0.46

source:ChemAxon

7:

kind:iupac

value:2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

source:ChemAxon

8:

kind:average_mass

value:267.2413

source:ChemAxon

9:

kind:mono_mass

value:267.096753929

source:ChemAxon

10:

kind:smiles

value:NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1

source:ChemAxon

11:

kind:formula

value:C10H13N5O4

source:ChemAxon

12:

kind:inchi

value:InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1

source:ChemAxon

13:

kind:inchikey

value:YKBGVTZYEHREMT-KVQBGUIXSA-N

source:ChemAxon

14:

kind:polar_surface_area

value:134.99

source:ChemAxon

15:

kind:refractivity

value:63.11

source:ChemAxon

16:

kind:polarizability

value:25.24

source:ChemAxon

17:

kind:rotatable_bond_count

value:2

source:ChemAxon

18:

kind:acceptor_count

value:7

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:3

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:951

2:

type:Specdb::NmrTwoD

spectrum_id:1133

3:

type:Specdb::MsMs

spectrum_id:135

4:

type:Specdb::MsMs

spectrum_id:136

5:

type:Specdb::MsMs

spectrum_id:137

6:

type:Specdb::MsMs

spectrum_id:2795

7:

type:Specdb::MsMs

spectrum_id:2796

8:

type:Specdb::MsMs

spectrum_id:2797

9:

type:Specdb::MsMs

spectrum_id:2798

10:

type:Specdb::MsMs

spectrum_id:2799

11:

type:Specdb::MsMs

spectrum_id:2800

12:

type:Specdb::MsMs

spectrum_id:2801

13:

type:Specdb::MsMs

spectrum_id:2802

14:

type:Specdb::MsMs

spectrum_id:2803

15:

type:Specdb::MsMs

spectrum_id:2804

16:

type:Specdb::MsMs

spectrum_id:2805

17:

type:Specdb::MsMs

spectrum_id:2806

18:

type:Specdb::MsMs

spectrum_id:178617

19:

type:Specdb::MsMs

spectrum_id:178618

20:

type:Specdb::MsMs

spectrum_id:178619

21:

type:Specdb::MsMs

spectrum_id:180936

22:

type:Specdb::MsMs

spectrum_id:180937

23:

type:Specdb::MsMs

spectrum_id:180938

24:

type:Specdb::MsMs

spectrum_id:437559

25:

type:Specdb::MsMs

spectrum_id:437560

26:

type:Specdb::MsMs

spectrum_id:437561

27:

type:Specdb::MsMs

spectrum_id:437562

28:

type:Specdb::NmrOneD

spectrum_id:1075

29:

type:Specdb::NmrOneD

spectrum_id:4902

30:

type:Specdb::NmrOneD

spectrum_id:5652

31:

type:Specdb::NmrOneD

spectrum_id:5653

32:

type:Specdb::NmrOneD

spectrum_id:5654

33:

type:Specdb::NmrOneD

spectrum_id:5655

34:

type:Specdb::NmrOneD

spectrum_id:5656

35:

type:Specdb::NmrOneD

spectrum_id:5657

36:

type:Specdb::NmrOneD

spectrum_id:5658

37:

type:Specdb::NmrOneD

spectrum_id:5659

38:

type:Specdb::NmrOneD

spectrum_id:5660

39:

type:Specdb::NmrOneD

spectrum_id:5661

40:

type:Specdb::NmrOneD

spectrum_id:5662

41:

type:Specdb::NmrOneD

spectrum_id:5663

42:

type:Specdb::NmrOneD

spectrum_id:5664

43:

type:Specdb::NmrOneD

spectrum_id:5665

44:

type:Specdb::NmrOneD

spectrum_id:5666

45:

type:Specdb::NmrOneD

spectrum_id:5667

46:

type:Specdb::NmrOneD

spectrum_id:5668

47:

type:Specdb::NmrOneD

spectrum_id:5669

48:

type:Specdb::NmrOneD

spectrum_id:5670

49:

type:Specdb::NmrOneD

spectrum_id:5671

50:

type:Specdb::CMs

spectrum_id:316

51:

type:Specdb::CMs

spectrum_id:2119

52:

type:Specdb::CMs

spectrum_id:2122

53:

type:Specdb::CMs

spectrum_id:2656

54:

type:Specdb::CMs

spectrum_id:30422

55:

type:Specdb::CMs

spectrum_id:30989

56:

type:Specdb::CMs

spectrum_id:30990

57:

type:Specdb::CMs

spectrum_id:37286

58:

type:Specdb::CMs

spectrum_id:168402

光谱
生物学性质
1:

cellular:(1):Cytoplasm

cellular:(2):Extracellular

cellular:(3):Lysosome

cellular:(4):Mitochondria

cellular:(5):Nucleus

2:

biospecimen:(1):Blood

biospecimen:(2):Feces

biospecimen:(3):Saliva

biospecimen:(4):Urine

3:

tissue:(1):All Tissues

4:

[1]:

name:Adenine phosphoribosyltransferase deficiency (APRT)

smpdb_id:SMP00535

kegg_map_id:

[2]:

name:Adenosine Deaminase Deficiency

smpdb_id:SMP00144

kegg_map_id:

[3]:

name:Adenylosuccinate Lyase Deficiency

smpdb_id:SMP00167

kegg_map_id:

[4]:

name:AICA-Ribosiduria

smpdb_id:SMP00168

kegg_map_id:

[5]:

name:Azathioprine Action Pathway

smpdb_id:SMP00427

kegg_map_id:

[6]:

name:Gout or Kelley-Seegmiller Syndrome

smpdb_id:SMP00365

kegg_map_id:

[7]:

name:Lesch-Nyhan Syndrome (LNS)

smpdb_id:SMP00364

kegg_map_id:

[8]:

name:Mercaptopurine Action Pathway

smpdb_id:SMP00428

kegg_map_id:

[9]:

name:Mitochondrial DNA depletion syndrome

smpdb_id:SMP00536

kegg_map_id:

[10]:

name:Molybdenum Cofactor Deficiency

smpdb_id:SMP00203

kegg_map_id:

[11]:

name:Myoadenylate deaminase deficiency

smpdb_id:SMP00537

kegg_map_id:

[12]:

name:Purine metabolism

smpdb_id:

kegg_map_id:map00230

[13]:

name:Purine Nucleoside Phosphorylase Deficiency

smpdb_id:SMP00210

kegg_map_id:

[14]:

name:Thioguanine Action Pathway

smpdb_id:SMP00430

kegg_map_id:

[15]:

name:Xanthine Dehydrogenase Deficiency (Xanthinuria)

smpdb_id:SMP00220

kegg_map_id:

[16]:

name:Xanthinuria type I

smpdb_id:SMP00512

kegg_map_id:

[17]:

name:Xanthinuria type II

smpdb_id:SMP00513

kegg_map_id:

正常浓度
1:

biospecimen:Blood

concentration_value:0

concentration_units:uM

subject_age:Children (1 - 13 years old)

subject_sex:Both

subject_condition:Normal

2:

biospecimen:Feces

concentration_value:

concentration_units:

subject_age:Adult (>18 years old)

subject_sex:Both

subject_condition:Normal

3:

biospecimen:Feces

concentration_value:

concentration_units:

subject_age:Adult (>18 years old)

subject_sex:Both

subject_condition:Normal

4:

biospecimen:Feces

concentration_value:

concentration_units:

subject_age:Adult (>18 years old)

subject_sex:Both

subject_condition:Normal

5:

biospecimen:Saliva

concentration_value:

concentration_units:

subject_age:Adult (>18 years old)

subject_sex:Male

subject_condition:Normal

6:

biospecimen:Saliva

concentration_value:

concentration_units:

subject_age:Adult (>18 years old)

subject_sex:Male

subject_condition:Normal

7:

biospecimen:Saliva

concentration_value:

concentration_units:

subject_age:Adult (>18 years old)

subject_sex:Male

subject_condition:Normal

8:

biospecimen:Saliva

concentration_value:

concentration_units:

subject_age:Adult (>18 years old)

subject_sex:Male

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:Urine

concentration_value:1.00 (0.00-2.00)

concentration_units:umol/mmol creatinine

subject_age:Adult (>18 years old)

subject_sex:Both

subject_condition:Normal

16:

biospecimen:Urine

concentration_value:0-5

concentration_units:umol/mmol creatinine

subject_age:Children (1 - 18 years old)

subject_sex:Both

subject_condition:Normal

17:

biospecimen:Urine

concentration_value:<1.0

concentration_units:umol/mmol creatinine

subject_age:Adult (>18 years old)

subject_sex:Not Specified

subject_condition:Normal

18:

biospecimen:Urine

concentration_value:<0.1

concentration_units:umol/mmol creatinine

subject_age:Infant (0-1 year old)

subject_sex:Both

subject_condition:Normal

异常浓度
1:

biospecimen:Blood

concentration_value:11.0 (2.0-20.0)

concentration_units:uM

patient_age:Adult (>18 years old)

patient_sex:Both

patient_information:Purine nucleoside phosphorylase (PNP) deficiency

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:Feces

concentration_value:

concentration_units:

patient_age:Adult (>18 years old)

patient_sex:Both

patient_information:Colorectal Cancer

5:

biospecimen:Urine

concentration_value:177.0-322.0

concentration_units:umol/mmol creatinine

patient_age:Adult (>18 years old)

patient_sex:Not Specified

patient_information:Purine nucleoside phosphorylase (PNP) deficiency

疾病参考
1:

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

2:

name:Purine nucleoside phosphorylase deficiency

omim_id:164050

[1]:

reference_text:Chantin C, Bonin B, Boulieu R, Bory C: Liquid-chromatographic study of purine metabolism abnormalities in purine nucleoside phosphorylase deficiency. Clin Chem. 1996 Feb;42(2):326-8.

pubmed_id:8595732

[2]:

reference_text:Wevers RA, Engelke UF, Moolenaar SH, Brautigam C, de Jong JG, Duran R, de Abreu RA, van Gennip AH: 1H-NMR spectroscopy of body fluids: inborn errors of purine and pyrimidine metabolism. Clin Chem. 1999 Apr;45(4):539-48.

pubmed_id:10102915

[3]:

reference_text:Gandhi V, Kilpatrick JM, Plunkett W, Ayres M, Harman L, Du M, Bantia S, Davisson J, Wierda WG, Faderl S, Kantarjian H, Thomas D: A proof-of-principle pharmacokinetic, pharmacodynamic, and clinical study with purine nucleoside phosphorylase inhibitor immucillin-H (BCX-1777, forodesine). Blood. 2005 Dec 15;106(13):4253-60. Epub 2005 Aug 30.

pubmed_id:16131572

KEGG数据库编号
C00330
DrugBank数据库编号
foodb数据库编号
FDB012064
ChemSpider数据库编号
163230
公共化学化合物编号
187790
PDB数据库编号
生物利益的化学实体数据库编号
17172
knapsack数据库编号
维基百科编号
Deoxyguanosine
代谢途径的数据库编号
DEOXYGUANOSINE
苯酚资源管理器化合物数据库编号
比格数据库编号
34637
梅林编号
3395
虚拟机身份证编号
DGSN
fbonto数据库编号
综合参考
Noguchi, Toshitada; Hamamoto, Tomoki; Okuyama, Kiyoshi; Shibuya, Susumu. Process for producing 2'-deoxyguanosine. PCT Int. Appl. (2003), 31 pp.
一般参考
1:

protein_accession:HMDBP00001

name:5'-nucleotidase

uniprot_id:P21589

gene_name:NT5E

protein_type:Unknown

2:

protein_accession:HMDBP00004

name:Cytosolic 5'-nucleotidase 1B

uniprot_id:Q96P26

gene_name:NT5C1B

protein_type:Unknown

3:

protein_accession:HMDBP00005

name:Cytosolic 5'-nucleotidase 1A

uniprot_id:Q9BXI3

gene_name:NT5C1A

protein_type:Unknown

4:

protein_accession:HMDBP00006

name:5'(3')-deoxyribonucleotidase, cytosolic type

uniprot_id:Q8TCD5

gene_name:NT5C

protein_type:Unknown

5:

protein_accession:HMDBP00008

name:5'(3')-deoxyribonucleotidase, mitochondrial

uniprot_id:Q9NPB1

gene_name:NT5M

protein_type:Unknown

6:

protein_accession:HMDBP00766

name:Deoxyguanosine kinase, mitochondrial

uniprot_id:Q16854

gene_name:DGUOK

protein_type:Enzyme

7:

protein_accession:HMDBP03189

name:Cytosolic 5'-nucleotidase 3

uniprot_id:Q9H0P0

gene_name:NT5C3

protein_type:Enzyme

8:

protein_accession:HMDBP03750

name:Cytosolic purine 5'-nucleotidase

uniprot_id:P49902

gene_name:NT5C2

protein_type:Unknown

9:

protein_accession:HMDBP03752

name:Purine nucleoside phosphorylase

uniprot_id:P00491

gene_name:PNP

protein_type:Enzyme

蛋白质结合
1:

reference_text:Gao K, Henning SM, Niu Y, Youssefian AA, Seeram NP, Xu A, Heber D: The citrus flavonoid naringenin stimulates DNA repair in prostate cancer cells. J Nutr Biochem. 2006 Feb;17(2):89-95. Epub 2005 Jun 20.

pubmed_id:16111881

2:

reference_text:Podmore K, Farmer PB, Herbert KE, Jones GD, Martin EA: 32P-postlabelling approaches for the detection of 8-oxo-2'-deoxyguanosine-3'-monophosphate in DNA. Mutat Res. 1997 Aug 1;378(1-2):139-49.

pubmed_id:9288892

3:

reference_text:Shibata T, Iio K, Kawai Y, Shibata N, Kawaguchi M, Toi S, Kobayashi M, Kobayashi M, Yamamoto K, Uchida K: Identification of a lipid peroxidation product as a potential trigger of the p53 pathway. J Biol Chem. 2006 Jan 13;281(2):1196-204. Epub 2005 Oct 26.

pubmed_id:16251187

4:

reference_text:Gackowski D, Ciecierski M, Jawien A, Olinski R: Background level of 8-oxo-2'-deoxyguanosine in lymphocyte DNA does not correlate with the concentration of antioxidant vitamins in blood plasma. Acta Biochim Pol. 2001;48(2):535-9.

pubmed_id:11732622

5:

reference_text:Takamura-Enya T, Watanabe M, Totsuka Y, Kanazawa T, Matsushima-Hibiya Y, Koyama K, Sugimura T, Wakabayashi K: Mono(ADP-ribosyl)ation of 2'-deoxyguanosine residue in DNA by an apoptosis-inducing protein, pierisin-1, from cabbage butterfly. Proc Natl Acad Sci U S A. 2001 Oct 23;98(22):12414-9. Epub 2001 Oct 9.

pubmed_id:11592983

6:

reference_text:Palozza P, Serini S, Di Nicuolo F, Boninsegna A, Torsello A, Maggiano N, Ranelletti FO, Wolf FI, Calviello G, Cittadini A: beta-Carotene exacerbates DNA oxidative damage and modifies p53-related pathways of cell proliferation and apoptosis in cultured cells exposed to tobacco smoke condensate. Carcinogenesis. 2004 Aug;25(8):1315-25. Epub 2004 Apr 8.

pubmed_id:15073048

7:

reference_text:Zaidi SN, Laidlaw I, Howell A, Potten CS, Cooper DP, O'Connor PJ: Normal human breast xenografts activate N-nitrosodimethylamine: identification of potential target cells for an environmental nitrosamine. Br J Cancer. 1992 Jul;66(1):79-83.

pubmed_id:1637681

8:

reference_text:Gackowski D, Banaszkiewicz Z, Rozalski R, Jawien A, Olinski R: Persistent oxidative stress in colorectal carcinoma patients. Int J Cancer. 2002 Oct 1;101(4):395-7.

pubmed_id:12209966

9:

reference_text:Araki S, Hayashi M, Tamagawa K, Saito M, Kato S, Komori T, Sakakihara Y, Mizutani T, Oda M: Neuropathological analysis in spinal muscular atrophy type II. Acta Neuropathol. 2003 Nov;106(5):441-8. Epub 2003 Jul 25.

pubmed_id:12898156

10:

reference_text:Kato I, Ren J, Heilbrun LK, Djuric Z: Intra- and inter-individual variability in measurements of biomarkers for oxidative damage in vivo: Nutrition and Breast Health Study. Biomarkers. 2006 Mar-Apr;11(2):143-52.

pubmed_id:16766390

11:

reference_text:Izzedine H, Launay-Vacher V, Aymard G, Legrand M, Deray G: Pharmacokinetics of abacavir in HIV-1-infected patients with impaired renal function. Nephron. 2001 Sep;89(1):62-7.

pubmed_id:11528234

12:

reference_text:Wevers RA, Engelke UF, Moolenaar SH, Brautigam C, de Jong JG, Duran R, de Abreu RA, van Gennip AH: 1H-NMR spectroscopy of body fluids: inborn errors of purine and pyrimidine metabolism. Clin Chem. 1999 Apr;45(4):539-48.

pubmed_id:10102915

13:

reference_text:Bowen P, Chen L, Stacewicz-Sapuntzakis M, Duncan C, Sharifi R, Ghosh L, Kim HS, Christov-Tzelkov K, van Breemen R: Tomato sauce supplementation and prostate cancer: lycopene accumulation and modulation of biomarkers of carcinogenesis. Exp Biol Med (Maywood). 2002 Nov;227(10):886-93.

pubmed_id:12424330

14:

reference_text:Staal GE, Stoop JW, Zegers BJ, Siegenbeek van Heukelom LH, van der Vlist MJ, Wadman SK, Martin DW: Erythrocyte metabolism in purine nucleoside phosphorylase deficiency after enzyme replacement therapy by infusion of erythrocytes. J Clin Invest. 1980 Jan;65(1):103-8.

pubmed_id:6765955

15:

reference_text:Blair IA: Lipid hydroperoxide-mediated DNA damage. Exp Gerontol. 2001 Sep;36(9):1473-81.

pubmed_id:11525870

16:

reference_text:Schramm VL: Development of transition state analogues of purine nucleoside phosphorylase as anti-T-cell agents. Biochim Biophys Acta. 2002 Jul 18;1587(2-3):107-17.

pubmed_id:12084452

17:

reference_text:Schilderman PA, Rhijnsburger E, Zwingmann I, Kleinjans JC: Induction of oxidative DNA damages and enhancement of cell proliferation in human lymphocytes in vitro by butylated hydroxyanisole. Carcinogenesis. 1995 Mar;16(3):507-12.

pubmed_id:7697806

18:

reference_text:Kaneko T, Tahara S: Formation of 8-oxo-2'-deoxyguanosine in the DNA of human diploid fibroblasts by treatment with linoleic acid hydroperoxide and ferric ion. Lipids. 2000 Sep;35(9):961-5.

pubmed_id:11026616

19:

reference_text:Hou SM, Nori P, Fang JL, Vaca CE: Methylglyoxal induces hprt mutation and DNA adducts in human T-lymphocytes in vitro. Environ Mol Mutagen. 1995;26(4):286-91.

pubmed_id:8575417

20:

reference_text:Bialkowski K, Kowara R, Windorbska W, Olinski R: 8-Oxo-2'-deoxyguanosine level in lymphocytes DNA of cancer patients undergoing radiotherapy. Cancer Lett. 1996 Jan 19;99(1):93-7.

pubmed_id:8564935

21:

reference_text:Markert ML: Purine nucleoside phosphorylase deficiency. Immunodefic Rev. 1991;3(1):45-81.

pubmed_id:1931007

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