S-Adenosylhomocysteine (S)-2-氨基-4-((((2S,3S,4R,5R)-5-(6-氨基-9H-嘌呤-9-基)-3,4-二羟四氢呋喃-2-基)甲基)硫基)丁酸

CAS 979-92-0 MFCD00037388

化学结构图

979-92-0
SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@H](CSCC[C@H](N)C(=O)O)[C@@H](O)[C@H]1O

化学属性

Mol. FormulaC14 H20 N6 O5 S
Mol. Weight384.41
SolubilitySoluble in water (1 mg/ml), and 1N HCl (19.6-20.40 mg/ml).
Boiling Point
Flash Point-
Melting Point>175°C (dec.)

别名和识别编码

Chemical NameS-Adenosylhomocysteine
CAS Number979-92-0
Synonym 5′-Deoxy-S-adenosyl-L-homocysteine AdoHcy S-(5′-Deoxyadenosine-5′)-L-homocysteine 5'-Deoxy-S-adenosyl-L-homocysteine AdoHcy S-(5'-Deoxyadenosine-5')-L-homocysteine L-5'-S-(3-Amino-3-carboxypropyl)- S-(5'-Adenosyl)-L-homocysteine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
MDL Number-
PubChem Substance ID439155
Beilstein Registry Number99188
EC Number213-560-8
Chemical Name Translation(S)-2-氨基-4-((((2S,3S,4R,5R)-5-(6-氨基-9H-嘌呤-9-基)-3,4-二羟四氢呋喃-2-基)甲基)硫基)丁酸
InChIKeyZJUKTBDSGOFHSH-ZRURSIFKSA-N
LabNetwork Molecule IDLN01254890
InChIInChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1
Canonical SMILES-
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分类

  • {SNA} A-AM, Amino Acid, Amino Acid Library, Bioactive Small Molecules, Bioactive Small Molecules for Epigenetic Research, Epigenetics, Histone Methylation Modulators, Metabolic Libraries, Metabolic Pathways, Metabolites and Cofactors on the Met
  • A-AM, Amino Acid, Amino Acid Library, Bioactive Small Molecules, Bioactive Small Molecules for Epigenetic Research, Cell Biology, Epigenetics, Histone Methylation Modulators, Metabolic Libraries, Metabolic Pathways, Metabolites and Cofactors on the Metabolic Pathways Chart, Metabolomics, Molecular Biology, Protein Arginine Methyltransferase (PRMT) Modulators

产品应用

  • An amino acid derivative that is an important intermediate in metabolic pathways.

相关文献及参考

  • [2]. Li F, et al. A Radioactivity-Based Assay for Screening Human m6A-RNA Methyltransferase, METTL3-METTL14 Complex, and Demethylase ALKBH5. Biomol Screen. 2016 Mar;21(3):290-7.
  • Beil. 26 ,IV,3676
  • Chamberlin, M., et al.: J. Clin. Invest., 98, 1021
  • Ingrosso D, Perna AF., Epigenetics in hyperhomocysteinemic states. A special focus on uremia. Biochim. Biophys. Acta 1790 , 892-899, (2009) 摘要
  • Mudd SH., Hypermethioninemias of genetic and non-genetic origin: A review. Am. J. Med. Genet.: C 157 , 3-32, (2011) 摘要
  • Tehlivets O., Homocysteine as a risk factor for atherosclerosis: is its conversion to s-adenosyl-L-homocysteine the key to deregulated lipid metabolism? J. Lipid Res. , (2011)
  • [1]. DE LA HABA G, et al. The enzymatic synthesis of S-adenosyl-L-homocysteine from adenosine and ho
  • [1]. DE LA HABA G, et al. The enzymatic synthesis of S-adenosyl-L-homocysteine from adenosine and homocysteine. J Biol Chem. 1959 Mar;234(3):603-8.

安全信息

Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
WGK Germany3
Storage condition +4°C -20°C, protect from light 4 4°C, Hygroscopic 4℃ 储存温度-20°C

其他信息

  • This is an amino acid derivative that is an important intermediate in metabolic pathways. The two most notable are the activated methyl cycle and the cysteine biosynthesis. It is also a product of S-adenosyl-methionine (SAM) dependent methylation of biological molecules.

系列性分类


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