Chemistry:S-Adenosyl-L-homocysteine

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S-Adenosyl-L-homocysteine
S-Adenosyl-L-homocystein.svg
Names
IUPAC name
S-(5′-Deoxyadenos-5′-yl)-L-homocysteine
Preferred IUPAC name
(2S)-2-Amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid
Other names
AdoHcy, 2-S-adenosyl-L-homocysteine,
5′-S-(3-Amino-3-carboxypropyl)-5′-thioadenosine S-adenosylhomocysteine, SAH
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
MeSH S-Adenosylhomocysteine
UNII
Properties
C14H20N6O5S
Molar mass 384.412
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Tracking categories (test):

S-Adenosyl-L-homocysteine (SAH) is the biosynthetic precursor to homocysteine.[1] SAH is formed by the demethylation of S-adenosyl-L-methionine.[2][3] Adenosylhomocysteinase converts SAH into homocysteine and adenosine.

References

  1. Finkelstein, J. D. (2000). "Pathways and regulation of homocysteine metabolism in mammals". Semin. Thromb. Hemost. 26 (3): 219–25. doi:10.1055/s-2000-8466. PMID 11011839. 
  2. Ribbe, M. W.; Hu, Y.; Hodgson, K. O.; Hedman, B. (2014). "Biosynthesis of Nitrogenase Metalloclusters". Chem. Rev. 114 (8): 4063–4080. doi:10.1021/cr400463x. PMID 24328215. 
  3. James, S. Jill; Melnyk, Stepan; Pogribna, Marta; Pogribny, Igor P; Caudill, Marie A (2002). "Elevation in S-Adenosylhomocysteine and DNA Hypomethylation: Potential Epigenetic Mechanism for Homocysteine-Related Pathology". The Journal of Nutrition 132 (8): 2361S–2366S. doi:10.1093/jn/132.8.2361S. PMID 12163693. 

External links