S-Adenosyl-L-homocysteine: Difference between revisions
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| Name=''S''-Adenosyl- |
| Name=''S''-Adenosyl-{{sm|l}}-homocysteine |
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| ImageFile=S-Adenosyl-L-homocystein.svg |
| ImageFile=S-Adenosyl-L-homocystein.svg |
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| IUPACName= ''S''-(5'-Deoxyadenos-5'-yl)- |
| IUPACName= ''S''-(5'-Deoxyadenos-5'-yl)-{{sm|l}}-homocysteine |
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| OtherNames=AdoHcy, 2-''S''-adenosyl- |
| OtherNames=AdoHcy, 2-''S''-adenosyl-{{sm|l}}-homocysteine,<br>5'-''S''-(3-Amino-3-carboxypropyl)-5'-thioadenosine |
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''S''-adenosylhomocysteine, SAH |
''S''-adenosylhomocysteine, SAH |
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'''''S''-Adenosyl- |
'''''S''-Adenosyl-{{sm|l}}-homocysteine''' ('''SAH''') is the biosynthetic precursor to [[homocysteine]].<ref>{{cite journal|author=Finkelstein, J. D.|year=2000|title=Pathways and regulation of homocysteine metabolism in mammals|journal=Semin. Thromb. Hemost.|volume=26|page=219–225|doi=10.1055/s-2000-8466}}</ref> SAH is formed by the [[demethylation]] of [[S-Adenosyl methionine|''S''-adenosyl-{{sm|l}}-methionine]].<ref>{{cite journal|author1=Ribbe, M. W. |author2=Hu, Y. |author3=Hodgson, K. O. |author4=Hedman, B. |title=Biosynthesis of Nitrogenase Metalloclusters|journal=Chem. Rev.|year=2014|volume=114|pages=4063-4080|doi=10.1021/cr400463x|pmc=3999185}}</ref><ref>{{cite journal|url=https://academic.oup.com/jn/article/132/8/2361S/4687579|doi=10.1093/jn/132.8.2361S|pmid=12163693|title=Elevation in S-Adenosylhomocysteine and DNA Hypomethylation: Potential Epigenetic Mechanism for Homocysteine-Related Pathology|journal=The Journal of Nutrition|volume=132|issue=8|pages=2361S–2366S|year=2002|last1=James|first1=S. Jill|last2=Melnyk|first2=Stepan|last3=Pogribna|first3=Marta|last4=Pogribny|first4=Igor P|last5=Caudill|first5=Marie A}}</ref> [[Adenosylhomocysteinase]] converts SAH into homocysteine and adenosine. |
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==References== |
==References== |
Revision as of 22:52, 29 July 2019
Names | |
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IUPAC name
S-(5'-Deoxyadenos-5'-yl)-l-homocysteine
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Other names
AdoHcy, 2-S-adenosyl-l-homocysteine,
5'-S-(3-Amino-3-carboxypropyl)-5'-thioadenosine S-adenosylhomocysteine, SAH | |
Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.012.328 |
KEGG | |
MeSH | S-Adenosylhomocysteine |
PubChem CID
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CompTox Dashboard (EPA)
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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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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
- ^ Finkelstein, J. D. (2000). "Pathways and regulation of homocysteine metabolism in mammals". Semin. Thromb. Hemost. 26: 219–225. doi:10.1055/s-2000-8466.
- ^ Ribbe, M. W.; Hu, Y.; Hodgson, K. O.; Hedman, B. (2014). "Biosynthesis of Nitrogenase Metalloclusters". Chem. Rev. 114: 4063–4080. doi:10.1021/cr400463x. PMC 3999185.
- ^ 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.