Available from stock
Category: Metabolites
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
S-Adenosylhomocysteine (SAH) is a naturally occurring metabolite generated during methylation reactions following the transfer of a methyl group from S-adenosylmethionine (SAM). SAH is an amino acid derivative and an intermediate, by-product, or modulator of several metabolic pathways, including the activated methyl cycle and cysteine biosynthesis. It is also a product of S-adenosyl-methionine (SAM)-dependent methylation of biological molecules, including DNA, RNA, and histones and other proteins. As a potent inhibitor of methyltransferases, SAH plays an important role in the regulation of cellular methylation processes. SAH is widely used in epigenetics, methylation research, enzymology studies, and assay development involving methyltransferase activity. SAH is a risk factor for many diseases, including cancer and neurodegenerative diseases. In addition, inhibitors that block its hydrolysis are being developed as anti-viral, anti-parasitic, anti-arthritic and immunosuppressive agents. This compound is used in epigenetics research, methyltransferase assays, enzyme inhibition studies, and metabolic pathway analysis.
| Synonyms | SAH, S-(5'-Adenosyl)-L-homocysteine, S-Adenosyl-L-homocysteine, 5'-Deoxy-S-adenosyl-L-homocysteine, AdoHcy, S-(5'-Deoxyadenosine-5')-L-homocysteine |
|---|---|
| Purity | ≥98% (HPLC) |
| Appearance | White crystalline powder |
| CAS-Number | 979-92-0 |
| Molecular Formula | C14H20N6O5S |
| Molecular Weight | 384.41 |
| Identity | 1H-NMR |
| Solvents | Soluble in 1M HCl (20mg/ml) or DMSO. Limited soluble in water (1mg/ml). |
| Melting Point | Range: 209 – 211 °C |
| Smiles | O[C@H]1[C@H](N2C=3C(N=C2)=C(N)N=CN3)O[C@H](CSCC[C@@H](C(O)=O)N)[C@H]1O |
| InChi Key | ZJUKTBDSGOFHSH-WFMPWKQPSA-N |
| Shipping | AMBIENT |
| Short Term Storage | -20°C |
| Long Term Storage | -20°C |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Transportation | Not dangerous goods |
| References | (1) J.D. Finkelstein, Clin. Chem. Lab. Med. 45, 1694 (2007) (Review), (2) C. Wagner & M.J. Koury, Am. J. Clin. Nutr. 86, 1581 (2007), (3) Y. Xiao, et al., Int. J. Biochem. Cell Biol. 67, 158 (2015) (Review), (4) A. Kuty, et al., Biomedicines 14, 632 (2026) (Review) |
| InChi | InChI=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 |
| Quantity | 50 mg, 100 mg, Bulk |
5(6)-Amino TAMRA
