S-(5’-Adenosyl)-L-homocysteine

• CAT Number: R048822
• CAS Number: 979-92-0
• Molecular Formula: C14H20N6O5S
• Molecular Weight: 384.411
• Purity: ≥95%
• Synonyms: S-(5’-Deoxyadenosin-5’-yl)-L-homocysteine; L-5’-S-(3-Amino-3-carboxypropyl)-?5’-thioadenosine; Adenosyl-L-homocysteine; Adenosylhomocysteine; L-S-Adenosylhomocysteine; S-Adenosyl-L-homocysteine; S-Adenosylhomocysteine
• Target: Endogenous Metabolite
• Storage: -20°C
• IUPAC Name: (2S)-2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methylsulfanyl]butanoic acid
• 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
• InChIKey: ZJUKTBDSGOFHSH-WFMPWKQPSA-N
• SMILES: C1=NC2=C(C(=N1)N)N=CN2C3C(C(C(O3)CSCCC(C(=O)O)N)O)O

S-(5’-Adenosyl)-L-homocysteine (SAH) is a naturally occurring compound formed as a byproduct of methylation reactions that involve S-adenosylmethionine (SAM). It plays a crucial role in cellular metabolism and serves as a regulator of methyltransferases by inhibiting methylation processes. Elevated levels of SAH can disrupt normal methylation activities, affecting DNA, proteins, and lipids, which may contribute to various diseases, including cardiovascular and neurodegenerative disorders. Its involvement in regulating epigenetic processes makes S-(5’-Adenosyl)-L-homocysteine a key molecule in studies focused on methylation-dependent biological functions and disease mechanisms, as well as a potential target for therapeutic intervention.