53276-26-9

Basic information

• Product Name: S-(5''-Adenosyl)-D-homocysteine
• Synonyms: S-(5''-Adenosyl)-D-homocysteine;S-adenosyl-D-homocysteine;(2R)-2-Amino-4-[(5'-deoxyadenosine-5'-yl)thio]butanoic acid;5'-S-[(R)-3-Amino-3-carboxypropyl]-5'-thioadenosine;Adenosyl-D-homocysteine;(R)-2-Amino-4-((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl;(R)-2-AMino-4-((((2S,3S,4R,5R)-5-(6-aMino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)Methyl)thio)butanoic acid;5′-Deoxy-S-adenosyl-D-homocysteine
• CAS NO: 53276-26-9
• Molecular Formula: C₁₄H₂₀N₆O₅S
• Molecular Weight: 384.42
• Mol File: 53276-26-9.mol

Chemical Properties

• Appearance: /
• Storage Temp.: ?20°C
• CAS DataBase Reference: S-(5''-Adenosyl)-D-homocysteine(CAS DataBase Reference)
• NIST Chemistry Reference: S-(5''-Adenosyl)-D-homocysteine(53276-26-9)
• EPA Substance Registry System: S-(5''-Adenosyl)-D-homocysteine(53276-26-9)

Safety Data

• Hazardous Substances Data: 53276-26-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
S-(5''-Adenosyl)-D-homocysteine is used as a research compound for studying the role of methylation in various biological processes and diseases. It helps in understanding the mechanisms of action of S-adenosyl-L-methionine-dependent methyltransferases and their regulation by adenosylhomocysteine.
Used in Drug Development:
S-(5''-Adenosyl)-D-homocysteine is used as a potential therapeutic target for the treatment of diseases associated with dysregulation of methylation reactions, such as cancer, cardiovascular diseases, and neuropsychiatric disorders. Modulating the levels or activity of adenosylhomocysteine could provide a novel approach to treating these conditions.
Used in Diagnostics:
S-(5''-Adenosyl)-D-homocysteine can be used as a biomarker for monitoring the status of methylation reactions in the body. Abnormal levels of adenosylhomocysteine may indicate the presence of certain diseases or disorders, aiding in early detection and diagnosis.
Used in Research:
S-(5''-Adenosyl)-D-homocysteine is used as a research tool to investigate the molecular mechanisms underlying the regulation of cellular processes, such as inflammation and cell adhesion. Understanding the role of adenosylhomocysteine in these processes can provide insights into the development of new therapeutic strategies.

Upstream product

• 454-28-4 D-homocysteine 
• 5605-63-0 ((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl 4-methylbenzenesulfonate 
• 88945-99-7 D-Homocysteine monosodium salt 
• 892-48-8 5'-deoxy-5'-chloroadenosine 

Downstream Products

• 3493-13-8 S-adenosyl-L-methionine iodide 

Relevant articles and documents

Radical SAM-Dependent Demetallation of Heme

Demetallation of heme to release iron is a chemical difficult reaction and is highly rare in biochemistry, with apoferritin as the only known enzyme responsible for this process. Here we show the heme degradation enzyme ChuW catalyzes heme demetallation besides its known methyltransferase activity (which converts heme to a ring-open product anaerobilin). We show the demetallation activity of ChuW is radical SAM-dependent, and likely involves the same set of intermediates involved in the anaerobilin-producing pathway. The ChuW-catalyzed demetallation reaction does not require external reductant, and can occur on several heme analogs with different metal centers. These findings establish a brand-new chemistry in the radical SAM enzymes, highlighting the remarkable catalytic diversity of this superfamily of enzymes.