D1771

5′-Deoxyadenosine

methylthioadenosine/S-adenosylhomocysteine (MTA/SAH) nucleosidase substrate

• Synonym(s): 5′-dAdo
• Empirical Formula (Hill Notation): C₁₀H₁₃N₅O₃
• CAS Number: 4754-39-6
• Molecular Weight: 251.24
• MDL number: MFCD00056003
• UNSPSC Code: 41106305
• PubChem Substance ID: 24893539
• NACRES: NA.51

Properties

• biological source: synthetic (organic)
• Quality Level: 200
• Assay: ≥98% (TLC)
• form: powder
• solubility: hot water: 19.60-20.40 mg/mL, clear, colorless
• storage temp.: 2-8°C
• SMILES string: C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23
• InChI: 1S/C10H13N5O3/c1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15/h2-4,6-7,10,16-17H,1H3,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
• InChI key: XGYIMTFOTBMPFP-KQYNXXCUSA-N

Description

Application

5′-Deoxyadenosine has been used:

• as a standard in mass spectroscopy
• as an inhibitor for screening thymidine phosphorylase activity
• as a substrate in 5′-Deoxyadenosine deaminase (DadD) assay

Biochem/physiol Actions

5′-Deoxyadenosine is a substrate for the enzyme methylthioadenosine/S-adenosylhomocysteine (MTA/SAH) nucleosidase in microbes. 5′-Deoxyadenosine is a byproduct of cleavage of S-adenosylmethionine (SAM). High levels of 5′-Deoxyadenosine inhibits SAM dependent enzymes. It also inhibits biotin synthase (BioB) and lipoyl synthase (LipA) enzymes.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves