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5'-DEOXYADENOSINE

CAS No.
4754-39-6
Chemical Name:
5'-DEOXYADENOSINE
Synonyms
5′-dAdo;5'-DEOXYADENOSINE;5’-deoxy-adenosin;5'-DEOXYADENOSINE;Adenosine, 5'-deoxy-;2'-Deoxycytidine Monohydrate(2'-dC ? H?O);9-(5-Deoxy-β-D-ribofuranosyl)-9H-purine-6-amine;6-Amino-9-(5-deoxy-β-D-ribofuranosyl)-9H-purine;(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-methyl-oxolane-3,4-diol;(2R,3R,4S,5R)-2-(6-Amino-9H-purin-9-yl)-5-methyltetrahydrofuran-3,4-diol
CBNumber:
CB5163003
Molecular Formula:
C10H13N5O3
Molecular Weight:
251.24
MDL Number:
MFCD00056003
MOL File:
4754-39-6.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:03

5'-DEOXYADENOSINE Properties

Melting point 210-212 °C
Boiling point 595.0±60.0 °C(Predicted)
Density 1.93±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMF: 30 mg/ml; DMF:PBS (pH 7.2) (1:4): 0.20 mg/ml; DMSO: 15 mg/ml
form A crystalline solid
pka 13.29±0.70(Predicted)
InChIKey XGYIMTFOTBMPFP-KQYNXXCUSA-N
EWG's Food Scores 1
FDA UNII 2U0TYC8Y5A

SAFETY

Risk and Safety Statements

WGK Germany  3
RTECS  AU7358650

5'-DEOXYADENOSINE price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D1771 5′-Deoxyadenosine methylthioadenosine/S-adenosylhomocysteine (MTA/SAH) nucleosidase substrate 4754-39-6 25mg $264 2024-03-01 Buy
Cayman Chemical 29619 5''-Deoxyadenosine 4754-39-6 10mg $40 2024-03-01 Buy
Cayman Chemical 29619 5''-Deoxyadenosine 4754-39-6 250mg $541 2024-03-01 Buy
Cayman Chemical 29619 5''-Deoxyadenosine 4754-39-6 50mg $158 2024-03-01 Buy
Cayman Chemical 29619 5''-Deoxyadenosine 4754-39-6 100mg $296 2024-03-01 Buy
Product number Packaging Price Buy
D1771 25mg $264 Buy
29619 10mg $40 Buy
29619 250mg $541 Buy
29619 50mg $158 Buy
29619 100mg $296 Buy

5'-DEOXYADENOSINE Chemical Properties,Uses,Production

Description

5'-Deoxyadenosine is an oxidized nucleoside found in the urine of normal subjects. Oxidized nucleosides represent excellent biomarkers for determining the extent of damage in genetic material, which has long been of interest in understanding the mechanism of aging, neurodegenerative diseases, and carcinogenesis. 

Uses

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

Definition

ChEBI: A 5'-deoxyribonucleoside compound having adenosine as the nucleobase.

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.

5'-DEOXYADENOSINE Preparation Products And Raw materials

Raw materials

Preparation Products

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5’-deoxy-adenosin (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-methyl-oxolane-3,4-diol 6-Amino-9-(5-deoxy-β-D-ribofuranosyl)-9H-purine 9-(5-Deoxy-β-D-ribofuranosyl)-9H-purine-6-amine 5'-DEOXYADENOSINE Adenosine, 5'-deoxy- 5′-dAdo 2'-Deoxycytidine Monohydrate(2'-dC ? H?O) 5'-Deoxyadenosine methylthioadenosine/S-adenosylhomocysteine (MTA/SAH) nucleosidase substrate (2R,3R,4S,5R)-2-(6-Amino-9H-purin-9-yl)-5-methyltetrahydrofuran-3,4-diol inhibit,5'DEOXYADENOSINE,5'-Deoxyadenosine,Endogenous Metabolite,Inhibitor,Orthopoxvirus,5' DEOXYADENOSINE 5'-DEOXYADENOSINE 4754-39-6 BioChemical Biochemicals and Reagents Nucleoside Analogs Nucleosides, Nucleotides, Oligonucleotides Biochemicals and Reagents Nucleoside Analogs Nucleosides, Nucleotides, Oligonucleotides