5'-DEOXYADENOSINE

5'-DEOXYADENOSINE Basic information
Description
Product Name:5'-DEOXYADENOSINE
Synonyms: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)
CAS:4754-39-6
MF:C10H13N5O3
MW:251.24
EINECS:
Product Categories:Biochemicals and Reagents;Nucleoside Analogs;Nucleosides, Nucleotides, Oligonucleotides
Mol File:4754-39-6.mol
5'-DEOXYADENOSINE Structure
5'-DEOXYADENOSINE Chemical 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
pka13.29±0.70(Predicted)
form A crystalline solid
InChIKeyXGYIMTFOTBMPFP-KQYNXXCUSA-N
Safety Information
WGK Germany 3
RTECS AU7358650
MSDS Information
ProviderLanguage
SigmaAldrich English
5'-DEOXYADENOSINE Usage And Synthesis
Description5'-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. 
Uses5′-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
DefinitionChEBI: A 5'-deoxyribonucleoside compound having adenosine as the nucleobase.
Biochem/physiol Actions5′-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 materials5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE
Preparation Products5-Deoxy-D-ribose
5'-Tosyladenosine N6,N6-DIMETHYLADENOSINE 2',3'-O-Isopropylideneadenosine 5'-ACETYL-2',3'-ISOPROPYLIDENEADENOSINE N6-BENZYLADENOSINE Vidarabine 8-BROMOADENOSINE-3',5'-CYCLIC MONOPHOSPHATE SODIUM SALT 2-Chloroadenosine ADENOSINE 2' -& 3'-MONOPHOSPHATE FREE 3'-ADENYLIC ACID 2',3',5'-TRI-O-ACETYL-8-BROMOADENOSINE Bucladesine sodium 8-BROMOADENOSINE Cyclic AMP N6-ISOPENTENYLADENOSINE-D6 Adenosine 5'-monophosphate monohydrate 5'-(Methylthio)-5'-deoxyadenosine 6-METHYLAMINOPURINE 9-RIBOFURANOSIDE

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