2-Aminoadenosine

2-Aminoadenosine Basic information
Product Name:2-Aminoadenosine
Synonyms:2-AMINOADENOSINE;2-AMINOADENOSINE HPLC98+%;(2R,3R,4S,5R)-2-(2,6-Diaminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol;2-AMinoadenosin;2-NH2-Ar;2-Aminoadenosine≥ 99% (HPLC);2,6-DiaMino-9-β-D-ribofuranosyl-9H-purine;2,6-DiaMinonebularine
CAS:2096-10-8
MF:C10H14N6O4
MW:282.26
EINECS:606-677-4
Product Categories:Amines;Heterocycles;Nucleotides and Nucleosides;Nucleic acids;Bases & Related Reagents;Nucleotides;2096-10-8
Mol File:2096-10-8.mol
2-Aminoadenosine Structure
2-Aminoadenosine Chemical Properties
Melting point 241-243°C (dec.)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Aqueous Acid (Slightly, Heated, Sonicated), DMSO (Slightly, Sonicated), Ethanol
form Powder
Boiling point 798.5±70.0 °C(Predicted)
density 2.25±0.1 g/cm3(Predicted)
pKa13.10±0.70(Predicted)
color White to Off-White
InChIKeyZDTFMPXQUSBYRL-UUOKFMHZSA-N
CAS DataBase Reference2096-10-8(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
HS Code 29389090
MSDS Information
ProviderLanguage
ALFA English
2-Aminoadenosine Usage And Synthesis
Description2-Aminoadenosine is a known analogue of adenosine that engages in three hydrogen bonds of the W-C type, adding considerable stability to the double helix.
Chemical PropertiesWhite Powder
Uses2-Aminoadenosine is a nucleoside analog as inhibitor or substrate of adenosine kinase from M. tuberculosis. It is also used to synthesize 2′-O-methyl and 3′-O-methyl Guanosine.
DefinitionChEBI: 2-Aminoadenosine is a purine nucleoside.
SynthesisThe synthesis of 2-aminoadenosine (2-AA): Assays were performed in 5 and 10% of aprotic dipolar co-solvents, at 60°C, twelve units/ml cell lysate were added to 150 ml of a solution kept thermostatically at 60 °C, and having the following composition of substrate solutions: 15mM Uridine/2 ' -Deoxyuridine,5 mM 2,6-Diaminopurine, and 30 mM potassium phosphate buffer, pH 7. After 5 hours, the reaction mixture was filtered by centrifugation at 2000 x g for 30 min, at 4°C, through an Amicon ultra-4 Centrifugal Filter Devices (Millipore, Bedford, MA) with a 3000-Da cutoff, and the filtrate was recovered. synthesis of 2-aminoadenosine
ReferencesPyrazolo[3,4-d]pyrimidine ribonucleosides related to 2-aminoadenosine and isoguanosine: synthesis, deamination and tautomerism. DOI: 10.1039/B708736E
An Efficient Process for Synthesis of 2′-O-methyl and 3′-O-methyl Guanosine from 2-aminoadenosine Using Diazomethane and the Catalyst Stannous Chloride. DOI: 10.1080/15257770500544529
2-Aminoadenosine Preparation Products And Raw materials
Preparation Products2-AMINO-2'-O-METHYLADENOSINE-->2-AMino-8-broMoadenosine
ALEXA FLUOR(R) 488 8-(6-AMINOHEXYL)AMINOADENOSINE 3',5'-CYCLICMONOPHOSPHATE, BIS(TRIETHYLAMMONIUM SALT) 8-(6-AMINOHEXYL) AMINOADENOSINE-3',5'-CYCLIC MONOPHOSPHATE, IMMOBILIZED ON AGAROSE GEL Adenine phosphate salt(1:1) 8-aminoadenosine cyclic 3',5'-(hydrogen phosphate) 5'-ribofuranosyl ester 8-(6-AMINOHEXYL) AMINOADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER, IMMOBILIZED ON AGAROSE GEL Adenine phosphate(1:x) 2-Aminoadenosine NUCLEOSIDE PHOSPHORYLASE BACTERIAL 2-AMINOADENOSINE-5'-TRIPHOSPHATE LITHIUM SALT 8-(2-AMINOETHYL) AMINOADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER IMMOBILIZED ON AGAROSE GEL ADENOSINE 5'-TRIPHOSPHATASE 2-(6-AMINOHEXYL) AMINOADENOSINE-3',5'-CYCLIC MONOPHOSPHATE, IMMOBILIZED ON AGAROSE GEL 5'-Guanylic acid ALEXA FLUOR(R) 555 8-(6-AMINOHEXYL)AMINOADENOSINE 3',5'- CYCLICMONOPHOSPHATE, TETRA(TRIETHYLAMMONIUM SALT) 2-(6-AMINOHEXYL) AMINOADENOSINE-3',5'-CYCLIC MONOPHOSPHATE EC 3.5.4.4 S-ADENOSYL-L-METHIONINE 5'-Deoxyadenosylcobalamin

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