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)

pka

13.10±0.70(Predicted)

color 

White to Off-White

InChIKey

ZDTFMPXQUSBYRL-UUOKFMHZSA-N

CAS DataBase Reference

2096-10-8(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

HS Code 

29389090

MSDS

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2-Aminoadenosine Usage And Synthesis

Description

2-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 Properties

White Powder

Uses

2-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.

Definition

ChEBI: 2-Aminoadenosine is a purine nucleoside.

Synthesis

The 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.

References

Pyrazolo[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 (2096-10-8)Related Product Information

• NUCLEOSIDE PHOSPHORYLASE BACTERIAL
• EC 3.5.4.4
• Adenine phosphate salt（1：1）
• Cyclic AMP
• S-ADENOSYL-L-METHIONINE
• 5'-Deoxyadenosylcobalamin
• Adenine phosphate(1:x)
• Guanosine
• Adenosine
• PUROMYCIN AMINONUCLEOSIDE
• Adenine
• 5'-Guanylic acid
• 6-Chloropurine ribonucleoside
• 6-Benzylaminopurine
• Adenine hydrochloride
• Adenosine5'-(tetrahydrogen triphosphate), disodiuM salt, trihydrate (9CI)
• ADENOSINE 5'-TRIPHOSPHATASE
• Adenine Sulfate