2-Aminoadenosine
- CAS NO.:2096-10-8
- Empirical Formula: C10H14N6O4
- Molecular Weight: 282.26
- MDL number: MFCD00053556
- EINECS: 606-677-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-06-29 15:24:14
What is 2-Aminoadenosine ?
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
The Uses of 2-Aminoadenosine
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.
What are the applications of Application
2-Amino Adenosine is an inhibitor or a substrate of adenosine kinase
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
Properties of 2-Aminoadenosine
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 |
CAS DataBase Reference | 2096-10-8(CAS DataBase Reference) |
Safety information for 2-Aminoadenosine
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for 2-Aminoadenosine
InChIKey | ZDTFMPXQUSBYRL-UUOKFMHZSA-N |
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