3080-29-3

Basic information

• Product Name: L-Adenosine
• Synonyms: BETA-L-ADENOSINE;L-ADENOSINE;L-ADENOSINE (9-(β-L-RIBOFURANOSYL)ADENINE);2-(6-aminopurin-9-yl)-5-methylol-tetrahydrofuran-3,4-diol;2-(6-azanylpurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol;(2S,3S,4R,5S)-2-(6-AMino-9H-purin-9-yl)-5-(hydroxyMethyl)tetrahydrofuran-3,4-diol;(2S,3S,4R,5S);-2-(6-Amino-9H-purin-9-yl)
• CAS NO: 3080-29-3
• Molecular Formula: C₁₀H₁₃N₅O₄
• Molecular Weight: 267.24
• EINECS: 500-100-4
• Mol File: 3080-29-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 230 °C
• Boiling Point: 676.271 °C at 760 mmHg
• Flash Point: 362.796 °C
• Appearance: /
• Density: 2.085 g/cm³
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• PKA: 13.11±0.70(Predicted)
• CAS DataBase Reference: L-Adenosine(CAS DataBase Reference)
• NIST Chemistry Reference: L-Adenosine(3080-29-3)
• EPA Substance Registry System: L-Adenosine(3080-29-3)

Safety Data

• Hazardous Substances Data: 3080-29-3(Hazardous Substances Data)

Usage

Description

L-Adenosine is a nucleoside composed of adenine attached to a ribose sugar molecule. It plays a crucial role in various biological processes, including cellular energy transfer, signal transduction, and the regulation of metabolic pathways.

Uses

Used in Pharmaceutical Industry:
L-Adenosine is used as an intermediate in the synthesis of A609900, an enantiomer of A577286, which is utilized in the production of S-adenosylhomocysteine analogs. These analogs possess significant biological activities and are essential in the development of pharmaceutical compounds with potential therapeutic applications.
Used in Biochemical Research:
L-Adenosine is also used in biochemical research as a key component in the study of cellular processes and the development of new drugs targeting various diseases. Its role in energy transfer and signal transduction makes it a valuable tool for understanding the underlying mechanisms of cellular functions and the potential for therapeutic intervention.

Upstream product

• 58-61-7 adenosine 

Downstream Products

• 13089-44-6 (6aR)-4-amino-8c-hydroxymethyl-(6ar,9ac)-6a,7,8,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-e]purin-7c-ol 
• 116143-53-4 endo-2',3'-O-decylideneadenosine 
• 116143-55-6 2',3'-O-(o,o'-biphenylmethylene)adenosine 
• 63248-64-6 1-Ethyladenosine Hydroiodide 
• 116163-47-4 endo-2',3'-O-(tert-butylmethylene)adenosine 
• 98145-34-7 endo-2',3'-O-isobutyleneadenosine 
• 58-61-7 adenosine 
• 16658-10-9 endo-2',3'-O-(methoxymethylene)adenosine 
• 3250-02-0 endo-2',3'-O-(ethoxymethylene)adenosine 
• 75018-22-3 1-Ethyladenine Hydrobromide 

Relevant articles and documents

Generation and Characterization of Psoralen Radical Cations

Radical cations of psoralen, 8-methoxypsoralen (8-MOP) and 5-methoxypsoralen have been generated by photosensitized electron transfer in acetonitrile and aqueous buffer/acetonitrile (1:1) and have absorption maxima at 600, 650 and 550 nm, respectively. The radical cations have lifetimes of ～5 us under these conditions, are unreactive toward oxygen and show behavior typical of arylalkene radical cations in their reactivity toward nucleophiles and the precursor psoralens. Direct 355 nm excitation of 8-MOP in aqueous buffer at physiological pH results in monophotonic photoionization to give 8-MOP.+ with a quantum yield of 0.015. The 8-MOP.+ reacts with both guanosine and adenosine mononucleotides (k = 2.5 × 109 and 3.4 × 107 M-1 s-1, respectively) via electron transfer to give the purine radical cations, but does not react with pyrimidine mononucleotides. These results suggest that reactions of psoralen radical cations generated by electron transfer or photoionization may be involved in psoralen/UVA therapy.

Photochemical Reactions of Triplet Acetone with Indole, Purine, and Pyrimidine Derivatives

The photochemical reactions of triplet acetone with indole, indole derivatives (1-methyl-, 2-methyl-, 3-methyl-, 5-methyl-, and 7-methylindole, and tryptophan), purine derivatives (caffeine, 7-methylguanine, adenine, adenosine, and guanosine), and a pyrimidine derivative (thymine) have been studied in aqueous solutions by using a KrF or ArF laser.The quenching processes of triplet acetone by indoles, being diffusion controlled, occur via the following paths: triplet-triplet energy transfer, electron transfer, photoaddition of triplet acetone to the 2-carbon atom of the indole ring, and deactivation without a chemical change.The yields of energy transfer, electron transfer, and photoaddition were determined from absorbance measurements.The transient absorptions due to triplet states were observed for caffeine, 7-methylguanine, and thymine, while weak transient absorptions which showed apparent second-order decays were observed for adenine, adenosine, and guanosine.Triplet acetone is quenched mainly via T-T energy transfer in caffeine, 7-methylguanine, and thymine.The weak absorptions may be attributed to neutral radicals in adenine and adenosine and to a cation radical in guanosine.