20128-29-4

Usage

Uses

A metabolite of Adefovir (A247500) and Remofovir.

Upstream product

• 25477-96-7 ethyl 2-(9H-adenin-9-yl)acetate 
• 152774-16-8 tert-butyl 2-(6-amino-9H-purin-9-yl)acetate 
• 23124-10-9 2-(N₉-adeninyl)acetic acid methyl ester 
• 73-24-5 7H-purin-6-ylamine 
• 66224-66-6 adenine 

Downstream Products

• 6298-53-9 9-carboxymethylhypoxanthine 

Relevant academic research and scientific papers

Environmentally Benign, Intrinsically Coordinated, Lithium-Based Solid Electrolyte with a Modified Purine as Supporting Ligand

Bioinspired materials have become increasingly competitive for electronic applications in recent years owing to the environment-friendly alternatives they offer. The notion of biocompatible solid organic electrolytes addresses the issues concerning potential leakage of corrosive liquids, volatility and flammability of electrolyte solvents. This study presents a new intrinsically coordinated LiI adenine complex that exhibits electrical conductivity as a solid electrolyte capable of self-sustained supply of LiI ions. It exhibits conductivity through moisture-assisted LiI ion motion up to 373 K, and possibly by an ion-hopping mechanism beyond 373 K. This purine-derived solid electrolyte shows enhanced conductivity and transference number demonstrating the potential of purine-based ligands and their coordination complexes in interesting materials applications.

2,6-Diaminopurine-zinc complex for primordial carbon dioxide fixation

Primordial carbon dioxide fixation to yield value-added anionic products necessitates transition metal catalysis, supported on mineral surfaces. In this context, purines and their metabolites have been implicated as crucial ligands for metal ion coordination and catalysis for primitive chemical reactions. Herein, we report the ability of 2,6-diaminopurine for primordial activation of atmospheric carbon dioxide as confirmed by crystallographic analysis of three model ligands and their complexes. Interestingly, the carbonate-containing complex undergoes autonomous self-organization to afford hollow spherical enclosures, without any external modifier.

Crystallographic signatures of cobalt coordination with modified adenine nucleobase containing carboxyl group pendants

This paper presents synthesis and crystallographic investigations of certain cobalt complexes of N9-functionalized mono-and bis-adenine analogues, containing a carboxylic group pendant. These observations were meant to expand the coordination space provided by an unmodified adenine moiety, based on known interactions between cobalt and carboxylate functional group, and to examine the structural consequences. A bisadenine analogue, when compared to the mono-functionalized adenine nucleobase, invokes N7 coordination, in addition to the carboxylate groups, thus supporting formation of complex three-dimensional structures. This study permits entry into novel cobaltbased metallacyclic complexes containing adenine nucleobase as the coordinating N-ligand.

Screening of Minimalist Noncanonical Sites in Duplex DNA and RNA Reveals Context and Motif-Selective Binding by Fluorogenic Base Probes

We hypothesize that programmable hybridization to noncanonical nucleic acid motifs may be achieved by macromolecular display of binders to individual noncanonical pairs (NCPs). As each recognition element may individually have weak binding to an NCP, we d

Synthesis and biological evaluation of new HIV-1 protease inhibitors with purine bases as P2-ligands

Introducing purine bases to P2-ligands might enhance the potency of Human Immunodeficiency Virus-1 (HIV-1) protease inhibitory because of the carbonyl and NH groups promoting the formation of extensive H-bonding interactions. In this work, thirty-three compounds are synthesized and evaluated, among which inhibitors 16a, 16f and 16j containing N-2-(6-substituted-9H-purin-9-yl)acetamide as the P2-ligands along with 4-methoxylphenylsulfonamide as the P2′-ligand, display potent inhibitory effect on the activity of HIV-1 protease with IC50 43 nM, 42 nM and 68 nM in vitro, respectively.

Synthesis of potential purinoceptor antagonists: Application of P1-tBU phosphazene base for alkylation of adenine in solution and on solid phase

Alkylation of adenine in solution and on solid phase was accelerated by phosphazene base P1-tBu compared to mineral bases. The reactions in solution afforded regioselectively the appropriate N9-alkylated adenines with high preparative yields while the rea

Diversity-oriented chemical modification of heparin: Identification of charge-reduced N-acyl heparin derivatives having increased selectivity for heparin-binding proteins

The diversity-oriented chemical modification of heparin is shown to afford charge-reduced heparin derivatives that possess increased selectivity for binding heparin-binding proteins. Variable N-desulfonation of heparin was employed to afford heparin fract

Photochemistry of 4-Thiothymine Derivatives in the Presence of N-9-Substituted-Adenine Derivatives: Formation of N-6-Formamidopyrimidines

UV irradiation of aqueous solutions containing either 4-thiothymin-1-ylacetic acid (1b) and adenosine (2a), 4-thiothymidine (1a) and adenin-9-ylacetic acid (2b), or 1b and 2b led to 4,5-diamino-6-formamidopyrimidine (N-6-Fapy-Ade) derivatives as observed after irradiation of a mixture of 1a and 2a (J. Am. Chem. Soc. 1996, 118, 8142-8143). These new observations demonstrate that the replacement of one or both nucleoside sugar residues by a carboxymethyl group does not affect the regioselective course of the photochemical reaction. The thermal decomposition of 3a that resulted from irradiation of 1a in the presence of 2a, was examined along with its behavior under mild alkaline conditions. Finally, irradiation of N-3-methyl-4-thiothymidine (6a) in the presence of adenosine gave the N-3-methylcytidine derivative 7.