Deoxyadenosine family: improved synthesis, DNA damage and repair, analogs as drugs

Improved synthesis of 2′-deoxyadenosine using Escherichia coli overexpressing some enzymes and gram-scale chemical synthesis of 2′-deoxynucleoside 5′-triphosphates reported recently are described in this review. Other topics include DNA damage induced by chromium(VI), Fenton chemistry, photoinductio...

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Main Authors: Biswas Himadri, Kar Indrani, Chattopadhyaya Rajagopal
Format: Article
Language:English
Published: De Gruyter 2013-08-01
Series:Biomolecular Concepts
Subjects:
Online Access:https://doi.org/10.1515/bmc-2013-0010
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author Biswas Himadri
Kar Indrani
Chattopadhyaya Rajagopal
author_facet Biswas Himadri
Kar Indrani
Chattopadhyaya Rajagopal
author_sort Biswas Himadri
collection DOAJ
description Improved synthesis of 2′-deoxyadenosine using Escherichia coli overexpressing some enzymes and gram-scale chemical synthesis of 2′-deoxynucleoside 5′-triphosphates reported recently are described in this review. Other topics include DNA damage induced by chromium(VI), Fenton chemistry, photoinduction with lumazine, or by ultrasound in neutral solution; 8,5′-cyclo-2′-deoxyadenosine isomers as potential biomarkers; and a recapitulation of purine 5′,8-cyclonucleoside studies. The mutagenicities of some products generated by oxidizing 2′-deoxyadenosine 5′-triphosphate, nucleotide pool sanitization, and translesion synthesis are also reviewed. Characterizing cross-linking between nucleosides in opposite strands of DNA and endonuclease V-mediated deoxyinosine excision repair are discussed. The use of purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias is reviewed. Some analogs at the C8 position induced delayed polymerization arrest during HIV-1 reverse transcription. The susceptibility of clinically metronidazole-resistant Trichomonas vaginalis to two analogs, toyocamycin and 2-fluoro-2′-deoxyadenosine, were tested in vitro. GS-9148, a dAMP analog, was translocated to the priming site in a complex with reverse transcriptase and double-stranded DNA to gain insight into the mechanism of reverse transcriptase inhibition.
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spelling doaj.art-3656fc1729cc467dbfcf7328140162ef2022-12-21T21:59:07ZengDe GruyterBiomolecular Concepts1868-50211868-503X2013-08-014440141010.1515/bmc-2013-0010Deoxyadenosine family: improved synthesis, DNA damage and repair, analogs as drugsBiswas Himadri0Kar Indrani1Chattopadhyaya Rajagopal2Bose Institute, Department of Biochemistry, P-1/12, C.I.T. Scheme VII M, Kolkata 700054, IndiaBose Institute, Department of Biochemistry, P-1/12, C.I.T. Scheme VII M, Kolkata 700054, IndiaBose Institute, Department of Biochemistry, P-1/12, C.I.T. Scheme VII M, Kolkata 700054, IndiaImproved synthesis of 2′-deoxyadenosine using Escherichia coli overexpressing some enzymes and gram-scale chemical synthesis of 2′-deoxynucleoside 5′-triphosphates reported recently are described in this review. Other topics include DNA damage induced by chromium(VI), Fenton chemistry, photoinduction with lumazine, or by ultrasound in neutral solution; 8,5′-cyclo-2′-deoxyadenosine isomers as potential biomarkers; and a recapitulation of purine 5′,8-cyclonucleoside studies. The mutagenicities of some products generated by oxidizing 2′-deoxyadenosine 5′-triphosphate, nucleotide pool sanitization, and translesion synthesis are also reviewed. Characterizing cross-linking between nucleosides in opposite strands of DNA and endonuclease V-mediated deoxyinosine excision repair are discussed. The use of purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias is reviewed. Some analogs at the C8 position induced delayed polymerization arrest during HIV-1 reverse transcription. The susceptibility of clinically metronidazole-resistant Trichomonas vaginalis to two analogs, toyocamycin and 2-fluoro-2′-deoxyadenosine, were tested in vitro. GS-9148, a dAMP analog, was translocated to the priming site in a complex with reverse transcriptase and double-stranded DNA to gain insight into the mechanism of reverse transcriptase inhibition.https://doi.org/10.1515/bmc-2013-00102′-deoxyadenosine analogs as drugsdna damagedna repairimproved synthesis
spellingShingle Biswas Himadri
Kar Indrani
Chattopadhyaya Rajagopal
Deoxyadenosine family: improved synthesis, DNA damage and repair, analogs as drugs
Biomolecular Concepts
2′-deoxyadenosine analogs as drugs
dna damage
dna repair
improved synthesis
title Deoxyadenosine family: improved synthesis, DNA damage and repair, analogs as drugs
title_full Deoxyadenosine family: improved synthesis, DNA damage and repair, analogs as drugs
title_fullStr Deoxyadenosine family: improved synthesis, DNA damage and repair, analogs as drugs
title_full_unstemmed Deoxyadenosine family: improved synthesis, DNA damage and repair, analogs as drugs
title_short Deoxyadenosine family: improved synthesis, DNA damage and repair, analogs as drugs
title_sort deoxyadenosine family improved synthesis dna damage and repair analogs as drugs
topic 2′-deoxyadenosine analogs as drugs
dna damage
dna repair
improved synthesis
url https://doi.org/10.1515/bmc-2013-0010
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