Synthesis, molecular and crystal structure of 3'-N-alkylamino-3'-deoxythymidines and some biochemical properties of their phosphorous esters

Article abstract of DOI:10.1080/15257779508014650

Two approaches for the synthesis of 3'-N-alkylated 3'-amino-3'-deoxythymidines were developed, including both the reaction of 3'-amino-3'-deoxythymidine with aldehydes followed by the sodium borohydride reduction and preparation of the triphenylphosphinimine derivative and subsequent reaction with alkyl iodide. 5'-Triphosphates of the synthesized compounds were shown to be terminating substrates for human immunodeficiency virus and avian myeloblastosis virus reverse transcriptases as well as for DNA polymerase β from rat liver. At the same time these compounds did not demonstrate the properties of a terminating substrate in DNA synthesis catalyzed by human DNA polymerase α, ε, and I from E. coli.

Full text of DOI:10.1080/15257779508014650

This article was downloaded by: [Computing & Library Services, University of
Huddersfield]
On: 27 December 2014, At: 09:11
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954 Registered
office: Mortimer House, 37-41 Mortimer Street, London W1T 3JH, UK
Nucleosides and Nucleotides
Publication details, including instructions for authors and
subscription information:
http://www.tandfonline.com/loi/lncn19
Synthesis, Molecular and Crystal
Structure of 3′-N-Alkylamino-3′-
deoxythymidines and Some
Biochemical Properties of Their
Phosphorous Esters
Maxim V. Jasko a , lvati I. Fedorov b , Alexey M. Atrazhev a
, Diriiitry Yu. Mozzherin a , Nicolay A. Novicov b , Alexey V.
Bochkarev a , Gnliiia V. Gurskaya a & Alexander A. Krayevsky a
a Engelhardt Institute of Molecular Biology, Russian Academy of
Sciences , 32 Vavilov Str., 117984, Moscow
b Moscow Sechenov Medical Academy , 2-6 B. Pirogovskaya Str.,
119881, Moscow, Russian
Published online: 24 Sep 2006.
To cite this article: Maxim V. Jasko , lvati I. Fedorov , Alexey M. Atrazhev , Diriiitry Yu.
Mozzherin , Nicolay A. Novicov , Alexey V. Bochkarev , Gnliiia V. Gurskaya & Alexander
A. Krayevsky (1995) Synthesis, Molecular and Crystal Structure of 3′-N-Alkylamino-3′-
deoxythymidines and Some Biochemical Properties of Their Phosphorous Esters, Nucleosides and
Nucleotides, 14:1-2, 23-37, DOI: 10.1080/15257779508014650
To link to this article: http://dx.doi.org/10.1080/15257779508014650
PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all the information (the
“Content”) contained in the publications on our platform. However, Taylor & Francis,
our agents, and our licensors make no representations or warranties whatsoever as to
the accuracy, completeness, or suitability for any purpose of the Content. Any opinions
and views expressed in this publication are the opinions and views of the authors,
and are not the views of or endorsed by Taylor & Francis. The accuracy of the Content
should not be relied upon and should be independently verified with primary sources
of information. Taylor and Francis shall not be liable for any losses, actions, claims,
proceedings, demands, costs, expenses, damages, and other liabilities whatsoever
or howsoever caused arising directly or indirectly in connection with, in relation to or
arising out of the use of the Content.

This article may be used for research, teaching, and private study purposes. Any
substantial or systematic reproduction, redistribution, reselling, loan, sub-licensing,
systematic supply, or distribution in any form to anyone is expressly forbidden. Terms
& Conditions of access and use can be found at http://www.tandfonline.com/page/
terms-and-conditions