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Preparation of C8-amine and acetylamine adducts of 2'-deoxyguanosine suitably protected for DNA synthesis


Gillet, L C J; Schärer, O D (2002). Preparation of C8-amine and acetylamine adducts of 2'-deoxyguanosine suitably protected for DNA synthesis. Organic Letters, 4(24):4205-4208.

Abstract

[reaction: see text] C8-Amine and acetylamine adducts of 2'-deoxyguanosine were synthesized. Our approach provides solutions for the coupling of aromatic amines to a protected 8-bromo-2'-deoxyguanosine derivative, for the selective acetylation of the coupled adduct at N(8) and for a protecting group scheme preserving the integrity of the base-labile N(8) acetyl group during DNA synthesis.

[reaction: see text] C8-Amine and acetylamine adducts of 2'-deoxyguanosine were synthesized. Our approach provides solutions for the coupling of aromatic amines to a protected 8-bromo-2'-deoxyguanosine derivative, for the selective acetylation of the coupled adduct at N(8) and for a protecting group scheme preserving the integrity of the base-labile N(8) acetyl group during DNA synthesis.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:04 Faculty of Medicine > Institute of Molecular Cancer Research
07 Faculty of Science > Institute of Molecular Cancer Research
Dewey Decimal Classification:570 Life sciences; biology
Language:English
Date:2002
Deposited On:09 Jul 2010 09:10
Last Modified:05 Apr 2016 13:57
Publisher:American Chemical Society
ISSN:1523-7052
Publisher DOI:https://doi.org/10.1021/ol026474f
PubMed ID:12443059
Permanent URL: https://doi.org/10.5167/uzh-31258

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