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Issue 43, 2012
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Concise and efficient syntheses of preQ1 base, Q base, and (ent)-Q base

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Abstract

To thoroughly study the functional role of prokaryotic t-RNA-guanine-transglycosylases which are essential in the pathogenesis of shigellosis, novel efficient, high-yielding synthetic approaches for preQ1 base, Q base, as well as for (ent)-Q base mainly employing cheap and readily available starting materials have been developed. Q base as well as (ent)-Q base are accessible starting from preQ1 base via nucleophilic substitution reactions with appropriately decorated halocyclopentenyl synthons, prior to that prepared from naturally occurring carbohydrates.

Graphical abstract: Concise and efficient syntheses of preQ1 base, Q base, and (ent)-Q base

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Supplementary files

Article information


Submitted
17 Jul 2012
Accepted
14 Sep 2012
First published
18 Sep 2012

Org. Biomol. Chem., 2012,10, 8660-8668
Article type
Paper

Concise and efficient syntheses of preQ1 base, Q base, and (ent)-Q base

H. Gerber and G. Klebe, Org. Biomol. Chem., 2012, 10, 8660
DOI: 10.1039/C2OB26387D

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