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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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Publication details

The article was received on 17 Jul 2012, accepted on 14 Sep 2012 and first published on 18 Sep 2012


Article type: Paper
DOI: 10.1039/C2OB26387D
Citation: Org. Biomol. Chem., 2012,10, 8660-8668
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    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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