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Issue 12, 2010
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Biomimetic synthesis and structural refinement of the macrocyclic dimer aminoglycoside 66-40C—the remarkably selective self-condensation of a putative aldehyde intermediate in the submerged culture medium producing sisomicin

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Abstract

Aminoglycoside 66-40C, an unprecedented 16-membered bis-azadiene macrocyclic natural product isolated from the Micromonospora producer of the antibiotic sisomicin, was synthesized following a biomimetic strategy which definitively established its origin as arising from a remarkably selective non-enzymatic macro-dimerization.

Graphical abstract: Biomimetic synthesis and structural refinement of the macrocyclic dimer aminoglycoside 66-40C—the remarkably selective self-condensation of a putative aldehyde intermediate in the submerged culture medium producing sisomicin

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Publication details

The article was received on 08 Dec 2009, accepted on 02 Feb 2010 and first published on 15 Feb 2010


Article type: Communication
DOI: 10.1039/B925668G
Citation: Chem. Commun., 2010,46, 2013-2015
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    Biomimetic synthesis and structural refinement of the macrocyclic dimer aminoglycoside 66-40C—the remarkably selective self-condensation of a putative aldehyde intermediate in the submerged culture medium producing sisomicin

    S. Hanessian and J. P. Maianti, Chem. Commun., 2010, 46, 2013
    DOI: 10.1039/B925668G

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