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

Stephen Hanessian; Juan Pablo Maianti

doi:10.1039/b925668g

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

Stephen Hanessian, Juan Pablo Maianti

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

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.

Original language	English (US)
Pages (from-to)	2013-2015
Number of pages	3
Journal	Chemical Communications
Volume	46
Issue number	12
DOIs	https://doi.org/10.1039/b925668g
State	Published - 2010
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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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. / Hanessian, Stephen; Maianti, Juan Pablo.
In: Chemical Communications, Vol. 46, No. 12, 2010, p. 2013-2015.

Research output: Contribution to journal › Article › peer-review

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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

Abstract

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