Structural and kinetic study of self-assembling macrocyclic dimer natural product aminoglycoside 66-40C and unnatural variants

Stephen Hanessian; Juan Pablo Maianti; Vu Linh Ly; Benoît Deschênes-Simard

doi:10.1039/c1sc00538c

Structural and kinetic study of self-assembling macrocyclic dimer natural product aminoglycoside 66-40C and unnatural variants

Stephen Hanessian, Juan Pablo Maianti, Vu Linh Ly, Benoît Deschênes-Simard

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

8 Scopus citations

Abstract

Aminoglycoside 66-40C, co-produced with antibiotic sisomicin by Micromonospora inyoensis is unique among natural products, featuring a 16-membered macrocyclic bis-imine (X-ray) stable in aqueous solution and produced by quantitative self-assembly from self-selecting condensation of 6′-aldehyde monomers, in complex mixtures and in the presence of competing amine and aldehyde substrates.

Original language	English (US)
Pages (from-to)	249-256
Number of pages	8
Journal	Chemical Science
Volume	3
Issue number	1
DOIs	https://doi.org/10.1039/c1sc00538c
State	Published - Jan 2012
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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abstract = "Aminoglycoside 66-40C, co-produced with antibiotic sisomicin by Micromonospora inyoensis is unique among natural products, featuring a 16-membered macrocyclic bis-imine (X-ray) stable in aqueous solution and produced by quantitative self-assembly from self-selecting condensation of 6′-aldehyde monomers, in complex mixtures and in the presence of competing amine and aldehyde substrates.",

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AU - Deschênes-Simard, Benoît

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AB - Aminoglycoside 66-40C, co-produced with antibiotic sisomicin by Micromonospora inyoensis is unique among natural products, featuring a 16-membered macrocyclic bis-imine (X-ray) stable in aqueous solution and produced by quantitative self-assembly from self-selecting condensation of 6′-aldehyde monomers, in complex mixtures and in the presence of competing amine and aldehyde substrates.

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Structural and kinetic study of self-assembling macrocyclic dimer natural product aminoglycoside 66-40C and unnatural variants

Abstract

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