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Acyl hydrazides as peptoid sub-monomers.

ABSTRACT: The use of acyl hydrazides as peptoid sub-monomers is investigated. We demonstrate here that azapeptoids derived entirely from acyl hydrazides can be made conveniently and efficiently using standard peptoid sub-monomer chemistry. Structural studies reveal that the main chain amide bond in these molecules predominantly adopts a trans conformation. A high-quality one bead one compound library of tetramers was made by split and pool synthesis and we found that the identity of the molecule on a single bead could be determined by tandem MALDI mass spectrometry.

SUBMITTER: Sarma BK 

PROVIDER: S-EPMC3882750 | biostudies-literature | 2011 Oct

REPOSITORIES: biostudies-literature

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Acyl hydrazides as peptoid sub-monomers.

Sarma Bani Kanta BK   Yousufuddin Muhammed M   Kodadek Thomas T  

Chemical communications (Cambridge, England) 20110905 38

The use of acyl hydrazides as peptoid sub-monomers is investigated. We demonstrate here that azapeptoids derived entirely from acyl hydrazides can be made conveniently and efficiently using standard peptoid sub-monomer chemistry. Structural studies reveal that the main chain amide bond in these molecules predominantly adopts a trans conformation. A high-quality one bead one compound library of tetramers was made by split and pool synthesis and we found that the identity of the molecule on a sing  ...[more]

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