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Cited by 269

The DOI matches its Crossref record; 15 of the 15 references it cites were found in a registry or an index.

Extending the Applicability of Native Chemical Ligation

Canne, Lynne E., Bark, Steven J., Kent, Stephen B. H.·1996·Journal of the American Chemical Society

Abstract

A more general approach to native (amide-forming) chemical ligation of unprotected peptide segments is described that extends the technique beyond the previously reported X-Cys ligation site to now include X-Gly and Gly-X ligation sites. A peptide, [peptide 1 ] α COSR, is reacted with a second peptide, HSCH 2 CH 2 (O)-N α [peptide 2 ], under conditions promoting thioester exchange. The intermediate thioester-linked product rearranges to form a ligation product linked by an N-substituted amide bond. If desired, the -oxyalkyl substitution on the amide bond can be removed by facile treatment with Zn in acidic medium to give a native peptide bond at the ligation site. The techniques described have been employed to ligate small model peptide segments to yield peptides with native or modified backbones, proving the feasibility of this approach.

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Crossref · 10.1021/ja960398s

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Metadata

Authors
Canne, L. E., Bark, S. J., & Kent, S. B. H.
Venue
Journal of the American Chemical Society
Published
1996-01-01
Volume
118
Issue
25
Pages
5891-5896
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
OpenAlex
W1998287079
Cited by
269
References
15
FWCI
2.85
Type
journal article
Language
en
Open access
closed

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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).

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