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Staudinger Ligation:  A Peptide from a Thioester and Azide

Organic Letters · 2000 · Vol. 2(13) · pp. 1939–1941
Bradley L. NilssonLaura L. KiesslingRonald T. Raines

Abstract

[reaction: see text] The technique of native chemical ligation enables the total chemical synthesis of proteins. This method is limited, however, by an absolute requirement for a cysteine residue at the ligation juncture. Here, this restriction is overcome with a new chemical ligation method in which a phosphinobenzenethiol is used to link a thioester and azide. The product is an amide with no residual atoms.

Chemical Synthesis and AnalysisMachine Learning in BioinformaticsBiochemical and Structural CharacterizationNative chemical ligationThioesterChemistryLigationChemical ligationAzideCysteineResidue (chemistry)AmideCombinatorial chemistry

MeSH terms

AzidesBiochemistryCysteineEstersPeptides

Funding

  • National Institutes of Health
  • Division of Chemistry
Citations
514
FWCI
2.93
field-weighted impact
References
14
Percentile
91%
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Citations per year
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Angewandte Chemie International Edition · 2005 · 2,175 citations
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