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A one-pot multistep approach to alpha-azido-phosphonate and phosphonothioate diesters: Key intermediates in the synthesis of haptens for the generation of antibody ligases

Academic Article
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Overview

authors

  • Harwig, C. W.
  • Hoffman, T. Z.
  • Wentworth, A. D.
  • Janda, Kim

publication date

  • May 2000

journal

  • Bioorganic & Medicinal Chemistry Letters  Journal

abstract

  • A four-step, one-pot synthesis of mixed alpha-azido-phosphonates and phosphonothioates 12a-d is described. This chemistry has provided a facile route to haptens 6a b and 7 that have been employed for the elicitation of antibody ligases. Five hapten-specific antibodies have been identified as modest catalysts of a model peptide ligation reaction between thioester 1b and thiol 2 to give the amide product 5.

subject areas

  • Antibodies, Monoclonal
  • Antibody Specificity
  • Azides
  • Esters
  • Haptens
  • Ligases
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Identity

International Standard Serial Number (ISSN)

  • 0960-894X

Digital Object Identifier (DOI)

  • 10.1016/s0960-894x(00)00137-2

PubMed ID

  • 10853659
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Additional Document Info

start page

  • 915

end page

  • 918

volume

  • 10

issue

  • 9

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