Chemoenzymatic synthesis of the human CD52 and CD24 antigen analogues

Org Lett. 2013 Nov 15;15(22):5906-8. doi: 10.1021/ol4028144. Epub 2013 Oct 22.

Abstract

Analogs of the human CD52 and CD24 antigens carrying the common core structure of glycosylphosphatidylinositol (GPI) anchors and the intact polypeptide sequences of CD52 and CD24 were chemoenzymatically synthesized. CD52 and CD24 proteins were obtained by solid-phase peptide synthesis and then coupled to chemically synthesized GPI anchors under the influence of a bacterial enzyme, sortase A, to afford the target molecules in good yields.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Aminoacyltransferases / chemistry*
  • Aminoacyltransferases / metabolism
  • Antigens, CD / chemistry*
  • Antigens, CD / metabolism
  • Antigens, Neoplasm / chemistry*
  • Antigens, Neoplasm / metabolism
  • Bacterial Proteins / chemistry*
  • Bacterial Proteins / metabolism
  • CD24 Antigen / chemistry*
  • CD24 Antigen / metabolism
  • CD52 Antigen
  • Cysteine Endopeptidases / chemistry*
  • Cysteine Endopeptidases / metabolism
  • Glycoproteins / chemistry*
  • Glycoproteins / metabolism
  • Glycosylphosphatidylinositols / chemical synthesis*
  • Glycosylphosphatidylinositols / chemistry*
  • Humans
  • Molecular Sequence Data
  • Molecular Structure
  • Solid-Phase Synthesis Techniques

Substances

  • Antigens, CD
  • Antigens, Neoplasm
  • Bacterial Proteins
  • CD24 Antigen
  • CD52 Antigen
  • CD52 protein, human
  • Glycoproteins
  • Glycosylphosphatidylinositols
  • Aminoacyltransferases
  • sortase A
  • Cysteine Endopeptidases