Total solid-phase synthesis of 1,4,7,10-tetraazacyclododecane-N,N', N'',N'''-tetraacetic acid-functionalized peptides for radioimmunotherapy

Bioconjug Chem. 1999 Mar-Apr;10(2):316-20. doi: 10.1021/bc980118t.

Abstract

A convenient approach to the functionalization of peptides with the macrocyclic 1,4,7,10-tetraazacyclododecane-N,N',N'',N'''-tetraacetic acid (DOTA) moiety has been developed. Protected components (using tert-butyl or tert-butyloxycarbonyl groups) of both the peptide and the chelate were assembled on the same solid resin support. Deprotection and cleavage of the resin-bound DOTA-peptides were performed in one step using a trifluoroacetic acid cleavage mixture to yield free DOTA-peptide amides.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amino Acid Sequence
  • Chelating Agents
  • Chromatography, High Pressure Liquid
  • Heterocyclic Compounds, 1-Ring*
  • Indicators and Reagents
  • Molecular Sequence Data
  • Oligopeptides / chemical synthesis*
  • Oligopeptides / chemistry
  • Oligopeptides / pharmacokinetics
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Peptides / pharmacokinetics
  • Radioimmunotherapy / methods
  • Resins, Plant

Substances

  • Chelating Agents
  • Heterocyclic Compounds, 1-Ring
  • Indicators and Reagents
  • Oligopeptides
  • Peptides
  • Resins, Plant
  • 1,4,7,10-tetraazacyclododecane- 1,4,7,10-tetraacetic acid