Application of N,N‐dimethylformamide dineopentyl acetal for efficient anchoring of Nα‐9‐fluorenylmethyloxycarbonylamino‐acids as p‐alkoxybenzyl esters in solid‐phase peptide synthesis

Fernando Albericio, George Barany

Research output: Contribution to journalArticlepeer-review

26 Scopus citations

Abstract

The attachment of Fmoc‐amino acids onto p‐alkoxybenzyl alcohol resins via DCC‐DMAP coupling suffers from two different problems: formation of dimers and racemization. The use of N,N‐dimethylformamide dineopentyl acetal for the preparation of Fmoc‐aminoacyloxybenzyl handles is the basis of a safe and efficient anchoring method that avoids both problems.

Original languageEnglish (US)
Pages (from-to)342-349
Number of pages8
JournalInternational Journal of Peptide and Protein Research
Volume23
Issue number4
DOIs
StatePublished - Apr 1984

Keywords

  • N,N‐dimethylformamide dineopentyl acetal
  • N‐9‐fluorenylmethyloxycarbonyl‐amino acids
  • p‐alkoxybenzyl esters
  • solid‐phase peptide synthesis

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