The synthesis of some peptides related to the amyloid β peptide 25-35: Use of N-(2-hydroxy-4-methoxybenzyl) protection

Omar Ali El-Agnaf, Patrick Harriott, David J S Guthrie, G. Brent Irvine, Brian Walker

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

The sequence from residues 25-35 of the amyloid β peptide has been identified as an important factor in the neurotoxicity displayed by this peptide. Attempts to synthesize analogues of this sequence using Fmoc-protected amino acids in solid phase synthesis were initially unsuccessful, with coupling stopping after Ala30. By incorporating N-(2-hydroxy-4-methoxybenzyl)alanine at this position, total synthesis of the undecapeptide was accomplished. Success was also achieved by switching the synthesis to a commercial synthesiser which uses a flow system and improved solvent conditions.

Original languageEnglish
Pages (from-to)135-141
Number of pages7
JournalLetters in Peptide Science
Volume1
Issue number3
DOIs
Publication statusPublished - Dec 1994
Externally publishedYes

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Keywords

  • Alzheimer's disease
  • Amide protection
  • Conductivity
  • Solid phase peptide synthesis

ASJC Scopus subject areas

  • Biochemistry

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