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

✍ Scribed by Omar M. A. El-Agnaf; Patrick Harriott; David J. S. Guthrie; G. Brent Irvine; Brian Walker

Book ID: 104633116
Publisher: Springer Netherlands
Year: 1994
Tongue: English
Weight: 414 KB
Volume: 1
Category: Article
ISSN: 1573-3149
DOI: 10.1007/bf00128531

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✦ Synopsis

The sequence from residues 25-35 of the amyloid 13 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 Ala 3°. 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.

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