Summary
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.
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El-Agnaf, O.M.A., Harriott, P., Guthrie, D.J.S. et al. The synthesis of some peptides related to the amyloid β peptide 25–35: Use of N-(2-hydroxy-4-methoxybenzyl) protection. Lett Pept Sci 1, 135–141 (1994). https://doi.org/10.1007/BF00128531
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DOI: https://doi.org/10.1007/BF00128531