N-2-hydroxy-4-methoxybenzyl (Hmb) backbone protection strategy prevents double aspartimide formation in a ‘difficult’ peptide sequence
1995; Elsevier BV; Volume: 36; Issue: 41 Linguagem: Inglês
10.1016/0040-4039(95)01522-1
ISSN1873-3581
Autores Tópico(s)Microbial Natural Products and Biosynthesis
ResumoSynthesis of an N-terminal, 20 residue fragment of ferredoxin by Fmoc-tert-butyl strategy gave a product in which both aspartic acid residues in an Asp-Gly-Asp-Asn sequence were converted to aspartimide. Resynthesis of the peptide using N-2-hydroxy-4-methoxybenzyl (Hmb) backbone protection at each Asp-Xaa peptide bond resulted in near-complete suppression of this side reaction.
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