Chemical modification of dehydrated amino acids in natural antimicrobial peptides by photoredox catalysis

Dowine de Bruijn, Gerard Roelfes

OnderzoeksoutputAcademicpeer review

22 Citaten (Scopus)
237 Downloads (Pure)

Samenvatting

Dehydroalanine (Dha) and dehydrobutyrine (Dhb) are remarkably versatile non-canonical amino acids often found in antimicrobial peptides. Here, we present the selective modification of Dha and Dhb in antimicrobial peptides via photocatalytic activation of organoborates under influence of visible light. Ir(dF(CF3)ppy)2(dtbbpy)PF6 was used as photoredox catalyst in aqueous solutions for the modification of thiostrepton and nisin. The mild conditions and high selectivity for the dehydrated residues, show photoredox catalysis is a promising tool for modification of peptide derived natural products.

Originele taal-2English
Pagina's (van-tot)11314-11318
TijdschriftChemistry
Volume24
Nummer van het tijdschrift44
Vroegere onlinedatum25-jun-2018
DOI's
StatusPublished - 6-aug-2018

Citeer dit