Ligase-Controlled Cyclo-oligomerization of Peptides.

Autor: Hemu X; School of Biological Sciences , Nanyang Technological University , 60 Nanyang Drive , Singapore 637551., Zhang X; School of Biological Sciences , Nanyang Technological University , 60 Nanyang Drive , Singapore 637551., Tam JP; School of Biological Sciences , Nanyang Technological University , 60 Nanyang Drive , Singapore 637551.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2019 Apr 05; Vol. 21 (7), pp. 2029-2032. Date of Electronic Publication: 2019 Feb 14.
DOI: 10.1021/acs.orglett.9b00151
Abstrakt: A biomimetic one-step ligase-catalyzed cyclo-oligomerization mediated by butelase 1, an Asn/Asp-specific ligase, is introduced that is time-, concentration-, length-, and sequence-dependent. This reaction yields cyclic mono-, di-, tri-, and tetramers from peptide precursors containing 3-15 amino acids ended with Asn and a His-Val tail. The cyclomonomers were favored when the peptide lengths were >9 amino acids. A turn-forming Pro residue at the P2 position favored the formation of higher-order cyclo-oligomers.
Databáze: MEDLINE