Peptide cyclisation promoted by supramolecular complex formation.

Hartendorp, Arnout P T; de Zwart, Felix J; Bieräugel, Hans; Bruin, Bas de; Reek, Joost N H; van Maarseveen, Jan H

Hartendorp, Arnout P T; de Zwart, Felix J; Bieräugel, Hans; Bruin, Bas de; Reek, Joost N H; van Maarseveen, Jan H.

Afiliação

Hartendorp APT; Van't Hoff Institute for Molecular Sciences (HIMS), Science Park 904, 1098 XH Amsterdam, The Netherlands. j.h.vanmaarseveen@uva.nl.
de Zwart FJ; Van't Hoff Institute for Molecular Sciences (HIMS), Science Park 904, 1098 XH Amsterdam, The Netherlands. j.h.vanmaarseveen@uva.nl.
Bieräugel H; Van't Hoff Institute for Molecular Sciences (HIMS), Science Park 904, 1098 XH Amsterdam, The Netherlands. j.h.vanmaarseveen@uva.nl.
Bruin B; Van't Hoff Institute for Molecular Sciences (HIMS), Science Park 904, 1098 XH Amsterdam, The Netherlands. j.h.vanmaarseveen@uva.nl.
Reek JNH; Van't Hoff Institute for Molecular Sciences (HIMS), Science Park 904, 1098 XH Amsterdam, The Netherlands. j.h.vanmaarseveen@uva.nl.
van Maarseveen JH; Van't Hoff Institute for Molecular Sciences (HIMS), Science Park 904, 1098 XH Amsterdam, The Netherlands. j.h.vanmaarseveen@uva.nl.

Org Biomol Chem ; 20(3): 575-578, 2022 01 19.

Article em En | MEDLINE | ID: mdl-34935833

ABSTRACT

ABSTRACT

Phenol ester activated dipeptides that are reluctant to ring-close have been cyclised with the aid of sterically shielding metallo-porphyrins avoiding unwanted intermolecular reactions. The binding of ZnTPP to the dipyridine-functionalised activating phenolic ester was studied by NMR titrations and modelling. Staudinger-mediated cyclisations in the presence of ZnTPP increased the yield of the cyclic dipeptide from 16% to 40%.

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Texto completo: 1 Base de dados: MEDLINE Idioma: En Revista: Org Biomol Chem Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2022 Tipo de documento: Article País de afiliação: Holanda

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