التفاصيل البيبلوغرافية
العنوان: |
Zn-catalyzed nicotinate-directed transamidations in peptide synthesis |
المؤلفون: |
Hollanders, Karlijn, Renders, Evelien, Gadais, Charlène, Masullo, Dario, Van Raemdonck, Laurent, Wybon, Clarence, Martin, Charlotte, Herrebout, Wouter, Maes, Bert, Ballet, Steven |
المصدر: |
2155-5435 ; ACS catalysis |
سنة النشر: |
2020 |
المجموعة: |
IRUA - Institutional Repository van de Universiteit Antwerpen |
مصطلحات موضوعية: |
Chemistry |
الوصف: |
A chemoselective and catalytic transamidation for peptide synthesis is described. Transamidation under Zn catalysis is chemoselectively achieved by amino acid amide/peptidic amide derivatization with a tert-butyl nicotinate (tBu-nic) directing group. The directing group could be easily introduced on protected amino acid amides via Pd-catalyzed amidation with tert-butyl 2-chloronicotinate (tBu-nicCl). Under standard peptide coupling/deprotection conditions, the tBu-nic-equipped amino acid amides proved to be fully inert, allowing them to be easily built-in in complex molecules. The disclosed method was evaluated in the synthesis of diverse dipeptides, in dipeptide segment coupling, in side-chain modification of a solid-supported tetra-/pentapeptide, and in the macrocyclization of a heptapeptide. |
نوع الوثيقة: |
article in journal/newspaper |
اللغة: |
English |
Relation: |
info:eu-repo/semantics/altIdentifier/isi/000526395000030 |
الاتاحة: |
https://hdl.handle.net/10067/1695960151162165141 |
Rights: |
info:eu-repo/semantics/closedAccess |
رقم الانضمام: |
edsbas.5F515400 |
قاعدة البيانات: |
BASE |