دورية أكاديمية

Post-synthetic functionalization of tryptophan protected peptide sequences through indole (C-2) photocatalytic alkylation.

التفاصيل البيبلوغرافية
العنوان: Post-synthetic functionalization of tryptophan protected peptide sequences through indole (C-2) photocatalytic alkylation.
المؤلفون: Lima RN; Centre of Excellence for Research in Sustainable Chemistry (CERSusChem), Department of Chemistry, Federal University of São Carlos-UFSCar, Rodovia Washington Luís, km 235, SP-310, São Carlos, São Paulo 13565905, Brazil. mwpaixao@ufscar.br., Delgado JAC; Centre of Excellence for Research in Sustainable Chemistry (CERSusChem), Department of Chemistry, Federal University of São Carlos-UFSCar, Rodovia Washington Luís, km 235, SP-310, São Carlos, São Paulo 13565905, Brazil. mwpaixao@ufscar.br., Bernardi DI; Instituto de Química de São Carlos, Universidade de São Paulo, CP 780, São Carlos, São Paulo 13560970, Brazil., Berlinck RGS; Instituto de Química de São Carlos, Universidade de São Paulo, CP 780, São Carlos, São Paulo 13560970, Brazil., Kaplaneris N; Institut für Organische und Biomolekulare, Georg-August-Universität Göttingen, Tammannstraβe 2, Göttingen 37077, Germany., Ackermann L; Institut für Organische und Biomolekulare, Georg-August-Universität Göttingen, Tammannstraβe 2, Göttingen 37077, Germany., Paixão MW; Centre of Excellence for Research in Sustainable Chemistry (CERSusChem), Department of Chemistry, Federal University of São Carlos-UFSCar, Rodovia Washington Luís, km 235, SP-310, São Carlos, São Paulo 13565905, Brazil. mwpaixao@ufscar.br.
المصدر: Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2021 Jun 10; Vol. 57 (47), pp. 5758-5761.
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: Royal Society of Chemistry Country of Publication: England NLM ID: 9610838 Publication Model: Print Cited Medium: Internet ISSN: 1364-548X (Electronic) Linking ISSN: 13597345 NLM ISO Abbreviation: Chem Commun (Camb) Subsets: MEDLINE
أسماء مطبوعة: Original Publication: Cambridge : Royal Society of Chemistry
مواضيع طبية MeSH: Indoles/*chemistry , Peptides/*chemistry , Tryptophan/*chemistry, Alkylation ; Catalysis ; Molecular Structure ; Photochemical Processes
مستخلص: We report a selective, mild, and efficient C-H functionalization of tryptophan and tryptophan-containing peptides with activated α-bromo-carbonyl compounds under visible-light irradiation. The protocol efficiency is outlined by the wide substrate scope and excellent tolerance of sensitive functional groups present in the amino acid side chains. The method can be successfully extended to access pharmaco-peptide conjugate scaffolds.
المشرفين على المادة: 0 (Indoles)
0 (Peptides)
8724FJW4M5 (indole)
8DUH1N11BX (Tryptophan)
تواريخ الأحداث: Date Created: 20210518 Date Completed: 20210820 Latest Revision: 20210820
رمز التحديث: 20231215
DOI: 10.1039/d1cc01822a
PMID: 34002741
قاعدة البيانات: MEDLINE
الوصف
تدمد:1364-548X
DOI:10.1039/d1cc01822a