Issue 30, 2020, Issue in Progress
From the journal:

RSC Advances

One-pot oxime ligation from peptides bearing thiazolidine and aminooxyacetyl groups†

Stéphane Duflocq, ORCID logo a   Jingjing Zhou,a   Florent Huguenot, ORCID logo a   Michel Vidalab  and  Wang-Qing Liu ORCID logo *a  

* Corresponding authors

a Université de Paris, CiTCoM, 8038 CNRS, U 1268 INSERM, F-75006 Paris, France
E-mail: wangqing.liu@parisdescartes.fr

b Service Biologie du médicament, toxicologie, AP-HP, Hôpital Cochin, F-75014 Paris, France

Abstract

One-pot oxime ligation under mild conditions using Pd(II) as a shared catalyst from an aldehyde precursor (Thz) and a protected aminooxyacetyl group (Proc-Aoa) is reported. Two complementary metal-free protocols using unmasked Aoa-peptide are also described. Acetoxime-peptide can proceed to the desired oxime through an additional transoximation step.

Graphical abstract: One-pot oxime ligation from peptides bearing thiazolidine and aminooxyacetyl groups

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Article information

DOI
https://doi.org/10.1039/D0RA03235B
Article type
Paper
Submitted
10 Apr 2020
Accepted
17 Apr 2020
First published
06 May 2020
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2020,10, 17681-17685

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One-pot oxime ligation from peptides bearing thiazolidine and aminooxyacetyl groups

S. Duflocq, J. Zhou, F. Huguenot, M. Vidal and W. Liu, RSC Adv., 2020, 10, 17681 DOI: 10.1039/D0RA03235B

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