OxymaPure Coupling Reagents: Beyond Solid-Phase Peptide Synthesis-Reference-Cited by-同舟云学术

OxymaPure Coupling Reagents: Beyond Solid-Phase Peptide Synthesis

Published:2020-09-30 Issue:21 Volume:52 Page:3189-3210
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

Author:

El-Faham Ayman¹²,Albericio Fernando³¹⁴⁵,Manne Srinivasa Rao³,de la Torre Beatriz G.³⁶

Affiliation:

1. Department of Chemistry, College of Science, King Saud University

2. Department of Chemistry, Faculty of Science, Alexandria University,

3. Peptide Science Laboratory, School of Chemistry and Physics, University of KwaZulu-Natal

4. Institute for Advanced Chemistry of Catalonia (IQAC-CSIC)

5. CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, and Department of Organic Chemistry, University of Barcelona

6. KwaZulu-Natal Research Innovation and Sequencing Platform (KRISP), School of Laboratory Medicine and Medical Sciences, College of Health Sciences, University of KwaZulu-Natal

Abstract

AbstractOxymaPure [ethyl 2-cyano-2-(hydroxyimino)acetate] is an exceptional reagent with which to suppress racemization and enhance coupling efficiency during amide bond formation. The tremendous popularity of OxymaPure has led to the development of several Oxyma-based reagents. OxymaPure and its derived reagents are widely used in solid- and solution-phase peptide chemistry. This review summarizes the recent developments and applications of OxymaPure and Oxyma-based reagents in peptide chemistry, in particular in solution-phase chemistry. Moreover, the side reaction associated with OxymaPure is also discussed.1 Introduction2 Oxyma-Based Coupling Reagents2.1 Aminium/Uronium Salts of OxymaPure2.2 Phosphonium Salts of OxymaPure2.3 Oxyma-Based Phosphates2.4 Sulfonate Esters of OxymaPure2.5 Benzoate Esters of OxymaPure2.6 Carbonates of OxymaPure Derivatives3 OxymaPure Derivatives4 Other Oxime-Based Additives and Coupling Reagents5 Side Reactions Using OxymaPure Derivatives6 Conclusion7 List of Abbreviations

Funder

American Chemical Society

South African Agency for Science and Technology Advancement

University of KwaZulu-Natal

Departament d’Innovació, Universitats i Empresa, Generalitat de Catalunya

Ministerio de Ciencia e Innovación

Ministerio de Economía y Competitividad

King Saud University

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis