TOMBU and COMBU as Novel Uronium-Type Peptide Coupling Reagents Derived from Oxyma-B

Here we describe two novel uronium salts, TOMBU and COMBU, derived from the recently described Oxyma-B for use in peptide bond synthesis. These coupling reagents are more stable than COMU in DMF. Furthermore, using various peptide synthetic models in solution and solid-phase synthesis, we reveal tha...

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Detalles Bibliográficos
Autores principales: Jad, Yahya E., Khattab, Sherine N., de la Torre, Beatriz G., Govender, Thavendran, Kruger, Hendrik G., El-Faham, Ayman, Albericio, Fernando
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271478/
https://www.ncbi.nlm.nih.gov/pubmed/25412042
http://dx.doi.org/10.3390/molecules191118953
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author Jad, Yahya E.
Khattab, Sherine N.
de la Torre, Beatriz G.
Govender, Thavendran
Kruger, Hendrik G.
El-Faham, Ayman
Albericio, Fernando
author_facet Jad, Yahya E.
Khattab, Sherine N.
de la Torre, Beatriz G.
Govender, Thavendran
Kruger, Hendrik G.
El-Faham, Ayman
Albericio, Fernando
author_sort Jad, Yahya E.
collection PubMed
description Here we describe two novel uronium salts, TOMBU and COMBU, derived from the recently described Oxyma-B for use in peptide bond synthesis. These coupling reagents are more stable than COMU in DMF. Furthermore, using various peptide synthetic models in solution and solid-phase synthesis, we reveal that they show better performance than HBTU in terms of preserving chiral integrity and coupling yields, but slightly worse performance than COMU.
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spelling pubmed-62714782019-01-07 TOMBU and COMBU as Novel Uronium-Type Peptide Coupling Reagents Derived from Oxyma-B Jad, Yahya E. Khattab, Sherine N. de la Torre, Beatriz G. Govender, Thavendran Kruger, Hendrik G. El-Faham, Ayman Albericio, Fernando Molecules Article Here we describe two novel uronium salts, TOMBU and COMBU, derived from the recently described Oxyma-B for use in peptide bond synthesis. These coupling reagents are more stable than COMU in DMF. Furthermore, using various peptide synthetic models in solution and solid-phase synthesis, we reveal that they show better performance than HBTU in terms of preserving chiral integrity and coupling yields, but slightly worse performance than COMU. MDPI 2014-11-18 /pmc/articles/PMC6271478/ /pubmed/25412042 http://dx.doi.org/10.3390/molecules191118953 Text en © 2014 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Jad, Yahya E.
Khattab, Sherine N.
de la Torre, Beatriz G.
Govender, Thavendran
Kruger, Hendrik G.
El-Faham, Ayman
Albericio, Fernando
TOMBU and COMBU as Novel Uronium-Type Peptide Coupling Reagents Derived from Oxyma-B
title TOMBU and COMBU as Novel Uronium-Type Peptide Coupling Reagents Derived from Oxyma-B
title_full TOMBU and COMBU as Novel Uronium-Type Peptide Coupling Reagents Derived from Oxyma-B
title_fullStr TOMBU and COMBU as Novel Uronium-Type Peptide Coupling Reagents Derived from Oxyma-B
title_full_unstemmed TOMBU and COMBU as Novel Uronium-Type Peptide Coupling Reagents Derived from Oxyma-B
title_short TOMBU and COMBU as Novel Uronium-Type Peptide Coupling Reagents Derived from Oxyma-B
title_sort tombu and combu as novel uronium-type peptide coupling reagents derived from oxyma-b
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271478/
https://www.ncbi.nlm.nih.gov/pubmed/25412042
http://dx.doi.org/10.3390/molecules191118953
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