Incorporation of the α-mercapto acid unit into peptides

Ksenia Pumpor; Jan Spengler; Fernando Albericio; Alois Haas; Klaus Burger

doi:10.1055/s-2004-822341

Incorporation of the α-mercapto acid unit into peptides

Ksenia Pumpor, Jan Spengler, Fernando Albericio^*, Alois Haas, Klaus Burger

^*Corresponding author for this work

Institute of Biochemistry

4 Citations (Scopus)

Abstract

Incorporation of α-mercapto acid units into the backbone of potential drug candidates improves the metal ion complexing properties. So far, only the methodology for the N-terminal incorporation of mercapto acid units into peptides has been described. Now, we report on a modified strategy for the incorporation of the α-mercapto acid unit into any position of a peptide backbone starting from hexafluoroacetone-protected thiomalic acid. Concomitantly with the incorporation of the α-mercapto unit the direction of the peptide chain is inverted.

Original language	English
Journal	Synthesis
Issue number	7
Pages (from-to)	1088-1092
Number of pages	5
ISSN	0039-7881
DOIs	https://doi.org/10.1055/s-2004-822341
Publication status	Published - 06.05.2004

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This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Research Areas and Centers

Academic Focus: Center for Infection and Inflammation Research (ZIEL)

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Cite this

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abstract = "Incorporation of α-mercapto acid units into the backbone of potential drug candidates improves the metal ion complexing properties. So far, only the methodology for the N-terminal incorporation of mercapto acid units into peptides has been described. Now, we report on a modified strategy for the incorporation of the α-mercapto acid unit into any position of a peptide backbone starting from hexafluoroacetone-protected thiomalic acid. Concomitantly with the incorporation of the α-mercapto unit the direction of the peptide chain is inverted.",

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AU - Pumpor, Ksenia

AU - Spengler, Jan

AU - Albericio, Fernando

AU - Haas, Alois

AU - Burger, Klaus

PY - 2004/5/6

Y1 - 2004/5/6

N2 - Incorporation of α-mercapto acid units into the backbone of potential drug candidates improves the metal ion complexing properties. So far, only the methodology for the N-terminal incorporation of mercapto acid units into peptides has been described. Now, we report on a modified strategy for the incorporation of the α-mercapto acid unit into any position of a peptide backbone starting from hexafluoroacetone-protected thiomalic acid. Concomitantly with the incorporation of the α-mercapto unit the direction of the peptide chain is inverted.

AB - Incorporation of α-mercapto acid units into the backbone of potential drug candidates improves the metal ion complexing properties. So far, only the methodology for the N-terminal incorporation of mercapto acid units into peptides has been described. Now, we report on a modified strategy for the incorporation of the α-mercapto acid unit into any position of a peptide backbone starting from hexafluoroacetone-protected thiomalic acid. Concomitantly with the incorporation of the α-mercapto unit the direction of the peptide chain is inverted.

UR - https://www.scopus.com/pages/publications/2542426606

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DO - 10.1055/s-2004-822341

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JF - Synthesis

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ER -

Incorporation of the α-mercapto acid unit into peptides

Abstract

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