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Stability of peptide amides under high pressure

The effects of pressure on two-model peptide amides have been analysed since the modifications in those groups are usually related to changes in protein/peptide functionality. Pressure accelerated the hydrolysis at the C-terminal amide of the dipeptide H-Leu-Gly-NH2, producing the diketopiperazine c...

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Main Authors: Corrales Moreno, Margarita (Author) , Fernández, Avelina (Author) , Butz, Peter (Author) , Stärke, Joachim (Author) , Pfaff, E. (Author) , Wiesmüller, K. H. (Author) , Tauscher, Bernhard (Author)
Format: Article (Journal)
Language:English
Published: 03 Apr 2007
In: High pressure research
Year: 2007, Volume: 27, Issue: 1, Pages: 17-22
ISSN:1477-2299
DOI:10.1080/08957950601079801
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1080/08957950601079801
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Author Notes:M. Corrales, A. Fernández García, P. Butz, J. Stärke, E. Pfaff, K.H. Wiesmüller, B. Tauscher

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520 |a The effects of pressure on two-model peptide amides have been analysed since the modifications in those groups are usually related to changes in protein/peptide functionality. Pressure accelerated the hydrolysis at the C-terminal amide of the dipeptide H-Leu-Gly-NH2, producing the diketopiperazine cLG that might have a biological role. Furthermore, pressure accelerated the deamidation of the asparagine residue in the oligopeptide H-Val-Pro-Gly-Val-Gly-Asn-Gly-Val-Pro-Gly-Val-Gly-OH containing an Asn-Gly sequence, probably via a cyclic imide intermediate, producing a peptide with aspartic acid. The reported pressure-induced modifications in amide groups were slow under the considered conditions (600-800 MPa, 60-80 °C). Effects under parameters closer to pressure-assisted thermal sterilization remain to be investigated. 
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