Efficient Esterification of Oxidized l-Glutathione and Other Small Peptides

Emily R Vogel; William Jackson; Douglas S Masterson

doi:10.3390/molecules200610487

Efficient Esterification of Oxidized l-Glutathione and Other Small Peptides

Molecules. 2015 Jun 8;20(6):10487-95. doi: 10.3390/molecules200610487.

Authors

Emily R Vogel¹, William Jackson², Douglas S Masterson³

Affiliations

¹ Department of Chemistry and Biochemistry, the University of Southern Mississippi, 118 College Drive #5043, Hattiesburg, MS 39406, USA. emily.vogel@eagles.usm.edu.
² Department of Chemistry and Biochemistry, the University of Southern Mississippi, 118 College Drive #5043, Hattiesburg, MS 39406, USA. william.r.jackson@eagles.usm.edu.
³ Department of Chemistry and Biochemistry, the University of Southern Mississippi, 118 College Drive #5043, Hattiesburg, MS 39406, USA. douglas.masterson@usm.edu.

Abstract

Oxidized l-glutathione was esterified to the tetra methyl ester using thionyl chloride in methanol solvent. Other alcohols were tested and the reaction progress was monitored via ESI-MS. This procedure proved to be compatible with other small peptides not containing serine and cysteine residues. In contrast to previously reported methods this procedure provided convenient access to esterified peptides requiring no purification, extended reaction times, or complicated reaction setups.

Keywords: amino acids; carboxylic acids; esterification; esters; peptide esterification.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Esterification
Glutathione Disulfide / chemistry*
Peptides / chemistry*

Substances

Peptides
Glutathione Disulfide