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Eur. J. Mass Spectrom. 7, 259 - 266 (2001)

Characterization of betidamino acid-containing somatostatin and gonadotropin-releasing hormone analogs with electrospray mass spectrometry and tandem mass spectrometry

A. Grey Craig,* Ryan DeBoard, Dean Kirby, Guangcheng Jiang, Steven C. Koerber and Jean E. Rivier
The Clayton Foundation Laboratories for Peptide Biology, The Salk Institute, La Jolla, CA 92037, USA. E-mail:

ABSTRACT:
We report the electrospray mass spectra and tandem mass (MS/MS) spectra of a series of chemically-stable somatostatin (SRIF) and gonadotropin-releasing hormone (GnRH) analogs which incorporate acylated or alkylated/acylated aminoglycine residues (betidamino acids) into their structure. In the case of SRIF, we compare the betidamino acid-containing analogs with the equivalent peptide without the betide-type linkage. We observe significant differences in the fragmentation patterns of each class of compound. We extend this study by comparing a variety of different betidamino acid-containing GnRH analogs to investigate the effects of different acyl groups, chirality and methylation of the side-chain nitrogen of amino glycine on the gas-phase stability of these protonated peptide molecules.

Keywords: modified peptide, betidamino, somatostatin, gonadotropin-releasing hormone, electrospray, tandem mass spectrometry

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