Abstract
Tert- butylation of tryptophan (2, 5, 7- tri tertiary butyl tryptophan), formed during acidolytic cleavage of synthetic peptides Ac-KLVYWAE-CONH2 (A-YW) and Ac-KLVWWAE-CONH2 (A-WW), that are analogs of the fragment of Alzheimers β-amyloid peptide Ac-KLVFFAE-CONH2, during solid-phase peptide synthesis, was characterized by matrix- assisted laser desorption/ionization time of flight/time of flight (MALDI TOF/TOF) mass spectrometry. Crude peptide was fractionated by high performance liquid chromatography. Peptide fractions were sequenced and modified tryptophan was determined with the help of MALDI TOF/TOF mass spectra. Thus, it is possible to pinpoint the particular tryptophan residue that undergoes modification during synthesis of peptides containing multiple tryptophan residues.
Keywords: Tryptophan modification, peptide sequence, MALDI TOF/TOF, posttranslational modifications, acetylation
Protein & Peptide Letters
Title: Characterization of Chemical Modification of Tryptophan by Matrix-Assisted Laser Desorption/Ionization Mass Spectrometry
Volume: 17 Issue: 2
Author(s): C. Sivakama Sundari, K. Chakraborty, R. Nagaraj and M. V. Jagannadham
Affiliation:
Keywords: Tryptophan modification, peptide sequence, MALDI TOF/TOF, posttranslational modifications, acetylation
Abstract: Tert- butylation of tryptophan (2, 5, 7- tri tertiary butyl tryptophan), formed during acidolytic cleavage of synthetic peptides Ac-KLVYWAE-CONH2 (A-YW) and Ac-KLVWWAE-CONH2 (A-WW), that are analogs of the fragment of Alzheimers β-amyloid peptide Ac-KLVFFAE-CONH2, during solid-phase peptide synthesis, was characterized by matrix- assisted laser desorption/ionization time of flight/time of flight (MALDI TOF/TOF) mass spectrometry. Crude peptide was fractionated by high performance liquid chromatography. Peptide fractions were sequenced and modified tryptophan was determined with the help of MALDI TOF/TOF mass spectra. Thus, it is possible to pinpoint the particular tryptophan residue that undergoes modification during synthesis of peptides containing multiple tryptophan residues.
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Cite this article as:
Sundari Sivakama C., Chakraborty K., Nagaraj R. and Jagannadham V. M., Characterization of Chemical Modification of Tryptophan by Matrix-Assisted Laser Desorption/Ionization Mass Spectrometry, Protein & Peptide Letters 2010; 17 (2) . https://dx.doi.org/10.2174/092986610790225969
DOI https://dx.doi.org/10.2174/092986610790225969 |
Print ISSN 0929-8665 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5305 |
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