The use of mass spectrometry in peptide chemistry

P.A. Leclercq, P.A. White, K. Hägele, D.M. Desiderio

Research output: Chapter in Book/Report/Conference proceedingConference contributionAcademicpeer-review


A review with 16 refs. Methods are detailed for derivatizing peptides (mg quantities) in order to provide sufficient volatility for mass spectrometry (at least 10-5 mm vapor pressure at 300 Deg is required). Three steps are used in producing the desired derivs.: (a) arginine side chains are converted to dimethylpyrimidyl ornithine by reaction with acetylacetone; (b) free amino groups are acetylated by reaction with Ac2O in order to avoid quaternization during permethylation; and (c) N, O, S permethylation is used to replace all H atoms not bound to C with a Me group by reacting the peptide with methylsulfinylmethide carbanion (DMSO-) to produce a peptide polyanion and then by adding MeI for methylation. With each mass spectrum obtained, the amino acid sequence is derived via a computer program similar to that of K. Biemann, et al. (1966). [on SciFinder (R)]
Original languageEnglish
Title of host publicationChemistry and biology of peptides : proceedings of the third American peptide symposium
EditorsJ. Meienhofer
Place of PublicationAnn Arbor
PublisherAnn Arbor Science Publishers
ISBN (Print)0-250-40001-4
Publication statusPublished - 1972


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