𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Mass spectrometric determination of N-terminal tryptophan and N-terminal histidine in peptides

✍ Scribed by K. Jayasimhulu; R. A. Day

Publisher
John Wiley and Sons
Year
1980
Tongue
English
Weight
408 KB
Volume
7
Category
Article
ISSN
1076-5174

No coin nor oath required. For personal study only.

✦ Synopsis

The successful utilization of Schiff base peptide ester derivatives in sequence elucidation of peptides by mass spectrometry led to the study of N-terminal tryptophyl and histidyl peptides. We had earlier reported the formation of cyclization products when N-prolyl peptide esters had reacted with Schiff base forming reagents. We observed that the reaction of aldehydes with N-terminal tryptophyl peptide esters gave cyclization and subsequent dehydrogenation products which were found to be substituted P-carbolines (9H-pyrido(3,4-b)indoles) formed by Mannich type condensation. The molecular ion and many of the expected sequence identifying peaks were prominent in the mass spectra. The facile pyrolysis products of these peptide derivatives also indicated the presence of P-carbolines and substituted P-carbolines. In a similar fashion peptides with N-terminal histidine gave lH-pyrid0(4,5-c)imidazoles.

πŸ“œ SIMILAR VOLUMES

Identification of N-terminal tryptophan
Identification of N-terminal tryptophan in peptides
✍ J.R. Giglio πŸ“‚ Article πŸ“… 1977 πŸ› Elsevier Science 🌐 English βš– 168 KB

## Identification of N-terminal Tryptophan in Peptides Because of its complete destruction during the usual hydrolysis of peptides or of dansyl (5-dimethylamino-I-naphthalenesulfonyl) peptides with 6 N HCl, tryptophan or dansyl-tryptophan (DNS-tryptophan) may not be identified after this treatment

Peptide sequencing through N-terminal ph
Peptide sequencing through N-terminal phosphonylation and electrospray ionization mass spectrometry
✍ Jiangyin Bao; Huiwang Ai; Hua Fu; Yuyang Jiang; Yufen Zhao; Cheng Huang πŸ“‚ Article πŸ“… 2005 πŸ› John Wiley and Sons 🌐 English βš– 125 KB

## Abstract Peptides were phosphonylated at their N‐termini by reacting with ethoxyphenylphosphinate in the presence of triethylamine and tetrachloromethane under mild conditions. The phosphonylated peptides were analyzed by tandem electrospray ionization mass spectrometry. N‐Terminal phosphonylati