𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Electron ionization mass spectrometric study of monomeric models of O-polysaccharides of Vibrio cholerae O:1, serotypes Ogawa and Inaba

✍ Scribed by Vladimír Kováčik; Vladimír Pätoprstý; Pentti Oksman; Robert Mistrík; Pavol Kováč

Publisher
John Wiley and Sons
Year
2003
Tongue
English
Weight
184 KB
Volume
38
Category
Article
ISSN
1076-5174

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Fragmentation mechanisms of electron ionization (EI) mass spectrometry of the title compounds have been elucidated by high‐resolution (HR) mass spectrometric measurements of the elemental composition and measurements of the metastable transitions (B^2^/E, CID). The experimental results were interpreted with the help of Mass Frontier 3.0 software, which aided the elucidation of fragmentation mechanisms and helped to deduce structures of the ions formed. Characteristic under the conditions of EI‐MS measurement was the production of protonated adducts. Three distinct pathways observed include the formation of oxonium type ions, the conjugated transfer of electrons in the pyranose ring, and cleavage of the acylamide side chains. By applying the results obtained, the molecular mass, as well as the structures of both the saccharide and acylamide side chain involved in related substances, can be determined. Copyright © 2003 John Wiley & Sons, Ltd.

📜 SIMILAR VOLUMES

Glycation sites in neoglycoglycoconjugat
Glycation sites in neoglycoglycoconjugates from the terminal monosaccharide antigen of the O-PS of Vibrio cholerae O1, serotype Ogawa, and BSA revealed by matrix-assisted laser desorption–ionization tandem mass spectrometry
✍ Farid Jahouh; Rina Saksena; Donatella Aiello; Anna Napoli; Giovanni Sindona; Pav 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 English ⚖ 562 KB

## Abstract We present the MALDI‐TOF/TOF‐MS analyses of various hapten–bovine serum albumin (BSA) neoglycoconjugates obtained by squaric acid chemistry coupling of the spacer‐equipped, terminal monosaccharide of the O‐specific polysaccharide of __Vibrio cholerae__ O1, serotype Ogawa, to BSA. These

Synthesis of the methyl α-glycosides of
Synthesis of the methyl α-glycosides of a di-, tri-, and a tetra-saccharide fragment mimicking the terminus of the O-polysaccharide of Vibrio cholerae 0:1, serotype Ogawa
✍ Ping-sheng Lei; Yuji Ogawa; Pavol Kováč 📂 Article 📅 1996 🏛 Elsevier Science 🌐 English ⚖ 861 KB

Methyl 4-(3-deoxy-L-glycero-tetronamido)-4,6-dideoxy-2-O-methyl-alpha-D- mannopyranoside was acetylated, and the fully protected methyl glycoside was treated with dichloromethyl methyl ether-ZnCl2 (DCMME-ZnCl2) reagent to give 3-O-acetyl-4-(2,4-di-O-acetyl-3- deoxy-L-glycero-tetronamido)-4,6-dideoxy

Synthesis and crystal structure of methy
Synthesis and crystal structure of methyl 4,6-dideoxy-4-(3-deoxy-l-glycero-tetronamido) - 2-O-methyl-α-d-mannopyranoside, the methyl α-glycoside of the terminal unit, and presumed antigenic determinant, of the O-specific polysaccharide of Vibrio cholerae O:1, serotype Ogawa
✍ Ping-sheng Lei; Yuji Ogawa; Judith L. Flippen-Anderson; Pavol Kováĉ 📂 Article 📅 1995 🏛 Elsevier Science 🌐 English ⚖ 636 KB

Methyl 4-azido-4,6-dideoxy-3-O-benzyl-ct-D-mannopyranoside and its analogous 3-O-(4methoxybenzyl) derivative were methylated and the 2-O-methyl derivatives formed were convetted into methyl 4-amino-4,6-dideoxy-2-O-methyl-a-o-mannopyranoside. Reaction of the latter with 3-deoxy-L-glycero-tetronolacto