REVEALING STRUCTURE-REPORTING PATTERNS OF PYRUVYLATION EFFECTS ON ¹³C NMR CHEMICAL SHIFTS IN NATURAL SACCHARIDES

P.V. Toukach^a,b, N.S. Smirnova^a, E.L. Zdorovenko^a, K.S. Egorova^a

^aN.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russia
^bNational Research University Higher School of Economics, Faculty of Chemistry, 117312 Moscow, Russia

KEYWORDS: pyruvylation effect; pyruvylated saccharide; database; ¹³C NMR

Analytical Chemistry, 2026, т. 98(15), стр. 10988-10996

DOI: 10.1021/acs.analchem.5c06483, PMID:41940586

Pyruvylation is one of the immunochemically relevant modifications of O-antigens in bacterial and fungal cells. Therefore, fast and relatively simple analytical methods for identifying this modification are highly demanded. ¹³C NMR spectroscopy is the best candidate for this purpose, but its successful application requires using reference structures and reliable databases. In this work, we collected the available data on the impact of pyruvylation on ¹³C chemical shifts of monosaccharides in natural glycans from the Carbohydrate Structure Database (CSDB) and analyzed them to reveal characteristic patterns of effects that can be further employed for detection and localization of pyruvate residues in carbohydrate structures. The obtained dataset was set as a reference for the statistical chemical shift prediction algorithm built in CSDB for the purpose of eliminating simulation errors originating from irrelevant reference selection due to the lack of data.

Наука : CSDB

Публикации : прочее

Дом : Наука