Proteomics

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Biomimetic activation enables direct functionalization with native sugars


ABSTRACT: We report a metal- and protecting-group-free strategy that enables the direct anomeric functionalization of unprotected monosaccharides and oligosaccharides in their native forms via glycosyl radical-based cross-coupling with various electrophiles under mild photoirradiation conditions. This approach eliminates the need for pre-installation and removal of protecting groups, solving an enduring problem in the field and providing a general platform to accelerate the preparation of robust carbo-, thio- and selenoglycosyl compounds in high regio- and stereo-selectivity. We also show that the protocol is amenable to the chemical synthesis of unprotected C-glycosylproteins in a post-translational manner that is complementary to the analogous biological O- and N-glycosylation processes. This dataset contains LCMS data of tryptic or LysC digests of PstS, PanC, histone, and SSβG proteins selectively modified by either Mannose, Galactose, or N-Acetylgalactosamine. In total, 7 LCMS files are presented along with the results of the identification by MSFragger, corresponding to the variants of the proteins with different modifications.

INSTRUMENT(S): Q Exactive

ORGANISM(S): Escherichia Coli

SUBMITTER: Nikita Levin  

LAB HEAD: Benjamin Guy Davis

PROVIDER: PXD046389 | Pride | 2024-08-10

REPOSITORIES: Pride

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Publications


Naturally occurring (native) sugars and carbohydrates contain numerous hydroxyl groups of similar reactivity<sup>1,2</sup>. Chemists, therefore, rely typically on laborious, multi-step protecting-group strategies<sup>3</sup> to convert these renewable feedstocks into reagents (glycosyl donors) to make glycans. The direct transformation of native sugars to complex saccharides remains a notable challenge. Here we describe a photoinduced approach to achieve site- and stereoselective chemical glycos  ...[more]

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