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TEO-GalNAc: MS Tag-Free Chemoenzymatic Enrichment and Relative Assessment of Tn/T Antigen Sialylation Occupancy via Ketone-Oxime Chemistry.

Created on 23 Jul 2026

Authors

Li Liu, Yinping Tian, Zhuo Zhang, Xuyang Yue, Liuqing Wen, Mingliang Ye, Hongqiang Qin

Published in

ACS chemical biology. Jul 22, 2026. Epub Jul 22, 2026.

Abstract

Tn/T antigens and their sialylated forms (STn/ST) are tumor-associated truncated O-glycans whose selective enrichment and MS analysis remain challenging due to limited enrichment efficiency and the MS-incompatible bulky tags in conventional chemoenzymatic enrichment methods. Here, we develop TEO-GalNAc (MS Tag-free Enrichment of O-GalNAc), a chemoenzymatic strategy that integrates ST6GalNAc1-catalyzed labeling with a ketone-modified CMP-sialic acid donor, reversible oxime capture, and mild acid-catalyzed tag removal prior to MS analysis. Using TEO-GalNAc, we identified 489 unique Tn/T glycopeptides from human serum and 1,068 unique Tn/T glycopeptides from Jurkat cell lysates, demonstrating the applicability of the workflow to complex biological samples. Importantly, this approach enables relative assessment of GalNAc-associated sialylation occupancy by comparing results with or without preservation of endogenous sialic acids prior to enzymatic tagging. Using this analytical framework, we observed differential labeling patterns between nonmetastatic MCF-7 and metastatic MDA-MB-231 cells, including distinct signals associated with several glycoproteins such as MUC1, GLU2B, MESD, and SEL1L. By enabling tag-removable chemoenzymatic enrichment and MS-compatible analysis of Tn/T-associated glycopeptides, TEO-GalNAc provides a complementary analytical strategy for studying truncated O-glycosylation in complex biological samples.

PMID:
42485155
Bibliographic data and abstract were imported from PubMed on 23 Jul 2026.

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