@article{7af3b5347c094ec49d2ff0d04e5a7cd1,
title = "Kinetic Studies of Acetyl Group Migration between the Saccharide Units in an Oligomannoside Trisaccharide Model Compound and a Native Galactoglucomannan Polysaccharide",
abstract = "Acyl group migration is a fundamental phenomenon in carbohydrate chemistry, recently shown to take place also between two non-adjacent hydroxyl groups, across the glycosidic bond, in a β-(1→4)-linked mannan trisaccharide model compound. With the central mannoside unit containing acetyl groups at the O2 and O3 positions, the O2-acetyl was in the earlier study shown to migrate to O6 of the reducing end. Potential implications of the general acyl migration process on cell signaling events and plant growth in nature are intriguing open questions. In the present work, migration kinetics in this original trisaccharide model system were studied in more detail together with potential interactions of the model compound and the migration products with DC-SIGN lectin. Furthermore, we demonstrate here for the first time that similar migration may also take place in native polysaccharides, here represented by galactoglucomannan from Norway spruce.",
keywords = "acyl migration, C-type lectin, carbohydrates, DC-SIGN, galactoglucomannan",
author = "Robert Lassfolk and Sara Bertuzzi and Ana Ard{\'a} and Johan W{\"a}rn{\aa} and Jes{\'u}s Jim{\'e}nez-Barbero and Reko Leino",
note = "Funding Information: The authors thank the Magnus Ehrnrooth foundation and Waldemar von Frenckells foundation. The authors acknowledge the European Research Council for financial support (ERC‐2017‐AdG, project number 788143‐RECGLYCA NMR) and the Agencia Estatal de Investigaci{\'o}n (Spain) for project RTI2018‐094751‐B‐C21 (to JJB). The authors would also like to thank Filip Ekholm for help with HRMS and Jani Rahkila for assistance with NMR spectroscopy. Funding Information: The authors thank the Magnus Ehrnrooth foundation and Waldemar von Frenckells foundation. The authors acknowledge the European Research Council for financial support (ERC-2017-AdG, project number 788143-RECGLYCA NMR) and the Agencia Estatal de Investigaci?n (Spain) for project RTI2018-094751-B-C21 (to JJB). The authors would also like to thank Filip Ekholm for help with HRMS and Jani Rahkila for assistance with NMR spectroscopy. Publisher Copyright: {\textcopyright} 2021 The Authors. ChemBioChem published by Wiley-VCH GmbH",
year = "2021",
month = aug,
day = "18",
doi = "10.1002/cbic.202100374",
language = "English",
volume = "22",
pages = "2986--2995",
journal = "ChemBioChem",
issn = "1439-4227",
publisher = "Wiley-VCH Verlag",
number = "20",
}