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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)

NCBI PubMed ID: 31546751
Publication DOI: 10.3390/molecules24193441
Journal NLM ID: 100964009
Publisher: Basel, Switzerland: MDPI
Correspondence: Agata.Zykwinska

ifremer.fr.Ifremer
Institutions: INRA, UR1268 Biopolymeres Interactions Assemblages, F-44300 Nantes, France, Ifremer, Laboratoire Ecosystèmes Microbiens et Molécules Marines pour les Biotechnologies, F-44311 Nantes, France, Université de Nantes, CNRS, Chimie et Interdisciplinarité: Synthèse, Analyse, Modélisation (CEISAM), UMR CNRS 6230, Faculté des Sciences et des Techniques, F-44322 Nantes, France

Bacteria from deep-sea hydrothermal vents constitute an attractive source of bioactive molecules. In particular, exopolysaccharides (EPS) produced by these bacteria become a renewable source of both biocompatible and biodegradable molecules. The low molecular weight (LMW) derivatives of the GY785 EPS produced by the deep-sea hydrothermal vent strain Alteromonas infernus have previously displayed some biological properties, similar to those of glycosaminoglycans (GAG), explored in cancer and tissue engineering. These GAG-mimetic derivatives are obtained through a free radical depolymerization process, which could, however, affect their structural integrity. In a previous study, we have shown that A. infernus produces depolymerizing enzymes active on its own EPS. In the present study, an enzymatic reaction was optimized to generate LMW derivatives of the GY785 EPS, which could advantageously replace the present bioactive derivatives obtained by a chemical process. Analysis by mass spectrometry of the oligosaccharide fractions released after enzymatic treatment revealed that mainly a lyase activity was responsible for the polysaccharide depolymerization. The repeating unit of the GY785 EPS produced by enzyme cleavage was then fully characterized.

structural analysis, exopolysaccharides, mass spectrometry, Alteromonas infernus, deep-sea bacterium, enzymatic depolymerization, glycosaminoglycan-mimetic, wild-type strain

Structure type: polymer chemical repeating unit
Location inside paper: fig.1, GY785 EPS
Trivial name: infernan
Compound class: EPS
Contained glycoepitopes: IEDB_115136,IEDB_136906,IEDB_137472,IEDB_140630,IEDB_141794,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_190606,IEDB_423153,IEDB_983931,SB_192,SB_7

Methods: composition analysis, PAGE, enzymatic assay, GC-FID, HPSEC-MALS, UHPLC-MS, He-CTD-MS/MS

NCBI Taxonomy refs (TaxIDs): 179275
Reference(s) to other database(s): GTC:G33666QQ, GlycomeDB:27442
Show glycosyltransferases

There is only one chemically distinct structure:

[*]O[C@@H]1[C@@H](CO)O[C@@H](O[C@H]2[C@@H](C(=O)O)O[C@H](O[C@H]3[C@@H](CO)O[C@H]([*])[C@H](O)[C@H]3O)[C@H](OS(=O)(=O)O)[C@H]2O[C@@H]2O[C@H](C(=O)O)[C@@H](O[C@@H]3O[C@H](C(=O)O)[C@@H](O[C@H]4O[C@H](CO[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O

SVG MW SMILES 3D mol Ionize