Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Associated disease: infection due to Enterococcus faecalis [ICD11:
XN2H4 
]
NCBI PubMed ID: 34513924Publication DOI: 10.3389/fmolb.2021.719396Journal NLM ID: 101653173Publisher: Lausanne: Frontiers Media S.A.
Correspondence: Alexey G. Gerbst <alger
ioc.ac.ru>; Nikolay E. Nifantiev <nen
ioc.ac.ru>
Institutions: Laboratory of Glycoconjugate Chemistry, N.D. Zelinsky Institute of Organic Chemistry RAS, Moscow, Russia
Unlike pyranoside cycles which are generally characterized by strictly defined conformational preferences, furanosides are flexible and may adopt a wide range of available conformations. During our previous studies, conformational changes of galactofuranoside cycles upon total sulfation were described computationally, using a simple Hartree-Fock (HF) method, and principal conformers of the 5-membered galactose ring were revealed. However, in the case of more complex disaccharide structures, it was found that this method and the widely applied DFT-B3LYP produced results that deviated from experimental evidence. In this study, other DFT functionals (PBE0 and double hybrid B2PLYP) along with RI-MP2 are employed to study the conformational behavior of the galactofuranoside ring. Reinvestigation of galactofuranosides with a lactic acid substituent at O-3 revealed that changes in the orientation of lactic acid residue at O-3 might induce conformational changes of the furanoside cycle. Such findings are important for further modeling of carbohydrate-protein interaction.
conformations, DFT, MP2, shielding constants, substituted galactofuranosides
Structure type: polymer chemical repeating unit
Location inside paper: Fig. 2B
Trivial name: diheteroglycan (DHG)
Compound class: CPS
Contained glycoepitopes: IEDB_136095,IEDB_137472,IEDB_142488,IEDB_146664,IEDB_190606,IEDB_983931,SB_192
Methods: 1H NMR, conformation analysis, DFT computations, RI-MP2 calculations
Comments, role: published polymerization frame was shifted for conformity with other records
3D data: molecular modeling
NCBI Taxonomy refs (TaxIDs): 1351
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
report error