Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Associated disease: infection due to Streptococcus pneumoniae [ICD11:
XN3PW 
]
The structure was elucidated in this paperNCBI PubMed ID: 11744630Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: bpinto
sfu.ca
Institutions: Department of Chemistry, Simon Fraser University, British Columbia, V5A 1S6, Burnaby, Canada
The synthesis and conformational analysis of a pentasaccharide corresponding to a fragment of the cell-wall polysaccharide (CWPS) of the bacteria Streptococcus Group A are described. The polysaccharide consists of alternating α-(1→2)- and α-(1→3)-linked L- rhamnopyranose (Rhap) residues with branching 2-acetamido-2-deoxy-D-glucopyranose (GlcpNAc) residues linked β-(1→3) to alternate rhamnose rings. The pentasaccharide is of interest as a possible terminal unit on the CWPS, for use in a vaccine. The syntheses employed a trichloroacetimidate glycosyl donor. Molecular dynamics (MD) calculations of the pentasaccharide with the force fields CVFF and PARM22, both in gas phase and with explicit water present, gave different predictions for the flexibility and preferred conformational space. Metropolis Monte Carlo (MMC) calculations with the HSEA force field were also performed. Experimental data were obtained from 1D transient NOE measurements. Complete build-up curves were compared to those obtained by full relaxation matrix calculations in order to derive a model of the conformation. Overall, the best fit between experimental and calculated data was obtained with MMC simulations using the HSEA force field. Molecular dynamics and MMC simulations of a tetrasaccharide corresponding to the Group A-variant polysaccharide, which differs in structure from Group A in lacking the GlcpNAc residues, were also performed for purposes of comparison
conformation, synthesis, structure, tetrasaccharide, chemistry, phase, terminal, polysaccharide, Streptococcus, analysis, group, linked, molecular, water, conformational, dynamics, molecular dynamics, bacteria, cell wall, conformational analysis, calculation, fragment, pentasaccharide, rhamnose, glycosyl, comparison, measurement, vaccine, experimental, simulation, NOE, relaxation, cell wall polysaccharide, model, order, use, ring, flexibility, force field, HSEA, matrix, Monte Carlo, prediction, transient
Structure type: oligomer
Location inside paper: Scheme 3
Trivial name: part of the cell wall polysaccharide
Contained glycoepitopes: IEDB_127513,IEDB_131174,IEDB_133754,IEDB_135813,IEDB_136105,IEDB_137340,IEDB_141807,IEDB_143254,IEDB_151531,IEDB_225177,IEDB_885823
Methods: NMR-2D
Synthetic data: chemical
3D data: conformation data
NCBI Taxonomy refs (TaxIDs): 1313Reference(s) to other database(s): GlycomeDB:
25643
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
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