Structure of a streptococcal adhesion carbohydrate receptor
- National Institute of Dental Research, Bethesda, MD (USA)
Interactions between complementary protein and carbohydrate structures on different genera of human oral bacteria have been implicated in the formation of dental plaque. The carbohydrate receptor on Streptococcus sanguis H1 that is specific for the adhesion on Capnocytophaga ochracea ATCC 33596 has been isolated from the streptococcal cell wall, purified, and structurally characterized. The hexasaccharide repeating unit of the polysaccharide was purified by reverse-phase, amino-bonded silica, and gel permeation high performance liquid chromatography. Earlier studies established that the repeating unit was a hexasaccharide composed of rhamnose, galactose, and glucose in the ration of 2:3:1, respectively. In the present study, determination of absolute configuration by gas chromatography of the trimethylsilyl (+)-2-butyl glycosides revealed that the rhamnose residues were of the L configuration while the hexoses were all D. 252Californium plasma desorption mass spectrometry of the native, the acetylated and the reduced and acetylated hexasaccharide determined that the molecular mass of the native hexasaccharide was 959, and that the 2 rhamnose residues were linked to each other at the nonreducing terminus of the linear molecule. Methylation analysis revealed the positions of the glycosidic linkages in the hexasaccharide and showed that a galactose residue was present at the reducing end. The structural characterization of the hexasaccharide was completed by one and two dimensional 1H and 13C NMR spectroscopy. Complete 1H and 13C assignments for each glycosyl residue were established by two-dimensional (1H,1H) correlation spectroscopy, homonuclear Hartmann-Hahn, and (13C,1H) correlation experiments. The configurations of the glycosidic linkages were inferred from the chemical shifts and coupling constants of the anomeric 1H and 13C resonances.
- OSTI ID:
- 6795661
- Journal Information:
- Journal of Biological Chemistry; (USA), Vol. 265:24; ISSN 0021-9258
- Country of Publication:
- United States
- Language:
- English
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CARBOHYDRATES
RECEPTORS
MOLECULAR STRUCTURE
ACETYLATION
ADHESION
CALIFORNIUM 252
CARBON 13
CHEMICAL COMPOSITION
CHEMICAL SHIFT
GAS CHROMATOGRAPHY
LIQUID COLUMN CHROMATOGRAPHY
MASS SPECTROSCOPY
NMR SPECTRA
NUCLEAR MAGNETIC RESONANCE
PROTONS
STREPTOCOCCUS
TRACER TECHNIQUES
ACTINIDE ISOTOPES
ACTINIDE NUCLEI
ACYLATION
ALPHA DECAY RADIOISOTOPES
BACTERIA
BARYONS
CALIFORNIUM ISOTOPES
CARBON ISOTOPES
CHEMICAL REACTIONS
CHROMATOGRAPHY
ELEMENTARY PARTICLES
EVEN-EVEN NUCLEI
EVEN-ODD NUCLEI
FERMIONS
HADRONS
HEAVY NUCLEI
ISOTOPE APPLICATIONS
ISOTOPES
LIGHT NUCLEI
MAGNETIC RESONANCE
MEMBRANE PROTEINS
MICROORGANISMS
NUCLEI
NUCLEONS
ORGANIC COMPOUNDS
PROTEINS
RADIOISOTOPES
RESONANCE
SEPARATION PROCESSES
SPECTRA
SPECTROSCOPY
STABLE ISOTOPES
YEARS LIVING RADIOISOTOPES
550201* - Biochemistry- Tracer Techniques