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Robijn GW, Imberty A, van den Berg DJC, Ledeboer AM, Kamerling JP, Vliegenthart JFG, Perez S
Predicting helical structure of the exopolysaccharide produced by Lactobacillus sakei 0-1
Carbohydrate Research 288 (1996)
57-74
a-L-Rhap-(1-3)-+
|
-4)-b-D-Glcp-(1-4)-a-D-Glcp-(1-3)-b-L-Rhap-(1-
|
b-D-Glcp-(1-6)-+ |
Show graphically |
Lactobacillus sakei 0-1
(previously named: Lactobacillus sake 0-1)
(Ancestor NCBI TaxID 1599,
species name lookup)
Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
NCBI PubMed ID: 8765727Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Bijvoet Center, Department of Bio-Organic Chemistry, Utrecht University, Utrecht, The Netherlands, lnjdnierie Moleculaire, lnstitut National de la Recherche Agronomique, BP 1627, 44316 Nates Cdex 03, France, Laborotoire de Synthese Organique - CNRS, Foculte des Sciences, 2 Rue de la Houssiniere, 44072 Nantes, Cedex 03, France, Unilever Research Laboratarv Vlaardingen, P.O. Box 114, NL-3130 AC Vlaardingen, The Netherlands
The viscous exopolysaccharide (EPS) produced by Lactobacillus sakei 0- 1 is a high molecular mass polymer (Mm 6 x 10(6) Da) consisting of pentasaccharide repeating units with a composition of D-glucose, L-rhamnose, and sn-glycerol 3-phosphate in molar ratios of 3:2:1. One of the rhamnose residues in the repeating unit is partially 2-O-acetylated. The O-deacetylated, deglycerophosphorylated EPS has been investigated by molecular mechanics calculations. A complete conformational analysis of each of the constituent disaccharide fragments has been performed using the flexible residue approach with the MM3(92) force field. Furthermore, using the same force field, CICADA analyses were accomplished on hexa- and octasaccharide substructure of the polysaccharide. Based on these analyses, insight was obtained into nine conformational minima for the polysaccharide. The low energy conformations found by CICADA were extrapolated to regular polysaccharide structures using a polysaccharide builder program. The generated helices exhibit either 2-fold or 3- or 4-fold right-handed chiralities, and in each case the helices are highly extended
conformation, structure, phosphate, Lactic acid bacteria, exopolysaccharide, molecular modeling, calculation, Lactobacillus, molecular mass, Molecular mechanics, O-acetyl, teichoic acid-like, glycerol, helical, Helical structures
Structure type: polymer chemical repeating unit
Location inside paper: p.60
Compound class: EPS
Contained glycoepitopes: IEDB_136105,IEDB_141806,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: NMR, MM3 force field, computation with CICADA
Biological activity: In the food industry, bacterial exopolysaccharides (EPSs) are extensively used as thickening, gelling, and stabilizing agents
Comments, role: the O-deacetylated, deglycerophosphorylated exopolysaccharide of Lactobacillus sakei 0-1
3D data: computer modeling,conformation data,dynamics
Related record ID(s): 4439, 4440, 118500
NCBI Taxonomy refs (TaxIDs): 1599Reference(s) to other database(s): GTC:G29309KX, GlycomeDB:
6891
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There is only one chemically distinct structure:
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Robijn GW, Imberty A, van den Berg DJC, Ledeboer AM, Kamerling JP, Vliegenthart JFG, Perez S
Predicting helical structure of the exopolysaccharide produced by Lactobacillus sakei 0-1
Carbohydrate Research 288 (1996)
57-74
a-L-Rhap-(1-3)-+
|
b-L-Rhap-(1-4)-b-D-Glcp-(1-4)-a-D-Glcp-(1-3)-b-L-Rhap-(1-1)-Me
|
b-D-Glcp-(1-6)-+ |
Show graphically |
Lactobacillus sakei 0-1
(previously named: Lactobacillus sake 0-1)
(Ancestor NCBI TaxID 1599,
species name lookup)
Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
NCBI PubMed ID: 8765727Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Bijvoet Center, Department of Bio-Organic Chemistry, Utrecht University, Utrecht, The Netherlands, lnjdnierie Moleculaire, lnstitut National de la Recherche Agronomique, BP 1627, 44316 Nates Cdex 03, France, Laborotoire de Synthese Organique - CNRS, Foculte des Sciences, 2 Rue de la Houssiniere, 44072 Nantes, Cedex 03, France, Unilever Research Laboratarv Vlaardingen, P.O. Box 114, NL-3130 AC Vlaardingen, The Netherlands
The viscous exopolysaccharide (EPS) produced by Lactobacillus sakei 0- 1 is a high molecular mass polymer (Mm 6 x 10(6) Da) consisting of pentasaccharide repeating units with a composition of D-glucose, L-rhamnose, and sn-glycerol 3-phosphate in molar ratios of 3:2:1. One of the rhamnose residues in the repeating unit is partially 2-O-acetylated. The O-deacetylated, deglycerophosphorylated EPS has been investigated by molecular mechanics calculations. A complete conformational analysis of each of the constituent disaccharide fragments has been performed using the flexible residue approach with the MM3(92) force field. Furthermore, using the same force field, CICADA analyses were accomplished on hexa- and octasaccharide substructure of the polysaccharide. Based on these analyses, insight was obtained into nine conformational minima for the polysaccharide. The low energy conformations found by CICADA were extrapolated to regular polysaccharide structures using a polysaccharide builder program. The generated helices exhibit either 2-fold or 3- or 4-fold right-handed chiralities, and in each case the helices are highly extended
conformation, structure, phosphate, Lactic acid bacteria, exopolysaccharide, molecular modeling, calculation, Lactobacillus, molecular mass, Molecular mechanics, O-acetyl, teichoic acid-like, glycerol, helical, Helical structures
Structure type: oligomer
Location inside paper: p.60
Contained glycoepitopes: IEDB_136105,IEDB_141806,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: NMR, MM3 force field, computation with CICADA
Biological activity: In the food industry, bacterial exopolysaccharides (EPSs) are extensively used as thickening, gelling, and stabilizing agents
Comments, role: hexasaccharide fragment of the O-deacetylated, deglycerophosphorylated exopolysaccharide of Lactobacillus sakei 0-1
3D data: computer modeling,conformation data,dynamics
Related record ID(s): 4352, 4440
NCBI Taxonomy refs (TaxIDs): 1599Reference(s) to other database(s): GlycomeDB:
26310
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There is only one chemically distinct structure:
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Robijn GW, Imberty A, van den Berg DJC, Ledeboer AM, Kamerling JP, Vliegenthart JFG, Perez S
Predicting helical structure of the exopolysaccharide produced by Lactobacillus sakei 0-1
Carbohydrate Research 288 (1996)
57-74
b-D-Glcp-(1-4)-+ a-L-Rhap-(1-3)-+
| |
a-L-Rhap-(1-3)-b-L-Rhap-(1-4)-b-D-Glcp-(1-4)-a-D-Glcp-(1-3)-b-L-Rhap-(1-1)-Me |
Show graphically |
Lactobacillus sakei 0-1
(previously named: Lactobacillus sake 0-1)
(Ancestor NCBI TaxID 1599,
species name lookup)
Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
NCBI PubMed ID: 8765727Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Bijvoet Center, Department of Bio-Organic Chemistry, Utrecht University, Utrecht, The Netherlands, lnjdnierie Moleculaire, lnstitut National de la Recherche Agronomique, BP 1627, 44316 Nates Cdex 03, France, Laborotoire de Synthese Organique - CNRS, Foculte des Sciences, 2 Rue de la Houssiniere, 44072 Nantes, Cedex 03, France, Unilever Research Laboratarv Vlaardingen, P.O. Box 114, NL-3130 AC Vlaardingen, The Netherlands
The viscous exopolysaccharide (EPS) produced by Lactobacillus sakei 0- 1 is a high molecular mass polymer (Mm 6 x 10(6) Da) consisting of pentasaccharide repeating units with a composition of D-glucose, L-rhamnose, and sn-glycerol 3-phosphate in molar ratios of 3:2:1. One of the rhamnose residues in the repeating unit is partially 2-O-acetylated. The O-deacetylated, deglycerophosphorylated EPS has been investigated by molecular mechanics calculations. A complete conformational analysis of each of the constituent disaccharide fragments has been performed using the flexible residue approach with the MM3(92) force field. Furthermore, using the same force field, CICADA analyses were accomplished on hexa- and octasaccharide substructure of the polysaccharide. Based on these analyses, insight was obtained into nine conformational minima for the polysaccharide. The low energy conformations found by CICADA were extrapolated to regular polysaccharide structures using a polysaccharide builder program. The generated helices exhibit either 2-fold or 3- or 4-fold right-handed chiralities, and in each case the helices are highly extended
conformation, structure, phosphate, Lactic acid bacteria, exopolysaccharide, molecular modeling, calculation, Lactobacillus, molecular mass, Molecular mechanics, O-acetyl, teichoic acid-like, glycerol, helical, Helical structures
Structure type: oligomer
Location inside paper: p.60
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: NMR, MM3 force field, computation with CICADA
Biological activity: In the food industry, bacterial exopolysaccharides (EPSs) are extensively used as thickening, gelling, and stabilizing agents
Comments, role: octasaccharide fragment of the O-deacetylated, deglycerophosphorylated exopolysaccharide of Lactobacillus sakei 0-1
3D data: computer modeling,conformation data,dynamics
Related record ID(s): 4352, 4439
NCBI Taxonomy refs (TaxIDs): 1599Reference(s) to other database(s): GlycomeDB:
26311
Show glycosyltransferases
There is only one chemically distinct structure:
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