Search results for "Carbohydrate Conformation"

showing 10 items of 33 documents

A new biologically active acylated triterpene saponin from Silene fortunei.

1998

A new acylated triterpene-saponin (1), together with a mixture of the known jenisseensosides C and D, has been isolated from the roots of Silene fortunei. The structure of the new compound was established by chemical means and spectroscopic methods as 3-O-[beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl]-28 -O- [[alpha-L-arabinopyranosyl-(1-->2)-alpha-L-arabinopyranosyl- (1-->3)-b eta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)]-[beta-D- glucopyranosyl-(1-->3)]-4-O-acetyl-beta-D-fucopyranosyl]quillaic acid. This saponin showed a significant enhancement of granulocyte phagocytosis in vitro.

Magnetic Resonance SpectroscopyStereochemistryChemical structureT-LymphocytesMolecular Sequence DataSaponinPharmaceutical ScienceUronic acidPharmacognosySpectrometry Mass Fast Atom BombardmentLymphocyte ActivationAnalytical Chemistrychemistry.chemical_compoundTriterpenePhagocytosisDrug DiscoveryCarbohydrate ConformationOleanolic AcidPharmacologychemistry.chemical_classificationSilenePlants MedicinalbiologyChemistryOrganic ChemistryGlycosideSaponinsbiology.organism_classificationTerpenoidTriterpenesComplementary and alternative medicineCarbohydrate SequenceMolecular MedicineGranulocytesJournal of natural products
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Glucuronide triterpene saponins from Bersama engleriana

2006

Five 3-O-glucuronide triterpene saponins (1-5) were isolated from the stem bark of Bersama engleriana Gurke along with two known saponins, polyscias saponin C and aralia saponin 15, and one major C-glycoside xanthone, mangiferin. The structures of the saponins were established mainly by means of spectroscopic methods (one- and two-dimensional NMR spectroscopy as well as FAB-, HRESI-mass spectrometry) as 3-O-[beta-D-glucopyranosyl-(1-->2)-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-betulinic acid (1), 3-O-[beta-D-glucopyranosyl-(1-->2)-[beta-D-galactopyranosyl-(1-->3)]-beta-D-glucuronopyranosyl]-oleanolic acid (2), 3-O-[beta-D-glucopyranosyl-(1-->3)-beta-D-glucuronopyranosyl]-28-…

Magnetic Resonance SpectroscopyStereochemistryMolecular Sequence DataSaponinPlant ScienceHorticultureBiochemistrychemistry.chemical_compoundTriterpeneBetulinic acidXanthoneCarbohydrate ConformationGlycosidesMangiferinMolecular BiologyOleanolic acidchemistry.chemical_classificationPlants MedicinalPlant ExtractsGlycosideGeneral MedicineSaponinsTriterpenesCarbohydrate SequencechemistryPlant BarkGlucuronidePhytochemistry
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Squarroside A, a biologically active triterpene saponin from Acanthophyllum squarrosum.

1993

A new bioactive saponin has been isolated from the roots of Acanthophyllum squarrosum. Based on spectroscopic data, especially direct and long-range heteronuclear 2D NMR analysis, and on chemical transformations, the structure of this new compound was elucidated as 3-O-beta-D-galactopyranosyl-(1--2)-[beta-D-xylopyranosyl-(1--3)]-beta- D-glucuronopyranosyl gypsogenin 28-O-beta-D-xylopyranosyl-(1--4)-alpha-L- rhamnopyranosyl-(1--2)-[alpha-L-arabinofuranosyl-(1--3)]-beta-D-4-O- acetylfucopyranoside for which we proposed the name squarroside A. This molecule showed a concentration dependent immunomodulatory effect in the in vitro lymphocyte transformation test.

Magnetic Resonance SpectroscopyStereochemistryMolecular Sequence DataSaponinPlant ScienceHorticultureBiologyBiochemistryAcanthophyllum squarrosumTriterpeneCarbohydrate ConformationMoleculeHumansLymphocytesOleanolic AcidMolecular Biologychemistry.chemical_classificationBiological activityGeneral MedicinePlantsSaponinsIn vitroTriterpeneschemistryHeteronuclear moleculeCarbohydrate SequenceTwo-dimensional nuclear magnetic resonance spectroscopyPhytochemistry
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Jenisseensosides C and D, biologically active acylated triterpene saponins from Silene jenisseensis

1997

Abstract We previously reported the isolation and structure elucidation of a new trans - p -methoxycinnamoyl triterpene-saponin along with its cis - p -methoxycinnamoyl isomer as an inseparable mixture from the roots of Silene jenisseensis . In a continuing study on this plant, two additional new acylated triterpene-saponins were obtained as an inseparable mixture. Their structures have been established by chemical means and spectroscopic methods including 1D and 2D homonuclear and heteronuclear correlation NMR spectroscopy as 3- O -[β- d -galactopyranosyl-(1 → 2)-β- d -glucuronopyranosyl]-28- O -[{α- l -rhamnopyranosyl-(1 → 2)}- {4- O - trans - p -methoxycinnamoyl}-β- d -fucopyranosyl] qui…

Magnetic Resonance SpectroscopyStereochemistryT-LymphocytesMolecular Sequence DataSaponinPlant ScienceHorticulturePharmacognosyBiologyLymphocyte ActivationBiochemistryHomonuclear moleculePhagocytosisTriterpeneCarbohydrate ConformationHumansMoleculeOleanolic AcidMolecular Biologychemistry.chemical_classificationMolecular StructureBiological activityGeneral MedicineNuclear magnetic resonance spectroscopySaponinsTriterpenesCarbohydrate SequenceHeteronuclear moleculechemistryDrugs Chinese HerbalPhytochemistry
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A Microassay for Measuring Glycogen in 96-Well-Cultured Cells

1996

Abstract This study describes a rapid, sensitive, and automated spectrophotometric enzymatic microassay that measures the intracellular glycogen of primary cultured hepatocytes and other cultured cells in 96-well plates and can be adapted for other samples that are transferred to these plates. The procedure involves in situ disruption of cells, followed by hydrolysis of glycogen into glucosyl units by fungal glucoamylase (exo-1,4-α- D -glucosidase, EC 3.2.1.3), and glucose determination with the glucose oxidase colorimetric method. The color intensity can be measured in conventional ELISA readers, and the data can be fed to an on-line computer for rapid processing. The advantages of this me…

MaleTime FactorsBiophysicsSensitivity and SpecificityBiochemistryRats Sprague-DawleyHydrolysischemistry.chemical_compoundCarbohydrate ConformationAnimalsGlucose oxidaseMolecular BiologyCells CulturedSample handlingchemistry.chemical_classificationChromatographybiologyGlycogenHydrolysisMicrochemistryfungiColor intensityRapid processingReproducibility of Resultsfood and beveragesDNACell BiologyLiver GlycogenRatsGlucoseEnzymeLiverBiochemistrychemistrybiology.proteinColorimetryGlucan 14-alpha-GlucosidaseIntracellularAnalytical Biochemistry
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Steroidal glycosides from Ornithogalum dubium Houtt

2018

The phytochemical study of Ornithogalum dubium Houtt. (Asparagaceae) led to the isolation of five undescribed steroidal glycosides together with two known ones. Their structures were established by using NMR analysis and mass spectrometry as (25R)-3β-hydroxyspirost-5-en-1β-yl O-α-L-arabinopyranosyl-(1 → 2)-α-L-rhamnopyranoside, (25S)-3β-hydroxyspirost-5-en-1β-yl O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranoside, (22S)-16β-[(α-L-rhamnopyranosyl)oxy]-22-hydroxycholest-5-en-3β-yl O-β-D-glucopyranosyl-(1 → 4)-β-D-glucopyranoside, (22S,23S)-1β,3β,11α,16β,23-pentahydroxy-5α-cholest-24-en-22β-yl β-D-glucopyranoside, (22S,23S)-3β-[(β-D-glucopyranosyl)oxy]-22,23-dihydroxy-5α-cholest-24-en-16β-yl O-α-…

Models Molecular0106 biological sciencesSteroidal glycosidesStereochemistryAntineoplastic AgentsHL-60 CellsPlant ScienceHorticulture01 natural sciencesBiochemistryAsparagaceaeCarbohydrate ConformationmedicineHumansCytotoxic T cellGlycosidesCytotoxicityMolecular BiologyCisplatinOrnithogalum dubiumbiology010405 organic chemistryChemistryGeneral Medicinebiology.organism_classificationmedicine.disease0104 chemical sciencesLeukemiaPhytochemicalA549 CellsOrnithogalumSteroids010606 plant biology & botanymedicine.drugPhytochemistry
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Crystal structures of O-acetylated 2-acylamino-2-deoxy-d-galactose derivatives

2003

The X-ray structures of 1,3,4,6-tetra-O-acetyl-2-deoxy-alpha-D-galactopyranoside derivatives with four different 2-(acylamino) substituents have been determined with Mo K(alpha) radiation at 123 K. The structure of the 2-acetylamino derivative and of its acyl-homologs with a 2-(propanoylamino)-, 2-(butanoylamino)-, and 2-(2-methyl-propanoylamino)-group crystallized in the monoclinic space group C2. The pyranose unit of all compounds has the usual 4C(1) shape. The different orientations of the 6-O-acetyl-groups are discussed. Conformations of the acylamino-group are compared to those found in the crystal structure of N-acetyl-alpha-D-galactosamine.

Models MolecularAcetylgalactosamineMolecular StructureChemistryStereochemistryOrganic ChemistryGalactoseHydrogen BondingGeneral MedicineCrystal structureCrystallography X-RayBiochemistryAnalytical ChemistryCrystallographyCarbohydrate SequencePyranoseAcetylation2-deoxy-D-galactoseCarbohydrate ConformationCrystallizationMonoclinic crystal systemCarbohydrate Research
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Size- and Structure-Selective Noncovalent Recognition of Saccharides by Tetraethyl and Tetraphenyl Resorcinarenes in the Gas Phase

2008

The noncovalent complexation of tetraethyl and tetraphenyl resorcinarenes with mono-, di-, and oligosaccharides was studied with negative-polarization electrospray ionization quadrupole ion trap and electrospray ionization Fourier-transform ion cyclotron resonance mass-spectrometric analysis. The saccharides formed 1:1 complexes with deprotonated resorcinarenes, which exhibited clear size and structure selectivity in their complexation. In the case of the monosaccharides, hexoses formed much more abundant and kinetically stable complexes than pentoses or deoxyhexoses. A comparison of the mono-, di-, and oligosaccharides revealed that both the relative abundance and stability of the complexe…

Models MolecularCellobiosePhenylalanineElectrospray ionizationCarbohydratesCrystallography X-RayMass spectrometryMass SpectrometryCatalysisSubstrate SpecificityDeprotonationPolymer chemistryCarbohydrate ConformationOrganic chemistryQuadrupole ion trapHost–guest chemistrychemistry.chemical_classificationOrganic ChemistryGeneral ChemistryOligosaccharideResorcinareneKineticschemistryGasesCalixarenesIon cyclotron resonanceChemistry - A European Journal
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Crystal structure of lactitol (4-O-beta-D-galactopyranosyl-D-glucitol) dihydrate.

1992

Abstract Lactitol dihydrate, C 12 H 24 O 11 ·2H 2 O, is tetragonal, space group P 4 3 2 1 2 with cell dimensions a and b = 8.762(1), c = 45.500(3) A, and V = 3493.2(3) A 3 ; Z = 8, D x = 1.45 Mg.m −3 , λ(Cu- K α ) = 1.54056 A, μ = 1.108 mm −1 , F (000) = 1632, and T = 23°. The structure was solved by direct methods and refined by least-squares calculations to R = 0.054 for 2037 unique observed reflections. There are three intra- and twelve inter-molecular hydrogen bonds in the structure. Bond lengths and angles accord quite well with the mean values of related structures. The galactopyranosyl ring has a chair of conformation.

Models MolecularChemistryStereochemistryHydrogen bondOrganic ChemistryMolecular Sequence DataHydrogen BondingGeneral MedicineCrystal structureBiochemistryAnalytical ChemistryBond lengthTetragonal crystal systemCrystallographyMolecular geometrySugar AlcoholsCarbohydrate SequenceX-Ray DiffractionX-ray crystallographyCarbohydrate ConformationMoleculeHydrateSoftwareCarbohydrate research
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Molecular dynamics simulation of sucrose- and trehalose-coated carboxy-myoglobin

2005

We performed a room temperature molecular dynamics (MD) simulation on a system containing 1 carboxy-myoglobin (MbCO) molecule in a sucrose–water matrix of identical composition (89% [sucrose/(sucrose + water)] w/w) as for a previous trehalose–water–MbCO simulation (Cottone et al., Biophys J 2001;80:931–938). Results show that, as for trehalose, the amplitude of protein atomic mean-square fluctuations, on the nanosecond timescale, is reduced with respect to aqueous solutions also in sucrose. A detailed comparison as a function of residue number evidences mobility differences along the protein backbone, which can be related to a different efficacy in bioprotection. Different heme pocket struc…

Models MolecularInfrared spectroscopyDisaccharidesBiochemistrychemistry.chemical_compoundMolecular dynamicsStructural BiologyCarbohydrate ConformationMoleculeComputer Simulationheme pocket; hydrogen bond; mean-square fluctuations; protein dynamics; sucrose; trehaloseheme pocketMolecular Biologytrehalosehydrogen bondAqueous solutionBinding SitesHydrogen bondMyoglobinProtein dynamicssucroseTrehaloseCrystallographyKineticschemistryMyoglobinprotein dynamicsmolecular dynamics myoglobin disaccharidemean-square fluctuations
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