Search results for "synthesis"

showing 10 items of 2844 documents

Stereoselective synthesis of the naturally occurring styryllactones (+)-goniofufurone and (+)-cardiobutanolide.

2004

The naturally occurring gamma-lactones (+)-goniofufurone 1 and (+)-cardiobutanolide 2, two pharmacologically active products from Goniothalamus species (Annonaceae), have been synthesized in enantiopure form using l-erythrulose as the chiral starting material. Key steps of these syntheses were a stereoselective anti boron aldol reaction and an asymmetric allylboration.

GlycerolMagnetic Resonance SpectroscopybiologyMolecular StructureStereochemistryChemistryOrganic ChemistryEnantioselective synthesisAnnonaceaeStereoisomerismStereoisomerismbiology.organism_classificationChemical synthesisLactonesEnantiopure drugAldol reaction4-ButyrolactoneOrganic chemistryAldol condensationStereoselectivityGoniothalamusThe Journal of organic chemistry
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Amino acid activation in Ciona ovary and developing egg

1964

E stata studiata la attivazione di alcuni amini acidi negli ovociti nell'uovo vergine e nell'uovo fecondato diCiona intestinalis. L'andamento della attivazione della glicina e stato seguito sino alla neurulazione. Il quantitativo di amino acidi attivati e minimo nell'uovo vergine, esso aumenta rapidamente dopo la fecondazione. Durante la gastrulazione la attivazione della glicina raggiunge i valori maggiori.

GlycineOvaryIn Vitro TechniquesBiologyArginineCellular and Molecular NeuroscienceChordata NonvertebrateLeucinemedicineAnimalsHistidineMolecular BiologyOvumPharmacologyAmino acid activationAlanineOvaryCell Biologybiology.organism_classificationMolecular biologyCionamedicine.anatomical_structureBiochemistryProtein BiosynthesisTyrosineMolecular MedicineFemaleExperientia
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Molecular events associated with glucose repression of invertase in Saccharomyces cerevisiae.

1986

When S. cerevisiae growing in the presence of glucose (repressive condition) was shifted to higher temperatures, invertase was secreted. This secretion required protein synthesis, but was independent of RNA formation (Mormeneo & Sentandreu 1982). In addition accumulation of invertasespecific messenger RNA occurred in the absence of protein synthesis but was expressed only after synthesis of protein. Invertase mRNA was continuously synthesized under repressive conditions and the levels of this mRNA were regulated by the presence of glucose. The hexose regulated the concentration of this mRNA at the level of transcription and/or by sensitization of this messenger RNA. The expression of the in…

Glycoside HydrolasesTranscription GeneticSaccharomyces cerevisiaeSaccharomyces cerevisiaeCycloheximideBiologyMicrobiologyEnzyme Repressionchemistry.chemical_compoundTranscription (biology)Protein biosynthesisRNA MessengerCycloheximideMaltoseMolecular BiologyMessenger RNAbeta-FructofuranosidaseTemperatureRNA FungalGeneral MedicineMaltosebiology.organism_classificationCulture MediaInvertaseGlucoseBiochemistrychemistryEnzyme RepressionAntonie van Leeuwenhoek
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Glycosylamines of 4,6-O-butylidene-α-d-glucopyranose: synthesis and characterization of glycosylamines, and the crystal structure of 4,6-O-butylidene…

2002

A total of nine glycosylamines of 4,6-O-butylidene-α-D-glucopyranose were synthesized using primary amines having various groups in their ortho- or para-positions. Among these, six are monoglycosylamines, including one primary glycosylamine, and three are bis-glycosylamines. All these compounds were characterized by 1H, 1H–1H COSY, 1H–13C COSY and 13C NMR spectroscopy and FTIR spectra. The FAB mass spectra provided the molecular weights of the products by exhibiting the corresponding molecular ion peaks. The crystal structure of 4,6-O-butylidene-N-(o-chlorophenyl)-β-D-glucopyranosylamine revealed the C-1 glycosylation, the β-anomeric nature, and the 4C1 chair conformation of the saccharide …

GlycosylamineGlucosamineGlycosylationGlycosylationStereochemistryDimerOrganic ChemistryCyclohexane conformationPolyatomic ionSynthesis (Chemical)General MedicineCrystal structureBiochemistryAnalytical ChemistryConformationsMolecular WeightCrystallographychemistry.chemical_compoundX-Ray DiffractionchemistryCarbohydrate ConformationMass spectrumCarbohydrate conformationAminesCrystallizationCarbohydrate Research
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Reversal of asymmetric induction in stereoselective strecker synthesis on galactosyl amine as the chiral matrix

1988

Abstract The reversal of the direction of asymmetric induction in Lewis acid catalyzed Strecker synthesis using the 2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl amine 1 is described. In isopropanol or tetrahydrofuran 1 had given ( R )-diastereomers of the corresponding α-amino nitriles preferably. However, in chloroform in the presence of heterogeneous zinc chloride the same auxiliary alternatively leads to an excess of the ( S )-diastereomers.

GlycosylamineNitrileStereochemistryOrganic ChemistryStrecker amino acid synthesisDiastereomerBiochemistryMedicinal chemistryAsymmetric inductionchemistry.chemical_compoundchemistryDrug DiscoveryAmine gas treatingLewis acids and basesTetrahydrofuranTetrahedron Letters
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3.13 Carbohydrate Derived Auxiliaries: Amino Sugar and Glycosylamine Auxiliaries

2012

The stereodifferentiating potential of carbohydrate auxiliaries is illustrated by examples of oxazolidinones derived from amino sugars and aldimines of glycosylamines. Taking advantage of the bicyclic structure of amino sugar-derived oxazolidinones, reactions of their unsaturated or deprotonated N -acyl derivatives show an efficient exo - versus endo -differentiation. High diastereoselectivity is achieved in the syntheses of β -branched or α -substituted carboxylic acid derivatives. Imines of glycosylamines, in particular of 2,3,4,6-tetra- O -pivaloyl- β - d -galactopyranosylamine, are characterized by a conformation stabilized through the exo -anomeric effect and by their ability to coordi…

Glycosylaminechemistry.chemical_compoundStereochemistryChemistryStrecker amino acid synthesisImineEnantioselective synthesisUgi reactionRegioselectivityProtonationLewis acids and bases
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Synthesis of undulin by rat liver fat-storing cells: Comparison with fibronectin and tenascin

1992

Abstract Fat-storing cells (FSCs) are known to synthesize various components of the hepatic extracellular matrix and thereby play an important role during liver fibrogenesis. The aim of our study was to investigate the synthesis of undulin, a recently described connective tissue protein belonging to the fibronectin—tenascin superfamily of glycoproteins, by fat-storing cells in primary culture. SDS-PAGE analysis of immunoprecipitates from cell layer lysates or media pulse-labeled with radioactive methionine revealed undulin-specific bands A (270 kDa), B1 (190 kDa), and B2 (180 kDa) after reduction. A single undulin-specific transcript was detected at about 7 kb. Undulin synthesized by cell-f…

GlycosylationCell Adhesion Molecules NeuronalMolecular Sequence DataTenascinConnective tissueExtracellular matrixchemistry.chemical_compoundBiosynthesisAdipocytemedicineAnimalsRNA MessengerRats WistarConnective Tissue CellsGlycoproteinschemistry.chemical_classificationExtracellular Matrix ProteinsBase SequencebiologyTunicamycinTenascinCell BiologyTunicamycinFibronectinsRatsCell biologyFibronectinKineticsmedicine.anatomical_structureLiverBiochemistrychemistryConnective TissueProtein Biosynthesisbiology.proteinFemaleCollagenOligonucleotide ProbesGlycoproteinProtein Processing Post-TranslationalExperimental Cell Research
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Synthetic MUC1 Antitumor Vaccine Candidates with Varied Glycosylation Pattern Bearing R/S-configured Pam3 CysSerLys4.

2016

The Toll-like receptor 2 ligand Pam3 CysSer is of particular interest for the construction synthetic vaccines because of its ability to stimulate of the innate immune system. Such vaccines usually comprise Pam3 CysSer with the natural R-configuration at the glycerol 2-position. Pam3 CysSer peptide vaccines with natural configuration have been shown to be more efficient than the corresponding R/S diastereomers. In order to clarify whether the effect of the configuration of Pam3 Cys on the immune response also applies to glycopeptide vaccines, MUC1 glycopeptide-lipopeptide vaccines bearing either R- or R/S-configured Pam3 CysSerLys4 were compared for their immunological effects. In order to f…

GlycosylationGlycosylationLipoproteins010402 general chemistry01 natural sciencesBiochemistryCancer VaccinesEpitopechemistry.chemical_compoundMiceImmune systemAnimalsHumansMolecular BiologyMUC1Solid-Phase Synthesis TechniquesMice Inbred BALB CVaccines SyntheticInnate immune systembiology010405 organic chemistryOrganic ChemistryMucin-1GlycopeptidesImmunityLipopeptideStereoisomerismVirologyGlycopeptide0104 chemical scienceschemistrybiology.proteinMCF-7 CellsMolecular MedicineAntibodyChembiochem : a European journal of chemical biology
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Synthesis of Tn/T Antigen MUC1 Glycopeptide BSA Conjugates and Their Evaluation as Vaccines

2011

The tumor-associated mucin MUC1 over-expressed in most epithelial tumor tissues is considered a promising target for immunotherapy. The extracellular part of MUC1 contains a domain of numerous tandem repeats of the amino acid sequence HGVTSAPDTRPAPGSTAPPA, including five potential O-glycosylation sites. In this study, T9 and S15 have been chosen as the positions of glycosylation. The glycopeptides N-terminally equipped with a triethylene glycol spacer were synthesized by microwave-assisted Fmoc solid-phase peptide synthesis. After detachment from the resin and deprotection, the MUC1 glycopeptides were conjugated to bovine serum albumin (BSA). To evaluate the immunological properties, balb/c…

GlycosylationbiologyOrganic ChemistryGlycopeptidechemistry.chemical_compoundSolid-phase synthesischemistryBiochemistryAntigenPeptide synthesisbiology.proteinPhysical and Theoretical ChemistryBovine serum albuminPeptide sequenceMUC1European Journal of Organic Chemistry
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Effect of phosphinothricin (glufosinate) on photosynthesis and photorespiration of C3 and C 4 plants.

1990

Phosphinothricin (glufosinate), an irreversible inhibitor of glutamine synthetase, causes an inhibition of photosynthesis in C3 (Sinapis alba) and C4 (Zea mays) plants under atmospheric conditions (400 ppm CO2, 21% O2). This photosynthesis inhibition is proceeding slower in C4 leaves. Under non-photorespiratory conditions (1000 ppm CO2, 2% O2) there is no inhibition of photosynthesis. The inhibition of glutamine synthetase by phosphinothricin results in an accumulation of NH4 (+). The NH4 (+)-accumulation is lower in C4 plants than in C3 plants. The inhibition of glutamine synthetase through phosphinothricin in mustard leaves results in a decrease in glutamine, glutamate, aspartate, asparag…

Glyoxylate cyclefood and beveragesCell BiologyPlant ScienceGeneral MedicineBiologyPhotosynthesisBiochemistryGlutaminechemistry.chemical_compoundBiochemistryGlufosinatechemistryGlutamine synthetaseGlycinePhotorespirationAsparaginePhotosynthesis research
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