melezitose
alpha-D-glucopyranoside, O-alpha-D-glucopyranosyl-(1.fwdarw.3)-beta-D-fructofuranosyl
Identification
| Name | melezitose |
| IUPAC | (2R,3R,4S,5S,6R)-2-[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol |
| CAS Number | 597-12-6 |
| EINECS | 209-894-9 |
| FDA UNII | T4T25QN29L |
| Molecular Formula | C18 H32 O16 |
| Molecular Weight | 504.44024000 |
| MDL Number | MFCD00149448 |
| Nikkaji Number | J9.861B |
| XlogP3 | -5.80 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 881.80 °C. @ 760.00 mm Hg (est) |
| Flash Point | 909.00 °F. TCC ( 487.10 °C. ) (est) |
| logP (o/w) | -5.790 (est) |
| Soluble in | water, 1e+006 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for melezitose usage levels up to | not for fragrance use. |
| Recommendation for melezitose flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
Synonyms
alpha-D-
glucopyranoside, O-alpha-D-glucopyranosyl-(1->3)-beta-D-fructofuranosyl
alpha-D-
glucopyranoside, O-alpha-D-glucopyranosyl-(1.fwdarw.3)-beta-D-fructofuranosyl
O-alpha-dextro-
glucopyranosyl-(1-3)-beta-dextro-fructofuranosyl-alpha-dextro-glucopyranoside
(2R,3R,4S,5S,6R)-2-[(2S,3S,4R,5R)-4-
hydroxy-2,5-bis(hydroxymethyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
melizitose
PubMed:
Transcription of two adjacent carbohydrate utilization gene clusters in Bifidobacterium breve UCC2003 is controlled by LacI- and repressor open reading frame kinase (ROK)-type regulators.
PubMed:
Sensitivity and feeding efficiency of the black garden ant Lasius niger to sugar resources.
PubMed:
Contribution of botanical origin and sugar composition of honeys on the crystallization phenomenon.
PubMed:
[Isolation and identification of Cronobacter (Enterobacter sakazakii) strains from food].
PubMed:
Metabolism of four α-glycosidic linkage-containing oligosaccharides by Bifidobacterium breve UCC2003.
PubMed:
Vacuum ultraviolet action spectroscopy of polysaccharides.
PubMed:
Genome sequencing identifies Listeria fleischmannii subsp. coloradonensis subsp. nov., isolated from a ranch.
PubMed:
CuAAC-mediated diversification of aminoglycoside-arginine conjugate mimics by non-reducing di- and trisaccharides.
PubMed:
[Isolation and characterization of an Enterococcus strain from Tibetan alpine meadow soil].
PubMed:
Post-pollination prefertilization drops affect germination rates of heterospecific pollen in larch and Douglas-fir.
PubMed:
NMR characterization of saccharides in Italian honeys of different floral sources.
PubMed:
Forestry alters foraging efficiency and crop contents of aphid-tending red wood ants, Formica aquilonia.
PubMed:
Parabacteroides chartae sp. nov., an obligately anaerobic species from wastewater of a paper mill.
PubMed:
Reclassification of Lactobacillus kimchii and Lactobacillus bobalius as later subjective synonyms of Lactobacillus paralimentarius.
PubMed:
Lactobacillus brantae sp. nov., isolated from faeces of Canada geese (Branta canadensis).
PubMed:
An ion mobility/ion trap/photodissociation instrument for characterization of ion structure.
PubMed:
Large interclone differences in melezitose secretion in the facultatively ant-tended black bean aphid Aphis fabae.
PubMed:
Recombinant production and characterisation of two related GH5 endo-β-1,4-mannanases from Aspergillus nidulans FGSC A4 showing distinctly different transglycosylation capacity.
PubMed:
Efficiency of PCR-based methods in discriminating Bifidobacterium longum ssp. longum and Bifidobacterium longum ssp. infantis strains of human origin.
PubMed:
Determination of cross sections by overtone mobility spectrometry: evidence for loss of unstable structures at higher overtones.
PubMed:
Isolation and characterization of lactic acid bacteria strains with ornithine producing capacity from natural sea salt.
PubMed:
Thermal diffusion of oligosaccharide solutions: the role of chain length and structure.
PubMed:
Isolation and characterization of the equol-producing bacterium Slackia sp. strain NATTS.
PubMed:
Highly efficient and mild method for regioselective de-O-benzylation of saccharides by Co2(CO)8-Et3SiH-CO reagent system.
PubMed:
Clostridium arbusti sp. nov., an anaerobic bacterium isolated from pear orchard soil.
PubMed:
Molecular and phenotypic evaluation of Lichtheimia corymbifera (formerly Absidia corymbifera) complex isolates associated with human mucormycosis: rehabilitation of L. ramosa.
PubMed:
Actinomyces timonensis sp. nov., isolated from a human clinical osteo-articular sample.
PubMed:
Overtone mobility spectrometry: part 2. Theoretical considerations of resolving power.
PubMed:
Overtone mobility spectrometry: part 1. Experimental observations.
PubMed:
High-resolution ion cyclotron mobility spectrometry.
PubMed:
Preparation of partially benzylated mono-, di-, and trisaccharides by selective cleavage of the beta-fructofuranosidic linkage in fully benzylated sucrose and sucrose-related oligosaccharides under acidic conditions.
PubMed:
Reactivity of melezitose and raffinose under Mitsunobu reaction conditions.
PubMed:
Versatile acetylation of carbohydrate substrates with bench-top sulfonic acids and application to one-pot syntheses of peracetylated thioglycosides.
PubMed:
Positive-ion ESI mass spectrometry of regioisomeric nonreducing oligosaccharide fatty acid monoesters: in-source fragmentation of sodium adducts.
PubMed:
Characteristic fragmentation patterns of the trimethylsilyl and trimethylsilyl-oxime derivatives of various saccharides as obtained by gas chromatography coupled to ion-trap mass spectrometry.
PubMed:
Application of biselective refocusing soft pulses to the simplification of heteronuclear correlation spectra.
PubMed:
Nutritional ecology of a parasitic wasp: food source affects gustatory response, metabolic utilization, and survivorship.
PubMed:
Analysis of sugars and sugar polyols in atmospheric aerosols by chloride attachment in liquid chromatography/negative ion electrospray mass spectrometry.
PubMed:
Labrys okinawensis sp. nov. and Labrys miyagiensis sp. nov., budding bacteria isolated from rhizosphere habitats in Japan, and emended descriptions of the genus Labrys and Labrys monachus.
PubMed:
Description of a new species, Bifidobacterium crudilactis sp. nov., isolated from raw milk and raw milk cheeses.
PubMed:
Determination of regioisomeric distribution in carbohydrate fatty acid monoesters by LC-ESI-MS.
PubMed:
Hydrolysis kinetics of trisaccharides consisting of glucose, galactose, and fructose residues in subcritical water.
PubMed:
[Isolation and identification of a bacterial strain JS018 capable of degrading several kinds of organophosphate pesticides].
PubMed:
Identification of clinical isolates of indole-positive and indole-negative Klebsiella spp.
PubMed:
The stability of insulin in solid formulations containing melezitose and starch. Effects of processing and excipients.
PubMed:
Determination of sugar compounds in atmospheric aerosols by liquid chromatography combined with positive electrospray ionization mass spectrometry.
PubMed:
Nutrient composition of larval nectar secretions from three species of myrmecophilous butterflies.
PubMed:
Sugar convertibility in the parasitoid Cotesia glomerata (Hymenoptera: Braconidae).
PubMed:
Microspore embryogenesis and the development of a double haploidy protocol for cow cockle (Saponaria vaccaria).
PubMed:
Cotton honeydew (Gossypium hirsutum L.) extract offers very interesting properties for hair cosmetics and care products.
PubMed:
Prevotella multisaccharivorax sp. nov., isolated from human subgingival plaque.
PubMed:
[Purification and properties of endoinulinase from Chaetomium sp].
PubMed:
Candida leandrae sp. nov., an asexual ascomycetous yeast species isolated from tropical plants.
PubMed:
Molecular analysis of artisanal Italian cheeses reveals Enterococcus italicus sp. nov.
PubMed:
Conformational states of HRPA1 induced by thermal unfolding: effect of low molecular weight solutes.
PubMed:
Pseudonocardia antarctica sp. nov. an Actinomycetes from McMurdo Dry Valleys, Antarctica.
PubMed:
Purification and characterization of acid trehalase from muscle of Ascaris suum (Nematoda).
PubMed:
Different food sources affect the gustatory response of Anaphes iole, an egg parasitoid of Lygus Spp.
PubMed:
Enterococcus phoeniculicola sp. nov., a novel member of the enterococci isolated from the uropygial gland of the Red-billed Woodhoopoe, Phoeniculus purpureus.
PubMed:
Age-specific patterns in honeydew production and honeydew composition in the aphid Metopeurum fuscoviride: implications for ant-attendance.
PubMed:
Specificity of yeast (Saccharomyces cerevisiae) in removing carbohydrates by fermentation.
PubMed:
Gustatory perception and metabolic utilization of sugars by Myrmica rubra ant workers.
PubMed:
Cloning and characterization of two alpha-glucosidases from Bifidobacterium adolescentis DSM20083.
PubMed:
Specific growth rate of bifidobacteria cultured on different sugars.
PubMed:
Staphylococcus succinus subsp. casei subsp. nov., a dominant isolate from a surface ripened cheese.
PubMed:
Purification and characterisation of an extracellular fructan beta-fructosidase from a Lactobacillus pentosus strain isolated from fermented fish.
PubMed:
Analysis of nectar and honeydew feeding in Aedes and Ochlerotatus mosquitoes.
PubMed:
Mitsuokella jalaludinii sp. nov., from the rumens of cattle in Malaysia.
PubMed:
Molecular cloning and expression in Escherichia coli of an exo-levanase gene from the endophytic bacterium Gluconacetobacter diazotrophicus SRT4.
PubMed:
Relationship between Aphis gossypii (Homoptera: Aphididae) and sticky lint in cotton.
PubMed:
Yeast strains from Livingston Island, Antarctica.
PubMed:
Polyphasic investigation of the diversity within Lactobacillus plantarum related strains revealed two L. plantarum subgroups.
PubMed:
Interactions between extrafloral nectaries, aphids and ants: are there competition effects between plant and homopteran sugar sources?
PubMed:
A comparison of nectar- and honeydew sugars with respect to their utilization by the hymenopteran parasitoid Cotesia glomerata.
PubMed:
[The possibilities of GC/MS and HPLC in the analysis of sugars and acids in natural matrices].
PubMed:
Characterization of two novel saccharolytic, anaerobic thermophiles, Thermoanaerobacterium polysaccharolyticum sp. nov. and Thermoanaerobacterium zeae sp. nov., and emendation of the genus Thermoanaerobacterium.
PubMed:
Responses of the ant Lasius niger to various compounds perceived as sweet in humans: a structure-activity relationship study.
PubMed:
Metschnikowia lochheadii and Metschnikowia drosophilae, two new yeast species isolated from insects associated with flowers.
PubMed:
Rapid and simple determination of inulin in biological fluids by high-performance liquid chromatography with light-scattering detection.
PubMed:
Factors affecting the survival of frozen-thawed mouse spermatozoa.
PubMed:
Sugars in the gut of the sandfly Phlebotomus orientalis from Dinder National Park, Eastern Sudan.
PubMed:
Clostridium akagii sp. nov. and Clostridium acidisoli sp. nov.: acid-tolerant, N2-fixing clostridia isolated from acidic forest soil and litter.
PubMed:
Honeydew sugars in wild-caught female horse flies (Diptera: Tabanidae).
PubMed:
Sugar meal composition of five north central Florida mosquito species (Diptera: Culicidae) as determined by gas chromatography.
PubMed:
Kodamaea kakaduensis and Candida tolerans, two new ascomycetous yeast species from Australian Hibiscus flowers.
PubMed:
Analysis of composition of sugar meals of wild mosquitoes by gas chromatography.
PubMed:
Active alpha-glucoside transport in Saccharomyces cerevisiae.
PubMed:
Honeydew sugars in wild-caught female deer flies (Diptera: Tabanidae).
PubMed:
Nectar versus honeydew as sources of sugar for male and female black flies (Diptera: Simuliidae).
PubMed:
A comparison of methods of phenotypic and genotypic fingerprinting of Exophiala dermatitidis isolated from sputum samples of patients with cystic fibrosis.
PubMed:
Identification of clinical isolates of indole-positive Klebsiella spp., including Klebsiella planticola, and a genetic and molecular analysis of their beta-lactamases.
PubMed:
Characterizing oligosaccharides using injected-ion mobility/mass spectrometry.
PubMed:
Ribotype delineation and description of Staphylococcus sciuri subspecies and their potential as reservoirs of methicillin resistance and staphylolytic enzyme genes.
PubMed:
Staphylocidal action of thrombin-induced platelet microbicidal protein is influenced by microenvironment and target cell growth phase.
PubMed:
Comparison of saccharides as osmotic impermeants during hypothermic lung graft preservation.
PubMed:
Characterization of lactobacilli by Southern-type hybridization with a Lactobacillus plantarum pyrDFE probe.
PubMed:
Characterization of AGT1 encoding a general alpha-glucoside transporter from Saccharomyces.
PubMed:
Coliforms in processed mango: significance and control.
PubMed:
Purification and characterisation of an Aspergillus niger invertase and its DNA sequence.
PubMed:
Viability, cell division and microcallus formation of barley microspores in culture.
PubMed:
Molecular characterization of a fructanase produced by Bacteroides fragilis BF-1.
PubMed:
Hemolytic mechanism of cytolysin produced from V. vulnificus.
PubMed:
Influence of climatic and nutritional factors on yeast population dynamics in the phyllosphere of wheat.
PubMed:
Physiological characterization and identification of Listeria species.
PubMed:
Substrate specificity of hydrolase activity of the primer-dependent glucosyltransferases from Streptococcus sobrinus.
PubMed:
Erwinia persicinus, a new species isolated from plants.
PubMed:
Identification and characterization of the maltose permease in genetically defined Saccharomyces strain.
PubMed:
Long-range carbon-proton coupling constants: application to conformational studies of oligosaccharides.
PubMed:
A cell-associated oligo-1,6-alpha-glucosidase from an extremely thermophilic anaerobic bacterium, Thermoanaerobium Tok6-B1.
PubMed:
MAL64c is a global regulator of alpha-glucoside fermentation: identification of a new gene involved in melezitose fermentation.
PubMed:
A new member of the family Enterobacteriaceae--Pragia fontium.
PubMed:
Purification and characterization of levanase from Actinomyces viscosus ATCC 19246.
PubMed:
Honeydew sugars in wild-caught Phlebotomus ariasi detected by high performance liquid chromatography (HPLC) and gas chromatography (GC).
PubMed:
Protein-ligand interaction. A calorimetric study of the interaction of oligosaccharides and hen ovalbumin glycopeptides with concanavalin A.
PubMed:
[New epidemiologic markers of Klebsiella oxytoca strains isolated from nosocomial infections].
PubMed:
Alpha-amylase and glucoamylase production by Schwanniomyces castellii.
PubMed:
Alteration of phage- and biotypes of Listeria strains.
PubMed:
Presence of Lactobacillus casei in saliva from children and adults using a new medium.
PubMed:
Cryptococcus friedmannii, a new species of yeast from the Antarctic.
PubMed:
Cryptococcus socialis sp. nov. and Cryptococcus consortionis sp. nov., Antarctic basidioblastomycetes.
PubMed:
Purification and preliminary characterization of exo-beta-D-fructosidase in Streptococcus salivarius KTA-19.
PubMed:
Invertases of Lilium Pollen : Characterization and Activity during In Vitro Germination.
PubMed:
Biochemical variation of Cryptococcus neoformans.
PubMed:
Modification of the minitek system for identification of lactobacilli.
PubMed:
DNA-DNA Homology, Murein Types and Enzyme Patterns in the Type Strains of the Genus Bifidobacterium.
PubMed:
Performance of yeast identification systems. An analysis of the College of American Pathologists Special Mycology Survey data.
PubMed:
Effects of hypertonic solutions on quantal transmitter release at the crayfish neuromuscular junction.
PubMed:
Lectin-binding proteins as potent mitogens for B lymphocytes from nu/nu mice.
PubMed:
Carbohydrate fermentation by Clostridium difficile.
PubMed:
Hydrolysis of some carbohydrate substrates by enzymes of pooled human dental plaque fluid.
PubMed:
Inactivation of cell-associated fructosyltransferase in Streptococcus salivarius.
PubMed:
Use of rapid auxanographic procedures for recognition of an atypical Candida.
PubMed:
Diagnostic characters of an atypical Candida.
PubMed:
Variable assimilation of carbon compounds by Candida albicans.
PubMed:
Permeabilizing and hemolytic action of large and small polyene antibiotics on human erythrocytes.
PubMed:
Growth of Streptococcus mutans protoplasts is not inhibited by penicillin.
PubMed:
Carbohydrate dissimilation tests in the identification of staphylococci.
PubMed:
Production of amylase(s) by Schwanniomyces castellii and Endomycopsis fibuligera.
PubMed:
[Coordinate regulation of riboflavin permease and alpha-glucosidase synthesis in the yeast Pichia guilliermondii].
PubMed:
Taxonomic implications of Rhodotorula rubra isolates from polluted sea water in Rio de Janeiro, Brazil.
PubMed:
Taxonomic position of Klebsiella atlantae and Klebsiella edwardsii.
PubMed:
Specificity of carbohydrate inhibition on leopard frog (Rana pipiens) erythrocyte agglutinating activity by concanavalin A and phytohemagglutinin.
PubMed:
Isoelectric focusing studies on the beta-fructofuranosidases and alpha-glucosidases of Streptococcus mitis.
PubMed:
Specificity of the disaccharide effect in the rat.
PubMed:
Purification and properties of extracellular alpha-glucosidase of a thermophile, Bacillus thermoglucosidus KP 1006.
PubMed:
X-ray diffraction studies of retinal rods. II. Light effect on the osmotic properties.
PubMed:
Streptococcus faecalis and Streptococcus faecium in infected dental root canals at filling and their susceptibility to azidocillin and some comparable antibiotics.
PubMed:
Degradation of sucrose by whole cells and plaque of Actinomyces naeslundii.
PubMed:
Sugar, organic acid, phenolic acid and plant growth regulator content of extracts of honeydew of the aphid Myzus persicae and of its host plant, Raphanus sativus.
PubMed:
Identification, preliminary characterization, and evidence for regulation of invertase in Streptococcus mutans.
PubMed:
Enterococci in insects.
PubMed:
Dark ionic flux and the effects of light in isolated rod outer segments.
PubMed:
[Effect of acid hydrolysis on determination of melezitose].
PubMed:
Crypticity of Myrothecium verrucaria spores to maltose and induction of transport by maltulose, a common maltose contaminant.
PubMed:
Streptococcus faecium var. casselifavus, nov. var.
PubMed:
The melezitose locus in Saccharomyces: one gene producing more than one enzyme.
PubMed:
Inhibition of sucrose phosphatase by sucrose.
PubMed:
Constitutive and induced trehalose transport mechanisms in spores of the fungus Myrothecium verrucaria.
PubMed:
[Studies on the determination of sugars. 3. A biochemical method for the determination of melezitose].
PubMed:
THE GENETIC INTEGRITY OF UPGRADED AND DOWNGRADED ALLELES OF THE MELEZITOSE LOCUS IN SACCHAROMYCES.
PubMed:
PALATINOSE ELEMENT OF THE RECEPTOR OF THE MELEZITOSE LOCUS IN SACCHAROMYCES.
PubMed:
PHYSIOLOGY OF THE ENTEROCOCCI AS RELATED TO THEIR TAXONOMY.
PubMed:
The "all-or-none" nature of x-ray induced backmutation at the melezitose locus in Saccharomyces.
PubMed:
Effects of environment (radiation, substrate and allelic genes) on the melezitose gene in Saccharomyces.
PubMed:
X-ray data for melezitose.
PubMed:
The origin of melezitose: a biochemical relationship between the lime tree (Tilia spp.) and an aphis (Eucallipterus tiliae L.).
PubMed:
The genetics of melezitose fermentation in Saccharomyces.
PubMed:
The substituted-sucrose structure of melezitose.
PubMed:
Evidence on the constitution of melezitose through degradation to sucrose by bacterial action.
PubMed:
Melezitose monohydrate and its oxidation by periodate.
PubMed:
THE ENZYMIC HYDROLYSIS OF PHLORIDZIN.