| Name: | (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 |  3D/inchi
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| Other(deleted CASRN): | 101833-69-6 |
| ECHA EINECS - REACH Pre-Reg: | 209-894-9 |
| FDA UNII: | T4T25QN29L |
| Nikkaji Web: | J9.861B |
| MDL: | MFCD00149448 |
| XlogP3: | -5.80 (est) |
| Molecular Weight: | 504.44024000 |
| Formula: | C18 H32 O16 |
| BioActivity Summary: | listing |
| NMR Predictor: | Predict (works with chrome, Edge or firefox) |
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
|
| Food Chemicals Codex Listed: | No |
| Boiling Point: | 881.80 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 909.00 °F. TCC ( 487.10 °C. ) (est)
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| logP (o/w): | -5.790 (est) |
| Soluble in: |
| | water, 1e+006 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
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| Hazards identification |
| |
| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
| |
| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for melezitose usage levels up to: | | | not for fragrance use.
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| |
| Recommendation for melezitose flavor usage levels up to: |
| | not for flavor use.
|
Safety References:
| EPI System: View |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA Substance Registry Services (TSCA):597-12-6 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :92817 |
| National Institute of Allergy and Infectious Diseases:Data |
| (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 |
| Chemidplus:0000597126 |
References:
| | (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 |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 92817 |
| Pubchem (sid): | 135050399 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
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 |
Articles:
| 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. |
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Constit. of honey
Melezitose, also spelled melicitose, is a nonreducing trisaccharide sugar that is produced by many plant sap eating insects, including aphids such as Cinara pilicornis by an enzyme reaction. This is beneficial to the insects, as it reduces the stress of osmosis by reducing their own water potential. The melezitose is part of the honeydew which acts as an attractant for ants and also as a food for bees. This is useful to the lice as they have a symbiotic relationship with ants. Melezitose can be partially hydrolyzed to glucose and turanose the latter of which is an isomer of sucrose.; ; From Wiki
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