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maltotriose
O-a-D-glucopyranosyl-(1.4)-O-a-D-glucopyranosyl-(1.4)-O-a-D-glucopyranose

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Name:(2R,3R,4R,5R)-4-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,3,5,6-tetrahydroxyhexanal
CAS Number: 1109-28-0Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:214-174-2
FDA UNII: 639K0T34IK
Nikkaji Web:J208.710C
Beilstein Number:1443481
MDL:MFCD00006629
XlogP3-AA:-7.20 (est)
Molecular Weight:504.44024000
Formula:C18 H32 O16
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 958.89 °C. @ 760.00 mm Hg (est)
Flash Point: 626.00 °F. TCC ( 329.70 °C. ) (est)
logP (o/w): -4.137 (est)
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Maltotriose
Carbosynth
For experimental / research use only.
Maltotriose
ExtraSynthese
For experimental / research use only.
Maltotriose
Glentham Life Sciences
Maltotriose
Santa Cruz Biotechnology
For experimental / research use only.
Maltotriose ≥97%
Sigma-Aldrich: Sigma
For experimental / research use only.
Maltotriose ≥95% (HPLC)
 
Safety Information:
Preferred SDS: View
 
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
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for maltotriose usage levels up to:
 not for fragrance use.
 
Recommendation for maltotriose flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :92146
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
(2R,3R,4R,5R)-4-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,3,5,6-tetrahydroxyhexanal
Chemidplus:0001109280
 
References:
 (2R,3R,4R,5R)-4-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,3,5,6-tetrahydroxyhexanal
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):92146
Pubchem (sid):135258195
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
Golm Metabolome Database:Search
KEGG (GenomeNet):C01835
HMDB (The Human Metabolome Database):HMDB01262
FooDB:FDB001196
YMDB (Yeast Metabolome Database):YMDB01732
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 garlic bulb
Search Trop Picture
 potato plant
Search Trop Picture
 
Synonyms:
 amylotriose
(2R,3R,4R,5R)-4-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,3,5,6-tetrahydroxyhexanal
a-D-glucopyranosyl-(1->4)-a-D-glucopyranosyl-(1->;4)-D-glucose
O-a-D-glucopyranosyl-(1-4)-O-a-D-glucopyranosyl-(1-4)-D-glucose
O-a-D-glucopyranosyl-(1.4)-O-a-D-glucopyranosyl-(1.4)-O-a-D-glucopyranose
D-glucose, O-a-D-glucopyranosyl-(1-4)-O-a-D-glucopyranosyl-(1-4)-
D-maltotriose
 

Articles:

PubMed:Quantification of sugars in wheat flours with an HPAEC-PAD method.
PubMed:High-Resolution α-Amylase Assay Combined with High-Performance Liquid Chromatography-Solid-Phase Extraction-Nuclear Magnetic Resonance Spectroscopy for Expedited Identification of α-Amylase Inhibitors: Proof of Concept and α-Amylase Inhibitor in Cinnamon.
PubMed:Study of the principal constituents of tropical angico (Anadenanthera sp.) honey from the atlantic forest.
PubMed:Gene cloning and enzymatic characterization of alkali-tolerant type I pullulanase from Exiguobacterium acetylicum.
PubMed:Microbial, saccharifying and antioxidant properties of an Indian rice based fermented beverage.
PubMed:Halophilic alkali- and thermostable amylase from a novel polyextremophilic Amphibacillus sp. NM-Ra2.
PubMed:Human α-amylase present in lower-genital-tract mucosal fluid processes glycogen to support vaginal colonization by Lactobacillus.
PubMed:Experimental evidence for a 9-binding subsite of Bacillus licheniformis thermostable α-amylase.
PubMed:Characterization and mechanism of action of Microbacterium imperiale glucan 1,4-α-maltotriohydrolase.
PubMed:Spaghetti from durum wheat: effect of drying conditions on heat damage, ultrastructure and in vitro digestibility.
PubMed:Effect of glycation on the flocculation behavior of protein-stabilized oil-in-water emulsions.
PubMed:Characterisation of brewpub beer carbohydrates using high performance anion exchange chromatography coupled with pulsed amperometric detection.
PubMed:Intestinimonas butyriciproducens gen. nov., sp. nov., a butyrate-producing bacterium from the mouse intestine.
PubMed:Aminoalkyl functionalization of dextran for coupling of bioactive molecules and nanostructure formation.
PubMed:Enzymatic properties of a thermostable α-glucosidase from acidothermophilic crenarchaeon Sulfolobus tokodaii strain 7.
PubMed:Monitoring of monosaccharides, oligosaccharides, ethanol and glycerol during wort fermentation by biosensors, HPLC and spectrophotometry.
PubMed:Advantages of substituting bioluminescence for fluorescence in a resonance energy transfer-based periplasmic binding protein biosensor.
PubMed:The effect of selected synbiotics on microbial composition and short-chain fatty acid production in a model system of the human colon.
PubMed:Cloning, expression, characterization, and biocatalytic investigation of a novel bacilli thermostable type I pullulanase from Bacillus sp. CICIM 263.
PubMed:Modulation of starch digestion for slow glucose release through "toggling" of activities of mucosal α-glucosidases.
PubMed:Rapid determination of the attenuation limit of beer using middle-infrared (MIR) spectroscopy and a multivariate model.
PubMed:NMR characterization of saccharides in Italian honeys of different floral sources.
PubMed:Combination of sugar analysis and stable isotope ratio mass spectrometry to detect the use of artificial sugars in royal jelly production.
PubMed:Effects of wort gravity and nitrogen level on fermentation performance of brewer's yeast and the formation of flavor volatiles.
PubMed:Purification and characterization of maltooligosaccharide-forming α-amylase from moderately halophilic Marinobacter sp. EMB8.
PubMed:In vivo toxicity of poly(propyleneimine) dendrimers.
PubMed:Effect of saccharide structure and size on the degree of substitution and product dispersity of α-lactalbumin glycated via the Maillard reaction.
PubMed:Purification and characterization of pullulanase from Lactococcus lactis.
PubMed:Fast screening and secure confirmation of milk powder adulteration with maltodextrin via electrospray ionization-mass spectrometry [ESI(+)-MS] and selective enzymatic hydrolysis.
PubMed:Transglycosylation properties of maltodextrin glucosidase (MalZ) from Escherichia coli and its application for synthesis of a nigerose-containing oligosaccharide.
PubMed:Estimation of pullulan by hydrolysis with pullulanase.
PubMed:Safety evaluation of highly-branched cyclic dextrin and a 1,4-alpha-glucan branching enzyme from Bacillus stearothermophilus.
PubMed:Role of maltogenic amylase and pullulanase in maltodextrin and glycogen metabolism of Bacillus subtilis 168.
PubMed:Potential of amylolytic lactic acid bacteria to replace the use of malt for partial starch hydrolysis to produce African fermented pearl millet gruel fortified with groundnut.
PubMed:[Analyse of sugars in beer and wort using high performance anion-exchange chromatography coupled with pulsed amperometric detection].
PubMed:Characterization of gene encoding amylopullulanase from plant-originated lactic acid bacterium, Lactobacillus plantarum L137.
PubMed:A novel glucosylation enzyme: molecular cloning, expression, and characterization of Trichoderma viride JCM22452 alpha-amylase and enzymatic synthesis of some flavonoid monoglucosides and oligoglucosides.
PubMed:Modulation of hydrolysis and transglycosylation activity of Thermus maltogenic amylase by combinatorial saturation mutagenesis.
PubMed:Structure and hydration of the amylopectin trisaccharide building blocks--Synthesis, NMR, and molecular dynamics.
PubMed:Effects of calcium ion concentration on starch hydrolysis of barley alpha-amylase isozymes.
PubMed:Nonenzymatic C-glycosylation of flavan-3-ols by oligo- and polysaccharides.
PubMed:Evaluation of enhanced hygroscopicity, bifidogenicity, and anticariogenicity of enzymatically synthesized beta-galactosyl-trehalose oligosaccharides.
PubMed:The 53-kDa proteolytic product of precursor starch-hydrolyzing enzyme of Aspergillus niger has Taka-amylase-like activity.
PubMed:Induction of pullulanase production in Bacillus cereus FDTA-13.
PubMed:Crystal structure of pullulanase: evidence for parallel binding of oligosaccharides in the active site.
PubMed:Molecular mobility and the glass transition in amorphous glucose, maltose, and maltotriose.
PubMed:Effect of maillard reaction on allergenicity of scallop tropomyosin.
PubMed:Purification and characterization of a thermostable raw starch digesting amylase from a Streptomyces sp. isolated in a milling factory.
PubMed:Evidence for formation of heterooligosaccharides by Lactobacillus sanfranciscensis during growth in wheat sourdough.
PubMed:Enzymatic analysis of an amylolytic enzyme from the hyperthermophilic archaeon Pyrococcus furiosus reveals its novel catalytic properties as both an alpha-amylase and a cyclodextrin-hydrolyzing enzyme.
PubMed:Generation of furosine and color in infant/enteral formula-resembling systems.
PubMed:Properties of a novel thermostable glucoamylase from the hyperthermophilic archaeon Sulfolobus solfataricus in relation to starch processing.
PubMed:Characterization of the trehalosyl dextrin-forming enzyme from the thermophilic archaeon Sulfolobus solfataricus ATCC 35092.
PubMed:Antioxidative effects of glycosyl-ascorbic acids synthesized by maltogenic amylase to reduce lipid oxidation and volatiles production in cooked chicken meat.
PubMed:Pseudoalteromonas sagamiensis sp. nov., a marine bacterium that produces protease inhibitors.
PubMed:Maltosyl-erythritol, a major transglycosylation product of erythritol by Bacillus stearothermophilus maltogenic amylase.
PubMed:Cloning and characterization of two alpha-glucosidases from Bifidobacterium adolescentis DSM20083.
PubMed:Effect of molecular structure on the conductivity of amorphous carbohydrate-water-KCl mixtures in the supercooled liquid state.
PubMed:New action pattern of a maltose-forming alpha-amylase from Streptomyces sp. and its possible application in bakery.
PubMed:Soaking turkey meat in salt-glucose syrup solutions--an experimental study of mass transfers.
PubMed:A novel amylolytic enzyme from Thermotoga maritima, resembling cyclodextrinase and alpha-glucosidase, that liberates glucose from the reducing end of the substrates.
PubMed:Modification of ascorbic acid using transglycosylation activity of Bacillus stearothermophilus maltogenic amylase to enhance its oxidative stability.
PubMed:Purification and characterization of maltooligosaccharide-forming amylase from Bacillus circulans GRS 313.
PubMed:Cooperative action of alpha-glucanotransferase and maltogenic amylase for an improved process of isomaltooligosaccharide (IMO) production.
PubMed:3-deoxypentosulose: an alpha-dicarbonyl compound predominating in nonenzymatic browning of oligosaccharides in aqueous solution.
PubMed:Identification of principal constituents in enzymatically hydrolyzed coix extract.
PubMed:Attenuated satiation response to intestinal nutrients in rats that do not express CCK-A receptors.
PubMed:Synergy between liquid chromatographic-pulsed amperometric detection and capillary-gas chromatographic methods for the detection of juice adulteration.
PubMed:Degradation of oligosaccharides in nonenzymatic browning by formation of alpha-dicarbonyl compounds via a "peeling off" mechanism.
PubMed:Cloning of Novel Maltooligosaccharide-Producing Amylases as Antistaling Agents for Bread.
PubMed:Effect of molecular structure and water content on the dielectric relaxation behaviour of amorphous low molecular weight carbohydrates above and below their glass transition.
PubMed:Reduced hindbrain and enteric neuronal response to intestinal oleate in rats maintained on high-fat diet.
PubMed:Transglycosylation of neohesperidin dihydrochalcone by Bacillus stearothermophilus maltogenic amylase.
PubMed:Reduction of food intake by intestinal macronutrient infusion is not reversed by NMDA receptor blockade.
PubMed:Transglycosylation of naringin by Bacillus stearothermophilusMaltogenic amylase to give glycosylated naringin.
PubMed:The use of modulated temperature differential scanning calorimetry for the characterisation of food systems.
PubMed:Clearance and metabolism of starch foods in the oral cavity.
PubMed:Reduced sensitivity to the satiation effect of intestinal oleate in rats adapted to high-fat diet.
PubMed:Transglycosylation reactions of Bacillus stearothermophilus maltogenic amylase with acarbose and various acceptors.
PubMed:Effect of temperature on the saccharide composition obtained after alpha-amylolysis of starch
PubMed:Multiple alpha-glucoside transporter genes in brewer's yeast.
PubMed:Intra-oral lactic acid production during clearance of different foods containing various carbohydrates.
PubMed:Munkoyo beverage, a traditional Zambian fermented maize gruel using Rhynchosia root as amylase source.
PubMed:Accumulation of fermentable sugars and metabolic acids in food particles that become entrapped on the dentition.
PubMed:Type A CCK receptors mediate satiety effects of intestinal nutrients.
PubMed:Purification and properties of alpha-amylase from Aspergillus oryzae ATCC 76080.
PubMed:[Cariogenic carbohydrates in maltodextrin-containing breast milk food substitutes].
PubMed:[Cariogenic carbohydrates in maltodextrins, glucose syrups and maltodextrin-containing infant tea].
PubMed:Purification and characterization of alpha-glucosidase from Torulaspora pretoriensis YK-1.
PubMed:Genetically controlled food preference: biochemical mechanisms.
PubMed:pH measurements of human dental plaque after consumption of starchy foods using the microtouch and the sampling method.
PubMed:Modification of subsite Lys residue induced a large increase in maltosidase activity of Taka-amylase A.
PubMed:Selective inhibition of histidine-modified pancreatic alpha-amylase by proteinaceous inhibitor from Phaseolus vulgaris.
PubMed:Thermostable amylolytic enzymes from a new clostridium isolate.
PubMed:Influence of saccharide length on polysaccharide appetite in the rat.
PubMed:Digestion and absorption of carbohydrates in fowl and events through perinatal development.
PubMed:The relationship between glycemic response, digestibility, and factors influencing the dietary habits of diabetics.
PubMed:Trends in wort carbohydrate utilization.
 
Notes:
Constit. of corn syrup. Amylolysis prod. from starch. Maltooligosaccharide mixtures are important food additives (sweeteners, gelling agents and viscosity modifiers) Maltotriose is a trisaccharide consisting of three glucose molecules linked with a-1,4 glycosidic bonds. (Wikipedia)
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