| 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:  | 1109-28-0 |  3D/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: 
  
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: 
  
Suppliers: 
  
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: 
  
Potential Blenders and core components  note 
  
Potential Uses: 
  
Occurrence (nature, food, other): note 
  
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. |  
 
  
 | 
 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)
  |