| Name: | (2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol |
| CAS Number: | 499-40-1 |  3D/inchi
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| ECHA EINECS - REACH Pre-Reg: | 207-879-1 |
| FDA UNII: | 67I334IX2M |
| Nikkaji Web: | J1.510.121K |
| Beilstein Number: | 093355 |
| MDL: | MFCD00065373 |
| XlogP3-AA: | -4.70 (est) |
| Molecular Weight: | 342.29854000 |
| Formula: | C12 H22 O11 |
| NMR Predictor: | Predict (works with chrome, Edge or firefox) |
Category:sweeteners, flavor enhancers
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 662.00 to 663.00 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 670.00 °F. TCC ( 354.60 °C. ) (est)
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| logP (o/w): | -4.606 (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 |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| 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: | | sweeteners, flavor enhancers |
| Recommendation for isomaltose usage levels up to: | | | not for fragrance use.
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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 :10357 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:3 |
| (2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol |
| Chemidplus:0000499401 |
References:
| | (2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 10357 |
| Pubchem (sid): | 135269668 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| 6-O-alpha-D- | glucopyranosyl-D-glucose | | 6-O-alpha-dextro- | glucopyranosyl-dextro-glucose | | (2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S,6R)-3,4,5- | trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol |
Articles:
| PubMed:Construction of dextrin and isomaltose-assimilating brewer's yeasts for production of low-carbohydrate beer. |
| PubMed:Metabolism of isomalto-oligosaccharides by Lactobacillus reuteri and bifidobacteria. |
| PubMed:Simple, fast, and efficient process for producing and purifying trehalulose. |
| PubMed:Evidence for cycloisomaltooligosaccharide production from starch by Bacillus circulans T-3040. |
| PubMed:Different sucrose-isomaltase response of Caco-2 cells to glucose and maltose suggests dietary maltose sensing. |
| PubMed:The effect of lactose-isomaltulose-containing growing-up milks on cognitive performance of Indonesian children: a cross-over study. |
| PubMed:Simple, fast, and efficient process for producing and purifying trehalulose. |
| PubMed:Enzymatic properties of a thermostable α-glucosidase from acidothermophilic crenarchaeon Sulfolobus tokodaii strain 7. |
| PubMed:Enhancing isomaltulose production by recombinant Escherichia coli producing sucrose isomerase: culture medium optimization containing agricultural wastes and cell immobilization. |
| PubMed:Mature-stem expression of a silencing-resistant sucrose isomerase gene drives isomaltulose accumulation to high levels in sugarcane. |
| PubMed:Influence of processing on the volatile profile of strawberry spreads made with isomaltulose. |
| PubMed:NMR characterization of saccharides in Italian honeys of different floral sources. |
| PubMed:Immobilization of glucosyltransferase from Erwinia sp. using two different techniques. |
| PubMed:A rapid analytical method for the detection of plasma volume expanders and mannitol based on the urinary saccharides and polyalcohols profile. |
| PubMed:Isomaltulose is actively metabolized in plant cells. |
| PubMed:Isomaltulose production via yeast surface display of sucrose isomerase from Enterobacter sp. FMB-1 on Saccharomyces cerevisiae. |
| PubMed:A new immune-modulating diet enriched with whey-hydrolyzed peptide, fermented milk, and isomaltulose attenuates gut ischemia-reperfusion injury in mice. |
| PubMed:Expression, purification and characterization of recombinant α-glucosidase in Pichia pastoris. |
| PubMed:The human bitter taste receptor, hTAS2R16, discriminates slight differences in the configuration of disaccharides. |
| PubMed:Studies on absorption and metabolism of palatinose (isomaltulose) in rats. |
| PubMed:Microbial production of palatinose through extracellular expression of a sucrose isomerase from Enterobacter sp. FMB-1 in Lactococcus lactis MG1363. |
| PubMed:Cloning and characterization of a sucrose isomerase from Erwinia rhapontici NX-5 for isomaltulose hyperproduction. |
| PubMed:Palatinose-blended sugar compared with sucrose: different effects on insulin sensitivity after 12 weeks supplementation in sedentary adults. |
| PubMed:Novel findings on the metabolic effects of the low glycaemic carbohydrate isomaltulose (Palatinose). |
| PubMed:Manipulation of glycemic response with isomaltulose in a milk-based drink does not affect cognitive performance in healthy adults. |
| PubMed:Effect of concentration and substrate flow rate on isomaltulose production from sucrose by Erwinia sp. cells immobilized in calcium-alginate using packed bed reactor. |
| PubMed:Beneficial effects on glucose metabolism of chronic feeding of isomaltulose versus sucrose in rats. |
| PubMed:[Analyse of sugars in beer and wort using high performance anion-exchange chromatography coupled with pulsed amperometric detection]. |
| PubMed:Analysis of sugars in Chinese rice wine by Fourier transform near-infrared spectroscopy with partial least-squares regression. |
| PubMed:Food labeling: health claims; dietary noncariogenic carbohydrate sweeteners and dental caries. Final rule. |
| PubMed:Inhibitory action of palatinose and its hydrogenated derivatives on the hydrolysis of alpha-glucosylsaccharides in the small intestine. |
| PubMed:Contribution of mucosal maltase-glucoamylase activities to mouse small intestinal starch alpha-glucogenesis. |
| PubMed:Starch with a slow digestion property produced by altering its chain length, branch density, and crystalline structure. |
| PubMed:Effects of a novel palatinose based enteral formula (MHN-01) carbohydrate-adjusted fluid diet in improving the metabolism of carbohydrates and lipids in patients with esophageal cancer complicated by diabetes mellitus. |
| PubMed:Isomaltulose production using free cells: optimisation of a culture medium containing agricultural wastes and conversion in repeated-batch processes. |
| PubMed:Conversion of sucrose into isomaltulose by Enterobacter sp. FMB1, an isomaltulose-producing microorganism isolated from traditional Korean food. |
| PubMed:Application of response surface methodology to cell immobilization for the production of palatinose. |
| PubMed:Crystal structure of pullulanase: evidence for parallel binding of oligosaccharides in the active site. |
| PubMed:Molecular characterization of the alpha-glucosidase activity in Enterobacter sakazakii reveals the presence of a putative gene cluster for palatinose metabolism. |
| PubMed:Carbohydrate preference, acid tolerance and bile tolerance in five strains of Bifidobacterium. |
| PubMed:Application of a fast high-performance liquid chromatography method for simultaneous determination of furanic compounds and glucosylisomaltol in breakfast cereals. |
| PubMed:Control of oxidative stress and metabolic homeostasis by the suppression of postprandial hyperglycemia. |
| PubMed:Isomaltooligosaccharide increases cecal Bifidobacterium population in young broiler chickens. |
| PubMed:Klebsiella singaporensis sp. nov., a novel isomaltulose-producing bacterium. |
| PubMed:Effect of a novel palatinose-based liquid balanced formula (MHN-01) on glucose and lipid metabolism in male Sprague-Dawley rats after short- and long-term ingestion. |
| PubMed:Properties of a novel thermostable glucoamylase from the hyperthermophilic archaeon Sulfolobus solfataricus in relation to starch processing. |
| PubMed:Purification and characterization of an intracellular cycloalternan-degrading enzyme from Bacillus sp. NRRL B-21195. |
| PubMed:Production of palatinose using Serratia plymuthica cells immobilized in chitosan. |
| PubMed:Cloning and characterization of two alpha-glucosidases from Bifidobacterium adolescentis DSM20083. |
| PubMed:Glucosylisomaltol, a new indicator of browning reaction in baby cereals and bread. |
| PubMed:13-Week oral toxicity study with isomaltulose (Palatinose) in rats. |
| PubMed:Isomaltulose (Palatinose): a review of biological and toxicological studies. |
| PubMed:Glucooligosaccharides from Leuconostoc mesenteroides B-742 (ATCC 13146): a potential prebiotic. |
| PubMed:Potato tubers as bioreactors for palatinose production. |
| PubMed:Cooperative action of alpha-glucanotransferase and maltogenic amylase for an improved process of isomaltooligosaccharide (IMO) production. |
| PubMed:High-level production of the non-cariogenic sucrose isomer palatinose in transgenic tobacco plants strongly impairs development. |
| PubMed:Use of isomalto-oligosaccharide in the treatment of lipid profiles and constipation in hemodialysis patients. |
| PubMed:Assessment of acid production by various human oral micro-organisms when palatinose or leucrose is utilized. |
| PubMed:Classification of Spanish Unifloral Honeys by Discriminant Analysis of Electrical Conductivity, Color, Water Content, Sugars, and pH. |
| PubMed:Acceptor specificity of cellobiose phosphorylase from Cellvibrio gilvus: synthesis of three branched trisaccharides. |
| PubMed:Protein engineering of Aspergillus awamori glucoamylase to increase its pH optimum. |
| PubMed:Mutations to alter Aspergillus awamori glucoamylase selectivity. II. Mutation of residues 119 and 121. |
| PubMed:Mutations to alter Aspergillus awamori glucoamylase selectivity. I. Tyr48Phe49-->Trp, Tyr116-->Trp, Tyr175-->Phe, Arg241-->Lys, Ser411-->Ala and Ser411-->Gly. |
| PubMed:Embryotoxicity/teratogenicity study with isomaltulose (Palatinose) in rats. |
| PubMed:The effects of isomaltulose-based oligomers feeding and calcium deficiency on mineral retention in rats. |
| PubMed:Purification and characterization of alpha-glucosidase from Torulaspora pretoriensis YK-1. |
| PubMed:Effects of conventional sucrose-based, fructose-based and isomalt-based chocolates on postprandial metabolism in non-insulin-dependent diabetics. |
| PubMed:Binding of isomaltose and maltose to the glucoamylase from Aspergillus niger, as studied by fluorescence spectrophotometry and steady-state kinetics. |
| PubMed:Single-villus analysis of disaccharidase expression by different regions of the mouse intestine. |
| PubMed:Hydrolysis of alpha-D-glucopyranosyl-1,6-sorbitol and alpha-D-glucopyranosyl-1,6-mannitol by rat intestinal disaccharidases. |
| PubMed:Charcoal column/thin layer chromatographic method for high fructose corn sirup and spectrophotometric method for hydroxymethylfurfural in honey: collaborative studies. |
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a disaccharide consisting of two glucose units in an alpha (1-6) glycosidic linkage. Isolated from partial hydrolysates of amylopectin and dextrans
Isomaltose is a naturally occurring disaccharide composed of two glucose units in an alpha (1-6) glycosidic linkage. -- Pubchem; A deficiency of sucrase-isomaltase, an integral protein of the small intestine brush-border membrane responsible for catalyzing the hydrolysis of dietary sucrose and some of the products of starch digestion, results in osmotic diarrhea when the disaccharide is ingested, because absorption cannot occur until after hydrolysis produces the component monosaccharides. (OMIM 222800,); It is particularly suitable as a non-cariogenic sucrose replacement and is favorable in products for diabetics and prediabetic dispositions. --Wikipedia
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