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499-40-1,MFCD00065373
Catalog No.:AA003R16

499-40-1 | Isomaltose

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1g
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5g
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$45.00   $32.00
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25g
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$120.00   $84.00
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100g
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003R16
Chemical Name:
Isomaltose
CAS Number:
499-40-1
Molecular Formula:
C12H22O11
Molecular Weight:
342.2965
MDL Number:
MFCD00065373
SMILES:
OCC1O[C@H](OCC2OC(O)C([C@H]([C@@H]2O)O)O)C([C@H]([C@@H]1O)O)O
Properties
Properties
 
Form:
Solid  
MP:
155-160°C  
Refractive Index:
113 ° (C=0.7, H2O)  
Storage:
Inert atmosphere;-20 ℃;  

Computed Properties
 
Complexity:
382  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
9  
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
8  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
1  
XLogP3:
-4.7  

Literature

Title: Reduced glycaemic and insulinaemic responses following trehalose and isomaltulose ingestion: implications for postprandial substrate use in impaired glucose-tolerant subjects.

Journal: The British journal of nutrition 20121001

Title: Unique substrate specificity of a thermostable glycosyl hydrolase from an uncultured Anaerolinea, derived from bacterial mat on a subsurface geothermal water stream.

Journal: Biotechnology letters 20121001

Title: sp2-Iminosugar O-, S-, and N-glycosides as conformational mimics of α-linked disaccharides; implications for glycosidase inhibition.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120702

Title: Comparison and characterization of α-amylase inducers in Aspergillus nidulans based on nuclear localization of AmyR.

Journal: Applied microbiology and biotechnology 20120601

Title: Postprandial substrate use in overweight subjects with the metabolic syndrome after isomaltulose (Palatinose™) ingestion.

Journal: Nutrition (Burbank, Los Angeles County, Calif.) 20120601

Title: Metabolic effects of replacing sucrose by isomaltulose in subjects with type 2 diabetes: a randomized double-blind trial.

Journal: Diabetes care 20120601

Title: Insight into the role of sugars in bud burst under light in the rose.

Journal: Plant & cell physiology 20120601

Title: Isomaltulose improves glycemia and maintains run performance in type 1 diabetes.

Journal: Medicine and science in sports and exercise 20120501

Title: Exercise dose and insulin sensitivity: relevance for diabetes prevention.

Journal: Medicine and science in sports and exercise 20120501

Title: Immobilization of glucosyltransferase from Erwinia sp. using two different techniques.

Journal: Journal of biotechnology 20120415

Title: Field performance of transgenic sugarcane expressing isomaltulose synthase.

Journal: Plant biotechnology journal 20120201

Title: The effect of high lactose-isomaltulose on cognitive performance of young children. A double blind cross-over design study.

Journal: Appetite 20120201

Title: Transcriptional analysis of prebiotic uptake and catabolism by Lactobacillus acidophilus NCFM.

Journal: PloS one 20120101

Title: Effect of sugars on the molecular motion of freeze-dried protein formulations reflected by NMR relaxation times.

Journal: Pharmaceutical research 20111201

Title: Isomaltulose is actively metabolized in plant cells.

Journal: Plant physiology 20111201

Title: Isomaltulose production via yeast surface display of sucrose isomerase from Enterobacter sp. FMB-1 on Saccharomyces cerevisiae.

Journal: Bioresource technology 20111001

Title: A new immune-modulating diet enriched with whey-hydrolyzed peptide, fermented milk, and isomaltulose attenuates gut ischemia-reperfusion injury in mice.

Journal: Clinical nutrition (Edinburgh, Scotland) 20110801

Title: Isomaltulose Improves Postexercise Glycemia by Reducing CHO Oxidation in T1DM.

Journal: Medicine and science in sports and exercise 20110201

Title: Cloning and characterization of a sucrose isomerase from Erwinia rhapontici NX-5 for isomaltulose hyperproduction.

Journal: Applied biochemistry and biotechnology 20110101

Title: Studies on absorption and metabolism of palatinose (isomaltulose) in rats.

Journal: The British journal of nutrition 20110101

Title: GLP-1 secretion in response to oral and luminal palatinose (isomaltulose) in rats.

Journal: Journal of nutritional science and vitaminology 20110101

Title: Microbial production of palatinose through extracellular expression of a sucrose isomerase from Enterobacter sp. FMB-1 in Lactococcus lactis MG1363.

Journal: Bioresource technology 20101101

Title: Expression, purification and characterization of recombinant α-glucosidase in Pichia pastoris.

Journal: Folia microbiologica 20101101

Title: Effect of concentration and substrate flow rate on isomaltulose production from sucrose by Erwinia sp. cells immobilized in calcium-alginate using packed bed reactor.

Journal: Applied biochemistry and biotechnology 20100901

Title: Palatinose-blended sugar compared with sucrose: different effects on insulin sensitivity after 12 weeks supplementation in sedentary adults.

Journal: International journal of food sciences and nutrition 20100901

Title: Novel findings on the metabolic effects of the low glycaemic carbohydrate isomaltulose (Palatinose).

Journal: The British journal of nutrition 20100628

Title: Preliminary investigation on the action modes of an oligosaccharide-producing multifunctional amylase.

Journal: Applied biochemistry and biotechnology 20100401

Title: Manipulation of glycemic response with isomaltulose in a milk-based drink does not affect cognitive performance in healthy adults.

Journal: Molecular nutrition & food research 20100401

Title: Safer glycemic control using isomaltulose-based enteral formula: a pilot randomized crossover trial.

Journal: Journal of critical care 20100301

Title: Characterization of novel thermostable dextranase from Thermotoga lettingae TMO.

Journal: Applied microbiology and biotechnology 20100101

Title: Reduced glycaemic and insulinaemic responses following isomaltulose ingestion: implications for postprandial substrate use.

Journal: The British journal of nutrition 20091101

Title: Molecular cloning and functional characterization of a sucrose isomerase (isomaltulose synthase) gene from Enterobacter sp. FMB-1.

Journal: Journal of applied microbiology 20091001

Title: Isomaltulose production from sucrose by Protaminobacter rubrum immobilized in calcium alginate.

Journal: Bioresource technology 20090901

Title: Generalized anomeric effect in gem-diamines: stereoselective synthesis of alpha-N-linked disaccharide mimics.

Journal: Organic letters 20090806

Title: The (alpha-1,6) glycosidic bond of isomaltose: a tricky system for theoretical conformational studies.

Journal: Carbohydrate research 20090706

Title: Structural determinants of product specificity of sucrose isomerases.

Journal: FEBS letters 20090618

Title: Molecular characterization and expression analysis of the glucansucrase DSRWC from Weissella cibaria synthesizing a alpha(1-->6) glucan.

Journal: FEMS microbiology letters 20090301

Title: Inducer-dependent nuclear localization of a Zn(II)(2)Cys(6) transcriptional activator, AmyR, in Aspergillus nidulans.

Journal: Bioscience, biotechnology, and biochemistry 20090201

Title: Beneficial effects on glucose metabolism of chronic feeding of isomaltulose versus sucrose in rats.

Journal: Annals of nutrition & metabolism 20090101

Title: Hybrid reuteransucrase enzymes reveal regions important for glucosidic linkage specificity and the transglucosylation/hydrolysis ratio.

Journal: The FEBS journal 20081201

Title: Analysis of sugars in Chinese rice wine by Fourier transform near-infrared spectroscopy with partial least-squares regression.

Journal: Journal of agricultural and food chemistry 20080827

Title: Recent progress in the synthesis of carbohydrate-based amphiphilic materials: the examples of sucrose and isomaltulose.

Journal: Carbohydrate research 20080811

Title: Palatinose and oleic acid act together to prevent pancreatic islet disruption in nondiabetic obese Zucker rats.

Journal: The journal of medical investigation : JMI 20080801

Title: Inhibitory action of palatinose and its hydrogenated derivatives on the hydrolysis of alpha-glucosylsaccharides in the small intestine.

Journal: Journal of agricultural and food chemistry 20080723

Title: Co-immobilization of dextransucrase and dextranase for the facilitated synthesis of isomalto-oligosaccharides: Preparation, characterization and modeling.

Journal: Biotechnology and bioengineering 20080701

Title: Production, characterization and (co-)immobilization of dextranase from Penicillium aculeatum.

Journal: Biotechnology letters 20080601

Title: Food labeling: health claims; dietary noncariogenic carbohydrate sweeteners and dental caries. Final rule.

Journal: Federal register 20080527

Title: Effect of sugars on storage stability of lyophilized liposome/DNA complexes with high transfection efficiency.

Journal: International journal of pharmaceutics 20080522

Title: Application of response surface methodology to cell immobilization for the production of palatinose.

Journal: Bioresource technology 20071101

Title: Molecular determinants of substrate recognition in thermostable alpha-glucosidases belonging to glycoside hydrolase family 13.

Journal: Journal of biochemistry 20070701

Title: Contribution of mucosal maltase-glucoamylase activities to mouse small intestinal starch alpha-glucogenesis.

Journal: The Journal of nutrition 20070701

Title: A palatinose-based balanced formula improves glucose tolerance, serum free fatty acid levels and body fat composition.

Journal: The Tohoku journal of experimental medicine 20070601

Title: Isomaltulose production using free cells: optimisation of a culture medium containing agricultural wastes and conversion in repeated-batch processes.

Journal: Journal of industrial microbiology & biotechnology 20070401

Title: 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.

Journal: The Journal of surgical research 20070401

Title: Conversion of sucrose into isomaltulose by Enterobacter sp. FMB1, an isomaltulose-producing microorganism isolated from traditional Korean food.

Journal: Biotechnology letters 20070301

Title: Inhibitory effect of palatinose on glucose absorption in everted rat gut.

Journal: Journal of nutritional science and vitaminology 20070201

Title: Effects of a palatinose-based liquid diet (Inslow) on glycemic control and the second-meal effect in healthy men.

Journal: Metabolism: clinical and experimental 20070101

Title: [Production of fructooligosaccharide syrup from sucrose in combination with palatinose and trehalose].

Journal: Prikladnaia biokhimiia i mikrobiologiia 20070101

Title: Molecular characterization of the alpha-glucosidase activity in Enterobacter sakazakii reveals the presence of a putative gene cluster for palatinose metabolism.

Journal: Systematic and applied microbiology 20061201

Title: Expression profile of amylolytic genes in Aspergillus nidulans.

Journal: Bioscience, biotechnology, and biochemistry 20061001

Title: Role of asparagine 1134 in glucosidic bond and transglycosylation specificity of reuteransucrase from Lactobacillus reuteri 121.

Journal: The FEBS journal 20060801

Title: Sucrose substitutes and their role in caries prevention.

Journal: International dental journal 20060601

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Carbohydrate preference, acid tolerance and bile tolerance in five strains of Bifidobacterium.

Journal: Journal of applied microbiology 20060401

Title: Overexpression, purification, crystallization and preliminary diffraction studies of the Protaminobacter rubrum sucrose isomerase SmuA.

Journal: Acta crystallographica. Section F, Structural biology and crystallization communications 20060101

Title: Application of a fast high-performance liquid chromatography method for simultaneous determination of furanic compounds and glucosylisomaltol in breakfast cereals.

Journal: Journal of AOAC International 20060101

Title: Identification and quantification of the plasma volume expander dextran in human urine by liquid chromatography-tandem mass spectrometry of enzymatically derived isomaltose.

Journal: Biomedical chromatography : BMC 20051201

Title: Control of oxidative stress and metabolic homeostasis by the suppression of postprandial hyperglycemia.

Journal: The journal of medical investigation : JMI 20051101

Title: Synthesis of sterically crowded derivatives of anomeric pairs of D-glucose disaccharides.

Journal: Carbohydrate research 20050905

Title: Determination of several sugars in serum by high-performance anion-exchange chromatography with pulsed amperometric detection.

Journal: Journal of chromatography. A 20050826

Title: Alpha-kinase 1, a new component in apical protein transport.

Journal: The Journal of biological chemistry 20050708

Title: Isomaltooligosaccharide increases cecal Bifidobacterium population in young broiler chickens.

Journal: Poultry science 20050701

Title: Rational transformation of Lactobacillus reuteri 121 reuteransucrase into a dextransucrase.

Journal: Biochemistry 20050628

Title: Klebsiella singaporensis sp. nov., a novel isomaltulose-producing bacterium.

Journal: International journal of systematic and evolutionary microbiology 20041101

Title: Comparative effect of repeated ingestion of difructose anhydride III and palatinose on the induction of gastrointestinal symptoms in humans.

Journal: Bioscience, biotechnology, and biochemistry 20040901

Title: 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.

Journal: Metabolism: clinical and experimental 20040801

Title: Efficacy of Leuconostoc mesenteroides (ATCC 13146) isomaltooligosaccharides as a poultry prebiotic.

Journal: Poultry science 20040801

Title: Temperature- and glass transition temperature-dependence of bimolecular reaction rates in lyophilized formulations described by the Adam-Gibbs-Vogel equation.

Journal: Journal of pharmaceutical sciences 20040401

Title: Crystallization and preliminary X-ray study of isomaltodextranase from Arthrobacter globiformis.

Journal: Acta crystallographica. Section D, Biological crystallography 20040301

Title: Characterization of Pantoea dispersa UQ68J: producer of a highly efficient sucrose isomerase for isomaltulose biosynthesis.

Journal: Journal of applied microbiology 20040101

Title: Production of palatinose using Serratia plymuthica cells immobilized in chitosan.

Journal: Journal of industrial microbiology & biotechnology 20031001

Title: Deciphering the molecular basis of the broad substrate specificity of alpha-glucosidase from Bacillus sp. SAM1606.

Journal: Journal of biochemistry 20031001

Title: Comparison of digestibility and breath hydrogen gas excretion of fructo-oligosaccharide, galactosyl-sucrose, and isomalto-oligosaccharide in healthy human subjects.

Journal: European journal of clinical nutrition 20030901

Title: Enhanced conversion of sucrose to isomaltulose by a mutant of Erwinia rhapontici.

Journal: Biotechnology letters 20030701

Title: The effect of palatinose on mental concentration in humans.

Journal: Journal of nutritional science and vitaminology 20030601

Title: Glycosidase-catalyzed deoxy oligosaccharide synthesis. Practical synthesis of monodeoxy analogs of ethyl beta-thioisomaltoside using Aspergillus niger alpha-glucosidase.

Journal: Bioscience, biotechnology, and biochemistry 20030501

Title: Transglucosylation activities of multiple forms of alpha-glucosidase from spinach.

Journal: Bioscience, biotechnology, and biochemistry 20030501

Title: Effects of isomalto-oligosaccharides on broiler performance and intestinal microflora.

Journal: Poultry science 20030401

Title: Decreased sucrose content triggers starch breakdown and respiration in stored potato tubers (Solanum tuberosum).

Journal: Journal of experimental botany 20030101

Title: Gentiobiose: a novel oligosaccharin in ripening tomato fruit.

Journal: Planta 20030101

Title: Sugar-regulated expression of a putative hexose transport gene in grape.

Journal: Plant physiology 20030101

Title: Fermentation of five sucrose isomers by human dental plaque bacteria.

Journal: Caries research 20030101

Title: Glucosylisomaltol, a new indicator of browning reaction in baby cereals and bread.

Journal: Journal of agricultural and food chemistry 20021204

Title: Glycosidation of fructose-containing disaccharides using MCM-41 material as the catalyst.

Journal: Carbohydrate research 20021119

Title: Glucooligosaccharides from Leuconostoc mesenteroides B-742 (ATCC 13146): a potential prebiotic.

Journal: Journal of industrial microbiology & biotechnology 20021001

Title: Cloning, heterologous expression, and enzymatic characterization of a thermostable glucoamylase from Talaromyces emersonii.

Journal: Protein expression and purification 20021001

Title: Isomaltulose (Palatinose): a review of biological and toxicological studies.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20021001

Title: 13-Week oral toxicity study with isomaltulose (Palatinose) in rats.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20021001

Title: Isomaltose formed by alpha-glucosidases triggers amylase induction in Aspergillus nidulans.

Journal: Current genetics 20021001

Title: Enzymatic synthesis and characterization of oligosaccharides structurally related to the repeating unit of Pullulan.

Journal: Biochemical and biophysical research communications 20020920

Title: Kinetic characteristics of chloroplast glucose transport.

Journal: Journal of experimental botany 20020701

Title: Potato tubers as bioreactors for palatinose production.

Journal: Journal of biotechnology 20020613

Title: Immune responses in rhesus rotavirus-challenged BALB/c mice treated with bifidobacteria and prebiotic supplements.

Journal: Pediatric research 20020601

Title: Cooperative action of alpha-glucanotransferase and maltogenic amylase for an improved process of isomaltooligosaccharide (IMO) production.

Journal: Journal of agricultural and food chemistry 20020508

Title: Metabolizable and non-metabolizable sugars activate different signal transduction pathways in tomato.

Journal: Plant physiology 20020401

Title: High-level production of the non-cariogenic sucrose isomer palatinose in transgenic tobacco plants strongly impairs development.

Journal: Planta 20020101

Title: Effects of alpha-D-glucosylglycerol on the in vitro digestion of disaccharides by rat intestinal enzymes.

Journal: Bioscience, biotechnology, and biochemistry 20010701

Title: O-ethyl and o-methyl n-(2,3,4,6-tetra-o-acetyl-beta-d-glucopyranosyl)thiocarbamate.

Journal: Acta crystallographica. Section C, Crystal structure communications 20010501

Title: The sucrose analog palatinose leads to a stimulation of sucrose degradation and starch synthesis when supplied to discs of growing potato tubers.

Journal: Plant physiology 20010401

Title: Phosphorylation and metabolism of sucrose and its five linkage-isomeric alpha-D-glucosyl-D-fructoses by Klebsiella pneumoniae.

Journal: Carbohydrate research 20010322

Title: Responses of the ant Lasius niger to various compounds perceived as sweet in humans: a structure-activity relationship study.

Journal: Chemical senses 20010301

Title: Effects of isomalto-oligosaccharides on bowel functions and indicators of nutritional status in constipated elderly men.

Journal: Journal of the American College of Nutrition 20010201

Title: Assessment of acid production by various human oral micro-organisms when palatinose or leucrose is utilized.

Journal: Journal of dental research 20010101

Title: Developing a dynamic pharmacophore model for HIV-1 integrase.

Journal: Journal of medicinal chemistry 20000601

Title: Maltose and isomaltose in uremic plasma following icodextrin administration.

Journal: Advances in peritoneal dialysis. Conference on Peritoneal Dialysis 19980101

Title: Alpha-(1-->2)-, and alpha-(1-->3)-, and alpha-(1-->6)-linked thioglycosidic disaccharides: syntheses and anti-HIV testing of thiokojibiose octaacetate, thionigerose, and thioisomaltose.

Journal: Carbohydrate research 19940915

Title: Kuriyama M, et al. Leucocyte alpha-1,4- and alpha-1,6-glucosidase activities towards oligosaccharides in late onset glycogenosis type II. Tohoku J Exp Med. 1990 Aug;161(4):343-51.

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Tags:499-40-1 Molecular Formula|499-40-1 MDL|499-40-1 SMILES|499-40-1 Isomaltose