EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

dextro-psicose
D-erythrohexulose

Supplier Sponsors

CAS Number: 551-68-8Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:208-999-7
FDA UNII: QCC18LNG3E
Nikkaji Web:J56.261K
MDL:MFCD00083478
XlogP3-AA:-3.20 (est)
Molecular Weight:180.15684000
Formula:C6 H12 O6
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:sweeteners, flavor enhancers
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 FDA/DG SANTE Petitions, Reviews, Notices:
GRN 400 D-psicose View - notice PDF
GRN 498 Psicose View - notice PDF
GRN 624 D-allulose 3-epimerase from Arthrobacter globiformis M30 produced in Escherichia coli View - notice PDF
GRN 647 D-psicose View - notice PDF
GRN 693 D-psicose View - notice PDF
GRN 755 D-psicose View - notice PDF
GRN 828 D-psicose View - notice PDF
GRN 893 D-psicose View - notice PDF
FEMA Number:4897 D-allulose
FDA:No longer provide for the use of these seven synthetic flavoring substances
 
Physical Properties:
Appearance:white crystals (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 551.74 °C. @ 760.00 mm Hg (est)
Flash Point: 575.00 °F. TCC ( 301.50 °C. ) (est)
logP (o/w): -1.029 (est)
Soluble in:
 water, 4.615e+005 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.
D-Allulose (D-Psicose)
Jiangyin Healthway
D-Psicose
New functional food ingredients
Santa Cruz Biotechnology
For experimental / research use only.
D-Psicose ≥95%
Sigma-Aldrich: Sigma
For experimental / research use only.
D-Psicose ≥95%
TCI AMERICA
For experimental / research use only.
D-Psicose >99.0%(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:
sweeteners, flavor enhancers
Recommendation for dextro-psicose usage levels up to:
 not for fragrance use.
 
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 29
Click here to view publication 29
 average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): 15000.0000020000.00000
beverages(alcoholic): 15000.0000015000.00000
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: 15000.0000015000.00000
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :90008
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(3R,4R,5R)-1,3,4,5,6-pentahydroxyhexan-2-one
Chemidplus:0000551688
 
References:
 (3R,4R,5R)-1,3,4,5,6-pentahydroxyhexan-2-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):90008
Pubchem (sid):135060111
 
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
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2940.00.6000
FDA Listing of Food Additive Status:View
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
 found in nature
 
Synonyms:
D-allulose
D-allulose 3-epimerase from Arthrobacter globiformis M30 produced in Escherichia coli
D-altrulose
D-erythrohexulose
D-erythro-hexulose
(3R,4R,5R)-1,3,4,5,6-pentahydroxyhexan-2-one
D-psicose
D-ribo-2-hexulose
D-ribo-2-ketohexose
D-ribo-2-ketohexulose
D-ribo-hex-2-ulose
D-ribohexulose
 

Articles:

PubMed:Biochemical characterization of a D-psicose 3-epimerase from Treponema primitia ZAS-1 and its application on enzymatic production of D-psicose.
PubMed:Frontispiece: a separation-integrated cascade reaction to overcome thermodynamic limitations in rare-sugar synthesis.
PubMed:d-Psicose, an Epimer of d-Fructose, Favorably Alters Lipid Metabolism in Sprague-Dawley Rats.
PubMed:Construction of allitol synthesis pathway by multi-enzyme coexpression in Escherichia coli and its application in allitol production.
PubMed:A separation-integrated cascade reaction to overcome thermodynamic limitations in rare-sugar synthesis.
PubMed:Directed divergent evolution of a thermostable D-tagatose epimerase towards improved activity for two hexose substrates.
PubMed:Rare sugar D-psicose prevents progression and development of diabetes in T2DM model Otsuka Long-Evans Tokushima Fatty rats.
PubMed:Highly efficient production of rare sugars D-psicose and L-tagatose by two engineered D-tagatose epimerases.
PubMed:Effect of D-psicose used as sucrose replacer on the characteristics of meringue.
PubMed:Intestinal absorption, organ distribution, and urinary excretion of the rare sugar D-psicose.
PubMed:Co-expression of D-glucose isomerase and D-psicose 3-epimerase: development of an efficient one-step production of D-psicose.
PubMed:Biosynthesis of rare ketoses through constructing a recombination pathway in an engineered Corynebacterium glutamicum.
PubMed:Structure of D-tagatose 3-epimerase-like protein from Methanocaldococcus jannaschii.
PubMed:Immobilization of Clostridium cellulolyticum D-psicose 3-epimerase on artificial oil bodies.
PubMed:Retraction: d-Psicose inhibits intestinal α-glucosidase and suppresses the glycemic response after ingestion of carbohydrate in rats.
PubMed:[Production of sugar syrup containing rare sugar using dual-enzyme coupled reaction system].
PubMed:Production of allitol from D-psicose by a novel isolated strain of Klebsiella oxytoca G4A4.
PubMed:Artificial sweeteners - a review.
PubMed:Iteamine, the first alkaloid isolated from Itea virginica L. inflorescence.
PubMed:Biosynthesis of rare hexoses using microorganisms and related enzymes.
PubMed:Structural insight into L-ribulose 3-epimerase from Mesorhizobium loti.
PubMed:Short and sweet: (D)-glucose to (L)-glucose and (L)-glucuronic acid.
PubMed:Characterization of a metal-dependent D-psicose 3-epimerase from a novel strain, Desmospora sp. 8437.
PubMed:D-psicose increases energy expenditure and decreases body fat accumulation in rats fed a high-sucrose diet.
PubMed:High-level extracellular production of D-Psicose-3-epimerase with recombinant Escherichia coli by a two-stage glycerol feeding approach.
PubMed:Crystal structure and substrate specificity of D-galactose-6-phosphate isomerase complexed with substrates.
PubMed:Transepithelial transports of rare sugar D-psicose in human intestine.
PubMed:Characterization of a D-psicose-producing enzyme, D-psicose 3-epimerase, from Clostridium sp.
PubMed:Inhibition by dietary D-psicose of body fat accumulation in adult rats fed a high-sucrose diet.
PubMed:Characterization of a novel metal-dependent D-psicose 3-epimerase from Clostridium scindens 35704.
PubMed:A D-psicose 3-epimerase with neutral pH optimum from Clostridium bolteae for D-psicose production: cloning, expression, purification, and characterization.
PubMed:Characterization of ribose-5-phosphate isomerase converting D-psicose to D-allose from Thermotoga lettingae TMO.
PubMed:Rare sugar D-psicose protects pancreas β-islets and thus improves insulin resistance in OLETF rats.
PubMed:[Bioconversion of D-fructose to D-allose by novel isomerases].
PubMed:Overexpression of D-psicose 3-epimerase from Ruminococcus sp. in Escherichia coli and its potential application in D-psicose production.
PubMed:Recent advances on applications and biotechnological production of D-psicose.
PubMed:The 90-day oral toxicity of d-psicose in male Wistar rats.
PubMed:Crystal structures of D-psicose 3-epimerase from Clostridium cellulolyticum H10 and its complex with ketohexose sugars.
PubMed:Dietary D-psicose reduced visceral fat mass in high-fat diet-induced obese rats.
PubMed:Hypoglycemic health benefits of D-psicose.
PubMed:Enzymatic synthesis of D-sorbose and D-psicose with aldolase RhaD: effect of acceptor configuration on enzyme stereoselectivity.
PubMed:D-allose and D-psicose reinforce the action of metronidazole on trichomonad.
PubMed:Improvement in the thermostability of D-psicose 3-epimerase from Agrobacterium tumefaciens by random and site-directed mutagenesis.
PubMed:Cloning, expression, and characterization of a D-psicose 3-epimerase from Clostridium cellulolyticum H10.
PubMed:Microbial metabolism and biotechnological production of D-allose.
PubMed:D-Psicose induces upregulation of defense-related genes and resistance in rice against bacterial blight.
PubMed:Characteristics and antioxidant activity of Maillard reaction products from psicose-lysine and fructose-lysine model systems.
PubMed:Synthesis of rare sugars with L-fuculose-1-phosphate aldolase (FucA) from Thermus thermophilus HB8.
PubMed:Crystal structures of LacD from Staphylococcus aureus and LacD.1 from Streptococcus pyogenes: insights into substrate specificity and virulence gene regulation.
PubMed:Rare sugar D-psicose improves insulin sensitivity and glucose tolerance in type 2 diabetes Otsuka Long-Evans Tokushima Fatty (OLETF) rats.
PubMed:Increased D-allose production by the R132E mutant of ribose-5-phosphate isomerase from Clostridium thermocellum.
PubMed:Chemical synthesis of beta-D-psicofuranosyl disaccharides.
PubMed:D-psicose, a sweet monosaccharide, ameliorate hyperglycemia, and dyslipidemia in C57BL/6J db/db mice.
PubMed:Study on the postprandial blood glucose suppression effect of D-psicose in borderline diabetes and the safety of long-term ingestion by normal human subjects.
PubMed:X-ray structures of Bacillus pallidus d-arabinose isomerase and its complex with l-fucitol.
PubMed:Catalytic reaction mechanism of Pseudomonas stutzeri L-rhamnose isomerase deduced from X-ray structures.
PubMed:A comprehensive HPLC analytical system for the identification and quantification of hexoses that employs 2-aminobenzamide coupling.
PubMed:The study on long-term toxicity of d-psicose in rats.
PubMed:Mutational analysis of the active site residues of a D: -psicose 3-epimerase from Agrobacterium tumefaciens.
PubMed:Characterization of a recombinant L-fucose isomerase from Caldicellulosiruptor saccharolyticus that isomerizes L-fucose, D-arabinose, D-altrose, and L-galactose.
PubMed:d-Psicose Inhibits Intestinal alpha-Glucosidase and Suppresses the Glycemic Response after Ingestion of Carbohydrates in Rats.
PubMed:Failure of d-psicose absorbed in the small intestine to metabolize into energy and its low large intestinal fermentability in humans.
PubMed:Roles of Ile66 and Ala107 of D-psicose 3-epimerase from Agrobacterium tumefaciens in binding O6 of its substrate, D-fructose.
PubMed:Separation of D-psicose and D-fructose using simulated moving bed chromatography.
PubMed:D-ribose competitively reverses inhibition by D-psicose of larval growth in Caenorhabditis elegans.
PubMed:Microbial production of xylitol from L-arabinose by metabolically engineered Escherichia coli.
PubMed:Growth inhibition of head and neck carcinomas by D-allose.
PubMed:Competitive inhibitors of type B ribose 5-phosphate isomerases: design, synthesis and kinetic evaluation of new D-allose and D-allulose 6-phosphate derivatives.
PubMed:Structure of a D-tagatose 3-epimerase-related protein from the hyperthermophilic bacterium Thermotoga maritima.
PubMed:Characterization of D-tagatose-3-epimerase from Rhodobacter sphaeroides that converts D-fructose into D-psicose.
PubMed:Acute D-psicose administration decreases the glycemic responses to an oral maltodextrin tolerance test in normal adults.
PubMed:Novel substrates of a ribose-5-phosphate isomerase from Clostridium thermocellum.
PubMed:Crystal structure of beta-D-psicopyranose.
PubMed:Influence of a rare sugar, d-Psicose, on the physicochemical and functional properties of an aerated food system containing egg albumen.
PubMed:Potential anthelmintic: D-psicose inhibits motility, growth and reproductive maturity of L1 larvae of Caenorhabditis elegans.
PubMed:Conversion shift of D-fructose to D-psicose for enzyme-catalyzed epimerization by addition of borate.
PubMed:Development of an amperometric flow analysis sensor for specific detection of D-psicose.
PubMed:Bioproduction of D-psicose from allitol with Enterobacter aerogenes IK7: a new frontier in rare ketose production.
PubMed:Inhibitory effect of d-allose on neutrophil activation after rat renal ischemia/reperfusion.
PubMed:Crystal structures of D-tagatose 3-epimerase from Pseudomonas cichorii and its complexes with D-tagatose and D-fructose.
PubMed:Characterization of aldolase from Methanococcus jannaschii by gas chromatography.
PubMed:Substrate specificity of a galactose 6-phosphate isomerase from Lactococcus lactis that produces d-allose from d-psicose.
PubMed:Preventive effect of D-psicose, one of rare ketohexoses, on di-(2-ethylhexyl) phthalate (DEHP)-induced testicular injury in rat.
PubMed:D-Psicose inhibits the expression of MCP-1 induced by high-glucose stimulation in HUVECs.
PubMed:Cloning, sequencing, overexpression and characterization of L-rhamnose isomerase from Bacillus pallidus Y25 for rare sugar production.
PubMed:Uncovering new metabolic capabilities of Bacillus subtilis using phenotype profiling of rifampin-resistant rpoB mutants.
PubMed:Characterization of ribose-5-phosphate isomerase of Clostridium thermocellum producing D-allose from D-psicose.
PubMed:Bacillus decisifrondis sp. nov., isolated from soil underlying decaying leaf foliage.
PubMed:Efficient conversion of allitol to D-psicose by Bacillus pallidus Y25.
PubMed:Purification, crystallization and preliminary X-ray diffraction studies of D-tagatose 3-epimerase from Pseudomonas cichorii.
PubMed:Novel substrate specificity of D-arabinose isomerase from Klebsiella pneumoniae and its application to production of D-altrose from D-psicose.
PubMed:Rheological characteristics of heat-induced custard pudding gels with high antioxidative activity.
PubMed:Effects of dietary D-psicose on diurnal variation in plasma glucose and insulin concentrations of rats.
PubMed:Crystal structure of D-psicose 3-epimerase from Agrobacterium tumefaciens and its complex with true substrate D-fructose: a pivotal role of metal in catalysis, an active site for the non-phosphorylated substrate, and its conformational changes.
PubMed:Improved microcirculatory effect of D-allose on hepatic ischemia reperfusion following partial hepatectomy in cirrhotic rat liver.
PubMed:Efficient biosynthesis of D-allose from D-psicose by cross-linked recombinant L-rhamnose isomerase: separation of product by ethanol crystallization.
PubMed:Synthesis and structure analysis of novel disaccharides containing D-psicose produced by endo-1,4-beta-D-xylanase from Aspergillus sojae.
PubMed:Bioconversion of D-psicose to D-tagatose and D-talitol by Mucoraceae fungi.
PubMed:Characterization of an Agrobacterium tumefaciens D-psicose 3-epimerase that converts D-fructose to D-psicose.
PubMed:Neuroprotective effect of D-psicose on 6-hydroxydopamine-induced apoptosis in rat pheochromocytoma (PC12) cells.
PubMed:Evaluation of the site specific protein glycation and antioxidant capacity of rare sugar-protein/peptide conjugates.
PubMed:A novel enzymatic approach to the massproduction of L-galactose from L-sorbose.
PubMed:A novel inhibitory effect of D-allose on production of reactive oxygen species from neutrophils.
PubMed:Chitosan productivity enhancement in Rhizopus oryzae YPF-61A by D-psicose.
PubMed:Direct production of allitol from D-fructose by a coupling reaction using D-tagatose 3-epimerase, ribitol dehydrogenase and formate dehydrogenase.
PubMed:Mass production of D-psicose from d-fructose by a continuous bioreactor system using immobilized D-tagatose 3-epimerase.
PubMed:The inhibitory effect and possible mechanisms of D-allose on cancer cell proliferation.
PubMed:Growth inhibitory effect of D-allose on human ovarian carcinoma cells in vitro.
PubMed:Enzymatic procedures in the preparation of regioprotected D-fructose derivatives.
PubMed:Production of dihydroxy C50-carotenoid by Aureobacterium sp. FERM P-18698.
PubMed:Novel reactions of L-rhamnose isomerase from Pseudomonas stutzeri and its relation with D-xylose isomerase via substrate specificity.
PubMed:Modification of ovalbumin with a rare ketohexose through the Maillard reaction: effect on protein structure and gel properties.
PubMed:Metabolic effects of D-psicose in rats: studies on faecal and urinary excretion and caecal fermentation.
PubMed:Effects of oral acute administration and subchronic feeding of several levels of D-psicose in rats.
PubMed:D-psicose is a rare sugar that provides no energy to growing rats.
PubMed:Aryltriazole C-nucleosides with affinity to certain DNA sequence. II. Synthesis of 4-(beta-D-erythrofuranosyl)-2-(4-methyl-3-nitrophenyl)-1,2,3-triazole from D-psicose.
PubMed:Dietary D-psicose, a C-3 epimer of D-fructose, suppresses the activity of hepatic lipogenic enzymes in rats.
PubMed:Investigation of sucrose synthase from rice for the synthesis of various nucleotide sugars and saccharides.
PubMed:Carbohydrate substrate specificity of bacterial and plant pyrophosphate-dependent phosphofructokinases.
PubMed:Thermodynamics of carbohydrate isomerization reactions. The conversion of aqueous allose to psicose.
PubMed:The sugar phosphate specificity of rat hepatic 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase.
PubMed:Urticaria induced by D-psicose.
PubMed:Lactose and D-galactose metabolism in Staphylococcus aureus. IV. Isolation and properties of a class I D-ketohexose-1,6-diphosphate aldolase that catalyzes the cleavage of D-tagatose 1,6-diphosphate.
PubMed:Bovine liver fructokinase: purification and kinetic properties.
PubMed:The fructose 6-phosphate site of phosphofructokinase. Epimeric specificity.
PubMed:D-Psicose metabolism in the rat.
PubMed:Enolization of hexodiulose acetals. Synthesis of derivatives of D-psicose by reduction of a hex-3-enulopyranose.
PubMed:O-isopropylidene derivatives of D-allulose (D-psicose) and D-erythro-hexopyranos-2,3-diulose.
PubMed:Acetylation of d-psicose.
 
Notes:
None found
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