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

laevo-(+)-fructose
L-(+)-fructose

Supplier Sponsors

Name:(3R,4S,5S)-1,3,4,5,6-pentahydroxyhexan-2-one
CAS Number: 7776-48-9Picture of molecule3D/inchi
FDA UNII: ZJ8X2IF6RJ
Nikkaji Web:J363.054D
Beilstein Number:1724560
MDL:MFCD05662378
XlogP3-AA:-3.20 (est)
Molecular Weight:180.15684000
Formula:C6 H12 O6
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
Google Scholar: with word "volatile"Search
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
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Flash Point: 32.00 °F. TCC ( 0.00 °C. ) (est)
Soluble in:
 water, 9.769e+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.
L-Fructose
Carbosynth
For experimental / research use only.
L-Fructose
ExtraSynthese
For experimental / research use only.
L-Fructose
Glentham Life Sciences
L-Fructose
Santa Cruz Biotechnology
For experimental / research use only.
L-(+)-Fructose ≥97.0% (hplc)
Sigma-Aldrich: Aldrich
For experimental / research use only.
L-(+)-Fructose ≥97.0% (HPLC)
TCI AMERICA
For experimental / research use only.
L-(+)-Fructose >95.0%(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:
natural substances and extractives
Recommendation for laevo-(+)-fructose usage levels up to:
 not for fragrance use.
 
Recommendation for laevo-(+)-fructose 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 :5460024
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(3R,4S,5S)-1,3,4,5,6-pentahydroxyhexan-2-one
Chemidplus:0007776489
 
References:
 (3R,4S,5S)-1,3,4,5,6-pentahydroxyhexan-2-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5460024
Pubchem (sid):39442843
 
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
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
keto-L-fructose
L-(+)-fructose
(3R,4S,5S)-1,3,4,5,6-pentahydroxyhexan-2-one
 

Articles:

PubMed:Extra fructose in the growth medium fuels lipogenesis of adipocytes.
PubMed:Maternal fructose intake during pregnancy modulates hepatic and hypothalamic AMP-activated protein kinase signalling in a sex-specific manner in offspring.
PubMed:Fructose stimulates Na/H exchange activity and sensitizes the proximal tubule to angiotensin II.
PubMed:Biosynthesis of rare hexoses using microorganisms and related enzymes.
PubMed:Stuck fermentation: development of a synthetic stuck wine and study of a restart procedure.
PubMed:Use of response surface methodology to study the effect of media composition on aflatoxin production by Aspergillus flavus.
PubMed:Exploration of CH···π mediated stacking interactions in saccharide: aromatic residue complexes through conformational sampling.
PubMed:Enhanced antibiotic production by Streptomyces sindenensis using artificial neural networks coupled with genetic algorithm and Nelder-Mead downhill simplex.
PubMed:Direct lactic acid fermentation of Jerusalem artichoke tuber extract using Lactobacillus paracasei without acidic or enzymatic inulin hydrolysis.
PubMed:Boronic acid-protected gold clusters capable of asymmetric induction: spectral deconvolution analysis of their electronic absorption and magnetic circular dichroism.
PubMed:Production of bioactive exopolysaccharides from bitter medicinal mushroom, Antrodia camphorata (M. Zang et C.H. Su) Sh.H. Wu et al. (Aphyllophoromycetideae) in submerged cultivation.
PubMed:Enzymatic synthesis of D-sorbose and D-psicose with aldolase RhaD: effect of acceptor configuration on enzyme stereoselectivity.
PubMed:Recognition of d-fructose based on tetra-boronic functionalized viologen in aqueous solution.
PubMed:The effect of carbon source supplementation on the production of poly(3-hydroxybutyrate-co-3-hydroxyvalerate) by Cupriavidus necator.
PubMed:Assessment of sperm survival and functional membrane integrity of the six-banded armadillo (Euphractus sexcinctus).
PubMed:Synthesis of rare sugars with L-fuculose-1-phosphate aldolase (FucA) from Thermus thermophilus HB8.
PubMed:Sugar-based enantiomeric and conformationally constrained pyrrolo[2,1-c][1,4]-benzodiazepines as potential GABAA ligands.
PubMed:Effects of mono- and disaccharides on the antimicrobial activity of bovine lactoperoxidase system.
PubMed:Characterization of a recombinant thermostable L: -rhamnose isomerase from Thermotoga maritima ATCC 43589 and its application in the production of L-lyxose and L-mannose.
PubMed:Crystallization and preliminary X-ray crystallographic analysis of L-rhamnose isomerase with a novel high thermostability from Bacillus halodurans.
PubMed:Optimizing dilute-acid pretreatment of rapeseed straw for extraction of hemicellulose.
PubMed:Effect of modified MRS medium on production and purification of antimicrobial peptide ST4SA produced by Enterococcus mundtii.
PubMed:Parasympathetic dysfunction is associated with insulin resistance in fructose-fed female rats.
PubMed:Effects of fructose and/or fat in the diet on developing the type 2 diabetic-like syndrome in CD-1 mice.
PubMed:Submerged citric acid fermentation on orange peel autohydrolysate.
PubMed:Cloning, sequencing, overexpression and characterization of L-rhamnose isomerase from Bacillus pallidus Y25 for rare sugar production.
PubMed:Substrate spectrum of L-rhamnulose kinase related to models derived from two ternary complex structures.
PubMed:[Influence of intravenous infusion of D-fructose on post-operative blood glucose level in burn patients].
PubMed:Practical synthesis of an L-fructose-derived ketone catalyst for asymmetric epoxidation of olefins.
PubMed:Efficient production of 2-deoxyribose 5-phosphate from glucose and acetaldehyde by coupling of the alcoholic fermentation system of Baker's yeast and deoxyriboaldolase-expressing Escherichia coli.
PubMed:Structure and reaction mechanism of L-rhamnulose kinase from Escherichia coli.
PubMed:Fructose metabolism in the adult mouse optic nerve, a central white matter tract.
PubMed:Synthesis of the ABC tricyclic fragment of the pectenotoxins via stereocontrolled cyclization of a gamma-hydroxyepoxide appended to the AB spiroacetal unit.
PubMed:A novel bioconversion of L-fructose to L-glucose by Klebsiella pneumoniae.
PubMed:Production of L-sorbitol from L-fructose by Aureobasidium pullulans LP23 isolated from soy sauce mash.
PubMed:[Media optimization for exopolysaccharide by Pholiota squarrosa (Pers. ex Fr.) Quel. AS 5.245 on submerged fermentation].
PubMed:Defining conditions that lead to the retention of water: the importance of the arterial sodium concentration.
PubMed:Fructose-mediated non-enzymatic glycation: sweet coupling or bad modification.
PubMed:Novel reactions of L-rhamnose isomerase from Pseudomonas stutzeri and its relation with D-xylose isomerase via substrate specificity.
PubMed:One-pot synthesis of L-Fructose using coupled multienzyme systems based on rhamnulose-1-phosphate aldolase.
PubMed:Iodomethyl group as a hydroxymethyl synthetic equivalent: application to the syntheses of D-manno-hept-2-ulose and l-fructose derivatives.
PubMed:Production of mannitol and lactic acid by fermentation with Lactobacillus intermedius NRRL B-3693.
PubMed:Base catalysed isomerisation of aldoses of the arabino and lyxo series in the presence of aluminate.
PubMed:Fructose intake increases hyperlipidemia and modifies apolipoprotein expression in apolipoprotein AI-CIII-AIV transgenic mice.
PubMed:Bacterial cellulose production under oxygen-enriched air at different fructose concentrations in a 50-liter, internal-loop airlift reactor.
PubMed:Photochemical deconjugation of chiral 3-methyl-2-butenoates derived from carbohydrate-based alcohols: the influence of the sugar backbone on the facial diastereoselectivity.
PubMed:Bioenergetic targeting during organ preservation: (31)P magnetic resonance spectroscopy investigations into the use of fructose to sustain hepatic ATP turnover during cold hypoxia in porcine livers.
PubMed:Aldol reactions on 1-deoxy-3,4:5,6-di-O-isopropylidene-L-fructose as a route to higher-carbon carbohydrates.
PubMed:[The role of the carbohydrate composition of the glycocalyx in some species of lactobacilli in the manifestation of their adhesive properties].
PubMed:Galactose consumption induces conditioned flavor avoidance in rats.
PubMed:Isolation and characterization of Enterobacter cloacae capable of metabolizing asparagine.
PubMed:Structure-activity studies on anticonvulsant sugar sulfamates related to topiramate. Enhanced potency with cyclic sulfate derivatives.
PubMed:Effects of hypertonia on voltage-gated ion currents in freshly isolated hippocampal neurons, and on synaptic currents in neurons in hippocampal slices.
PubMed:Inhibition of glycoprotein processing by L-fructose and L-xylulose.
PubMed:Whole body metabolism is not restricted to D-sugars because energy metabolism of L-sugars fits a computational model in rats.
PubMed:Vanadate treatment rapidly improves glucose transport and activates 6-phosphofructo-1-kinase in diabetic rat intestine.
PubMed:Low dose fructose ingestion during gestation and lactation affects carbohydrate metabolism in rat dams and their offspring.
PubMed:[The energetic utilization of L-fructose in rats].
PubMed:Decreased Coomassie brilliant blue colour yield with glycated proteins.
PubMed:Essential fructosuria: increased levels of fructose 3-phosphate in erythrocytes.
PubMed:Homogeneous distribution of phosphofructokinase in the rat liver acinus: a quantitative histochemical study.
PubMed:A comparative study of the glycosylated plasma proteins in diabetic Nigerians.
PubMed:Glucose absorption from maltotriose and glucose oligomers in the human jejunum.
PubMed:Effects of glucose and fructose added to the intraocular irrigating solutions on the rabbit ERG in vitro.
PubMed:Continuous production of ethanol from fructose by immobilized growing cells of Zymomonas mobilis.
PubMed:Comparative effects of glucose and fructose on growth and morphological aspects of cultured skin fibroblasts.
PubMed:Crabtree effect induced by fructose in hepatocytes isolated from regenerating liver.
PubMed:L-fructose.
 
Notes:
None found
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