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laevo-mannose

information only not used for fragrances or flavors
2D:
3D:
CAS Number: 10030-80-5
ECHA EC Number: 233-080-2
FDA UNII: 2W3YE50TX8
Category: information only not used for fragrances or flavors
IUPAC Name: laevo-mannose
InChI : InChI=1/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4-,5-,6-/m0/s1
Std.InChI: InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4-,5-,6-/m0/s1
InChIKey : GZCGUPFRVQAUEE-BXKVDMCEBX
Std.InChIKey: GZCGUPFRVQAUEE-BXKVDMCESA-N
SMILES : O=C[C@H](O)[C@H](O)[C@@H](O)[C@@H](O)CO
MDL: MFCD00063884
Molar Refractivity : 37.54 ± 0.3 cm3 (est)
Parachor : 352.9 ± 4.0 cm3 (est)
Index of Refraction : 1.573 ± 0.02 (est)
Surface Tension : 92.0 ± 3.0 dyne/cm (est)
Density : 1.581 ± 0.06 g/cm3 (est)
Polarizability : 14.88 ± 0.5 10-24cm3 (est)

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

Google Scholar:Search
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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
Boiling Point: 527.11 °C. @ 760.00 mm Hg (est)
Flash Point: 548.00 °F. TCC ( 286.70 °C. ) (est)
logP (o/w): -3.290 (est)
Soluble in:
water, 1e+006 mg/L @ 25 °C (est)

Cosmetic Information:

None found

Suppliers:

BOC Sciences
For experimental / research use only.
L-Mannose
Carbosynth
For experimental / research use only.
L-Mannose
ExtraSynthese
For experimental / research use only.
L-(-)-Mannose
Glentham Life Sciences
L-(-)-Mannose
Santa Cruz Biotechnology
For experimental / research use only.
L-(-)-Mannose
Sigma-Aldrich: Sigma
For experimental / research use only.
L-(-)-Mannose ≥99%
TCI AMERICA
For experimental / research use only.
L-(-)-Mannose >98.0%(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:
information only not used for fragrances or flavors
Recommendation for laevo-mannose usage levels up to:
not for fragrance use.
Recommendation for laevo-mannose flavor usage levels up to:
not for flavor use.

Safety References:

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):10030-80-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :82308
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2R,3R,4S,5S)-2,3,4,5,6-pentahydroxyhexanal
Chemidplus:0010030805

References:

(2R,3R,4S,5S)-2,3,4,5,6-pentahydroxyhexanal
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):82308
Pubchem (sid):135040042

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
Wikipedia:View

Potential Blenders and core components :

None Found

Potential Uses:

None Found

Occurrence (nature, food, other):

found in nature

Synonyms:

aldehydo-L-manno-hexose
aldehydo-L-mannose
L-mannose
L-(-)-mannose
(2R,3R,4S,5S)-2,3,4,5,6-pentahydroxyhexanal

Articles:

PubMed:The relationship between PMI (manA) gene expression and optimal selection pressure in Indica rice transformation.
PubMed:Welan gum: microbial production, characterization, and applications.
PubMed:Characterisation of brewpub beer carbohydrates using high performance anion exchange chromatography coupled with pulsed amperometric detection.
PubMed:Structure feature and antitumor activity of a novel polysaccharide isolated from Lactarius deliciosus Gray.
PubMed:An efficient and high-throughput protocol for Agrobacterium-mediated transformation based on phosphomannose isomerase positive selection in Japonica rice (Oryza sativa L.).
PubMed:Ethanol production from wood hydrolysate using genetically engineered Zymomonas mobilis.
PubMed:Substrate specificity of galactokinase from Streptococcus pneumoniae TIGR4 towards galactose, glucose, and their derivatives.
PubMed:Production of a novel quercetin glycoside through metabolic engineering of Escherichia coli.
PubMed:Characterization of NADP+-specific L-rhamnose dehydrogenase from the thermoacidophilic Archaeon Thermoplasma acidophilum.
PubMed:Biolistic-mediated production of transgenic oil palm.
PubMed:Studies on the conformational flexibility of α-L-rhamnose-containing oligosaccharides using 13C-site-specific labeling, NMR spectroscopy and molecular simulations: implications for the three-dimensional structure of bacterial rhamnan polysaccharides.
PubMed:Successful recovery of transgenic cowpea (Vigna unguiculata) using the 6-phosphomannose isomerase gene as the selectable marker.
PubMed:Characterization of a thermophilic L-rhamnose isomerase from Caldicellulosiruptor saccharolyticus ATCC 43494.
PubMed:Fasudil hydrochloride hydrate, a Rho-kinase inhibitor, suppresses high glucose-induced proliferation and collagen synthesis in rat cardiac fibroblasts.
PubMed:Structure and gene cluster of the O-antigen of Escherichia coli O109; chemical and genetic evidences of the presence of L-RhaN3N derivatives in the O-antigens of E. coli O109 and O119.
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:Characterisation of a haemagglutinin from Hokkaido red bean (Phaseolus vulgaris cv. Hokkaido red bean).
PubMed:Phosphomannose isomerase gene for selection in lettuce (Lactuca sativa L.) transformation.
PubMed:Substrate specificity of ribose-5-phosphate isomerases from Clostridium difficile and Thermotoga maritima.
PubMed:A novel mannose-based selection system for plant transformation using celery mannose-6-phosphate reductase gene.
PubMed:Characterization of three beta-galactoside phosphorylases from Clostridium phytofermentans: discovery of d-galactosyl-beta1->4-l-rhamnose phosphorylase.
PubMed:Structure of a polysaccharide from the lipopolysaccharide of Vibrio vulnificus CECT4602 containing 2-acetamido-2,3,6-trideoxy-3-[(S)- and (R)-3-hydroxybutanoylamino]-L-mannose.
PubMed:Structure and serological properties of the O-antigen of two clinical Proteus mirabilis strains classified into a new Proteus O77 serogroup.
PubMed:Structural elucidation of the capsular polysaccharide isolated from Kaistella flava.
PubMed:Identification in the yeast Pichia stipitis of the first L-rhamnose-1-dehydrogenase gene.
PubMed:1-De-oxy-l-mannitol (6-de-oxy-l-mannitol or l-rhamnitol).
PubMed:Cloning, sequencing, overexpression and characterization of L-rhamnose isomerase from Bacillus pallidus Y25 for rare sugar production.
PubMed:A sequential, multiple-treatment, targeted approach to reduce wound healing and failure of glaucoma filtration surgery in a rabbit model (an American Ophthalmological Society thesis).
PubMed:A versatile route to L-hexoses: synthesis of L-mannose and L-altrose.
PubMed:[Mechanism of oligochitosan-induced macrophage activation].
PubMed:Mannose selection system used for cucumber transformation.
PubMed:Improved methods in Agrobacterium-mediated transformation of almond using positive (mannose/pmi) or negative (kanamycin resistance) selection-based protocols.
PubMed:Chiral and isomeric analysis by electrospray ionization and sonic spray ionization using the fixed-ligand kinetic method.
PubMed:Novel reactions of L-rhamnose isomerase from Pseudomonas stutzeri and its relation with D-xylose isomerase via substrate specificity.
PubMed:Correlation of antigenic epitope and antibody gene usage in the human immune response to Streptococcus pneumoniae type 23F capsular polysaccharide.
PubMed:Structure of the N-acetyl-L-rhamnosamine-containing O-polysaccharide of Proteus vulgaris TG 155 from a new Proteus serogroup, O55.
PubMed:Conformational analysis of sulfur-containing 6-deoxy-l-hexose derivatives by molecular modeling and NMR spectroscopy. A theoretical study and experimental evidence of intramolecular nonbonded interactions between sulfur and oxygen.
PubMed:Correlation of structure and vibrational spectra of the zwitterion L-alanine in the presence of water: an experimental and density functional analysis.
PubMed:Epithelial cell surface sites involved in the polyvalent adherence of Porphyromonas gingivalis: a convincing role for neuraminic acid and glucuronic acid.
PubMed:Base catalysed isomerisation of aldoses of the arabino and lyxo series in the presence of aluminate.
PubMed:Syntheses of D- and L-Mannose, Gulose, and Talose via Diastereoselective and Enantioselective Dihydroxylation Reactions.
PubMed:Trinuclear Zn(II) and Cu(II) homo and heterotrimetallic complexes involving D-glucopyranosyl and biscarboxylate bridging ligands. A substrate binding model of xylose isomerases.
PubMed:Novel Mn(II)Mn(III)Mn(II) trinuclear complexes with carbohydrate bridges derived from seven-coordinate manganese(II) complexes with N-glycoside.
PubMed:Expression and molecular characterization of rat renal D-mannose transport in Xenopus oocytes.
PubMed:Syntheses of four D- and L-hexoses via diastereoselective and enantioselective dihydroxylation reactions.
PubMed:Integrated route to the L-aldohexoses using a common man-made chiral building block.
PubMed:Complement activation after oxidative stress: role of the lectin complement pathway.
PubMed:Thymidine diphosphate-6-deoxy-L-lyxo-4-hexulose reductase synthesizing dTDP-6-deoxy-L-talose from Actinobacillus actinomycetemcomitans.
PubMed:Hypothalamic glucose sensor: similarities to and differences from pancreatic beta-cell mechanisms.
PubMed:Structure of the O-specific polysaccharide of a serologically separate strain Proteus penneri 2 from a new proposed serogroup O66.
PubMed:Antioxidants improve impaired insulin-mediated glucose uptake and prevent migration and proliferation of cultured rabbit coronary smooth muscle cells induced by high glucose.
PubMed:Modulation of receptor and receptor subtype affinities using diastereomeric and enantiomeric monosaccharide scaffolds as a means to structural and biological diversity. A new route to ether synthesis.
PubMed:Mechanisms of action of troglitazone in the prevention of high glucose-induced migration and proliferation of cultured coronary smooth muscle cells.
PubMed:Enzymatic assay of D-mannose in serum.
PubMed:Transcriptional regulation of the Escherichia coli rhaT gene.
PubMed:Inhibition of advanced protein glycation by 8-quinolinecarboxylic hydrazide.
PubMed:Paracellular intestinal transport of six-carbon sugars is negligible in the rat.
PubMed:Synthesis of 2-[18F]fluoro-2-deoxy-L-glucose and positron emission tomography studies in monkeys.
PubMed:Cathepsin G-dependent platelet stimulation by activated polymorphonuclear leukocytes and its inhibition by antiproteinases: role of P-selectin-mediated cell-cell adhesion.
PubMed:Proton-linked L-rhamnose transport, and its comparison with L-fucose transport in Enterobacteriaceae.
PubMed:Three rhamnose-binding lectins from Osmerus eperlanus mordax (olive rainbow smelt) roe.
PubMed:Purification and characterization of Silurus asotus (catfish) roe lectin.
PubMed:Modulation of interleukin-1 induced thymocyte proliferation by D-mannose.
PubMed:Role of monocyte fucose-receptors in T-cell fibronectin activity.
PubMed:Fluvirucins A1, A2, B1, B2, B3, B4 and B5, new antibiotics active against influenza A virus. I. Production, isolation, chemical properties and biological activities.
PubMed:Lectin histochemistry of the olfactory surface in two teleostean fishes.
PubMed:Role of cytoskeleton and surface lectins in Giardia duodenalis attachment to Caco2 cells.
PubMed:Synthesis and antitumor activity of new anthracyclines.
PubMed:A D-mannose transport system in renal brush-border membranes.
PubMed:Is the profile of binding of a panel of neoglycoproteins useful as a diagnostic marker in human lung cancer?
PubMed:Functional characterization of macrophage receptors for in vitro phagocytosis of unopsonized Pseudomonas aeruginosa.
PubMed:Extracellular matrix of cultured bovine aortic endothelial cells contains functionally active type 1 plasminogen activator inhibitor.
PubMed:Structural studies of a polysaccharide (S-88) elaborated by Pseudomonas ATCC 31554.
PubMed:Vibrio cincinnatiensis sp. nov., a new human pathogen.
PubMed:Mechanistic aspects of the delay in the G2 phase of the cell cycle caused by tumor promoter 12-O-tetradecanoylphorbol-13-acetate in HeLa cells.
PubMed:Blood group B-specific lectin of Plecoglossus altivelis (Ayu fish) eggs.
PubMed:Contraluminal transport of hexoses in the proximal convolution of the rat kidney in situ.
PubMed:Fermentation of 6-Deoxyhexoses by Bacillus macerans.
PubMed:Isomeric, anti-rhamnose antibodies having specificity for rhamnose-containing, streptococcal heteroglycans.
PubMed:Reversal of infectious mononucleosis-associated suppressor T cell activity by D-mannose.
PubMed:[Electron microscopic study of the interaction of nephritogenic strains of Escherichia coli carrying D-mannose-resistant fimbriae with the cells of a human kidney line].
PubMed:Simple sugars inhibit rod outer segment disc shedding by the frog retina.
PubMed:Induction and catabolite repression of L-rhamnose dehydrogenase in Pullularia pullulans.
PubMed:Effect of pili on susceptibility of Escherichia coli to phagocytosis.
PubMed:Model studies on dental plaque formation: deoxyhexoses in Actinomyces viscosus.
PubMed:Production and characteristics of the exocellular polysaccharide in mutant strains of Xanthomonas fuscans.
PubMed:5,6-unsaturated hexofuranosyl glycosides and 5',6'-unsaturated hexofuranosyl nucleosides.
PubMed:Use of L-rhamnose to study irreversible adsorption of bacteriophage PL-1 to a strain of Lactobacillus casei.
PubMed:Inhibitors of the adhesiveness of enteropathogenic E. coli.
PubMed:Biosynthesis of D- and L-glycero-L-galacto-octulose from pentoses and hexoses.
PubMed:[Adherence of pathogenic Escherichia coli to epithelial cells isolated from the intestinal mucosa of the rabbit, inhibiting effect of hyperimmune bovine colostrum and of various carbohydrates (author's transl)].
PubMed:Effect of some aldoses on growth of Saccharomyces cerevisiae inhibited with molybdenum.
PubMed:Basis for the mutational acquisition of the ability of Aerobacter aerogenes to grow on L-mannose.
PubMed:Pathway of L-mannose degradation in Aerobacter aerogenes.
PubMed:2-amino-2,6-dideoxy-L-mannose (L-rhamnosamine) isolated from the lipopolysaccharide of Escherichia coli 03:K2ab(L):H2.
PubMed:The condensation of nitromethane with D- and L-arabinose; preparation of L-glucose and L-mannose.
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