laevo-mannose

aldehydo-L-mannose

CAS: 10030-80-5 C6 H12 O6 MW: 180.15684000

Identification

Namelaevo-mannose
CAS Number10030-80-5
EINECS233-080-2
FDA UNII2W3YE50TX8
Molecular FormulaC6 H12 O6
Molecular Weight180.15684000
MDL NumberMFCD00063884
Nikkaji NumberJ15.570E
Beilstein1724628

Regulatory

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)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryinformation only not used for fragrances or flavors
Recommendation for laevo-mannose usage levels up tonot for fragrance use.
Recommendation for laevo-mannose flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

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 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.