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90-80-2,MFCD00006647
Catalog No.:AA0036RC

90-80-2 | (3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-one

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Purity
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5g
98%
in stock  
$6.00   $4.00
- +
25g
98%
in stock  
$12.00   $8.00
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100g
98%
in stock  
$15.00   $11.00
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500g
98%
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$18.00   $13.00
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0036RC
Chemical Name:
(3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-one
CAS Number:
90-80-2
Molecular Formula:
C6H10O6
Molecular Weight:
178.1400
MDL Number:
MFCD00006647
SMILES:
OC[C@H]1OC(=O)[C@@H]([C@H]([C@@H]1O)O)O
Properties
Properties
 
BP:
446.4°C at 760 mmHg  
Form:
Solid  
MP:
151-155°C  
Refractive Index:
63.5 ° (C=10, H2O)  
Solubility:
590g/l Hydrolysis  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
181  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
1  
XLogP3:
-2  

Upstream Synthesis Route

[1]HelveticaChimicaActa,2000,vol.83,#12,p.3211-3228

[1]TetrahedronLetters,2016,vol.57,#42,p.4684-4687

[1]TetrahedronLetters,2016,vol.57,#42,p.4684-4687

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Journal: Biochimica et biophysica acta 20030626

Title: Molecular characterization of a male-specific glycosyl hydrolase, Lma-p72, secreted on to the abdominal surface of the Madeira cockroach Leucophaea maderae (Blaberidae, Oxyhaloinae).

Journal: The Biochemical journal 20030601

Title: Expression of the Aspergillus niger glucose oxidase gene in Saccharomyces cerevisiae and its potential applications in wine production.

Journal: Applied microbiology and biotechnology 20030601

Title: Understanding the role of calcium in functionality of part skim Mozzarella cheese.

Journal: Journal of dairy science 20030601

Title: Synthesis and biological evaluation of Rhizobium sin-1 lipid A derivatives.

Journal: Journal of the American Chemical Society 20030521

Title: Purification and characterization of vanilla bean (Vanilla planifolia Andrews) beta-D-glucosidase.

Journal: Journal of agricultural and food chemistry 20030507

Title: Synthesis of 2,3,4,5-tetra-O-methyl-D-glucono-1,6-lactone as a monomer for the preparation of copolyesters.

Journal: Carbohydrate research 20030314

Title: Complex coacervation of whey proteins and gum arabic.

Journal: Biomacromolecules 20030101

Title: Synthesis of C-glycosyl compounds of N-acetylneuraminic acid from D-gluconolactone.

Journal: Carbohydrate research 20021119

Title: Gluconic acid, its lactones, and SO(2) binding phenomena in musts from botrytized grapes.

Journal: Journal of agricultural and food chemistry 20021023

Title: A new synthesis of Neu5Ac from D-glucono-delta-lactone.

Journal: The Journal of organic chemistry 20020920

Title: Effect of pH and calcium concentration on proteolysis in mozzarella cheese.

Journal: Journal of dairy science 20020701

Title: Effect of pH and calcium concentration on some textural and functional properties of mozzarella cheese.

Journal: Journal of dairy science 20020701

Title: Absorption and metabolism of flavonoids in the caco-2 cell culture model and a perused rat intestinal model.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20020401

Title: Expression, preparation, and high-throughput screening of caspase-8: discovery of redox-based and steroid diacid inhibition.

Journal: Archives of biochemistry and biophysics 20020315

Title: Confirmation of the structure of tetra-O-(tert-butyldimethylsilyl)-D-glucono-1,4-lactone formed by silylation of D-glucono-1,5-lactone.

Journal: Carbohydrate research 20020315

Title: Control of Listeria monocytogenes with combined antimicrobials after postprocess contamination and extended storage of frankfurters at 4 degrees C in vacuum packages.

Journal: Journal of food protection 20020201

Title: Coimmobilization of gluconolactonase with glucose oxidase for improvement in kinetic property of enzymatically induced volume collapse in ionic gels.

Journal: Biomacromolecules 20020101

Title: Partial purification and characterization of a soybean beta-glucosidase with high specific activity towards isoflavone conjugates.

Journal: Phytochemistry 20011201

Title: Crystal structures of the precursor form of glucose-fructose oxidoreductase from Zymomonas mobilis and its complexes with bound ligands.

Journal: Biochemistry 20011120

Title: A miniature biofuel cell.

Journal: Journal of the American Chemical Society 20010905

Title: Purification and some properties of a beta-glucosidase from Trichoderma harzianum type C-4.

Journal: Bioscience, biotechnology, and biochemistry 20010901

Title: De novo synthesis of a methylene-bridged Neu5Ac-alpha-(2,3)-gal C-disaccharide.

Journal: The Journal of organic chemistry 20010615

Title: Substrate selectivity of Gluconobacter oxydans for production of 2,5-diketo-D-gluconic acid and synthesis of 2-keto-L-gulonic acid in a multienzyme system.

Journal: Applied biochemistry and biotechnology 20010601

Title: Mechanical properties and water-vapor permeability of soy-protein films affected by calcium salts and glucono-delta-lactone.

Journal: Journal of agricultural and food chemistry 20010501

Title: Cloning and biochemical characterization of BglC, a beta-glucosidase from the cellulolytic actinomycete Thermobifida fusca.

Journal: Current microbiology 20010401

Title: Enantioselective syntheses of monotetrahydrofuran Annonaceous acetogenins tonkinecin and annonacin starting from carbohydrates.

Journal: The Journal of organic chemistry 20010209

Title: Monitoring of acidified milk gel formation by ultrasonic shear wave measurements. High-frequency viscoelastic moduli of milk and acidified milk gel.

Journal: Journal of dairy science 20010201

Title: Biochemical characterization and mechanism of action of a thermostable beta-glucosidase purified from Thermoascus aurantiacus.

Journal: The Biochemical journal 20010101

Title: Role of botrytized grape micro-organisms in SO2 binding phenomena.

Journal: Journal of applied microbiology 20010101

Title: Xu Y, et al. Aggregation and structural changes of silver carp actomyosin as affected by mild acidification with D-gluconic acid δ-lactone. Food Chem. 2012 Sep 15;134(2):1005-10.

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Tags:90-80-2 Molecular Formula|90-80-2 MDL|90-80-2 SMILES|90-80-2 (3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-one