D-(-)-Arabinose

D-(-)-Arabinose Chemical Properties
Melting point 156-160 °C
Boiling point 191.65°C (rough estimate)
density 1.1897 (rough estimate)
refractive index -104 ° (C=10, H2O)
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility insoluble in EtOH; >21.55 mg/mL in DMSO;
pkapK1: 12.34 (25°C)
form Solid
color White powder
OdorOdorless
optical activity[α]20/D 104±2.0°, 24 hr, c = 10% in H2O
Water Solubility Soluble in water.
BRN 1723079
InChIKeySRBFZHDQGSBBOR-ZRMNMSDTSA-N
LogP-2.812 (est)
CAS DataBase Reference10323-20-3(CAS DataBase Reference)
NIST Chemistry ReferenceD-Arabinose(10323-20-3)
EPA Substance Registry SystemD-Arabinose (10323-20-3)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-36/37/38
Safety Statements 26-36-24/25
WGK Germany 3
3-10
TSCA Yes
HS Code 29400000
MSDS Information
ProviderLanguage
ALFA English
D-(-)-Arabinose Usage And Synthesis
Chemical Propertieswhite crystalline compound
UsesIsotope labelled analogue of D-Arabinose (A764175), an inhibitor of the enzyme glucose dehydrogenase.
Usespharmaceutical intermediate; food additive
UsesD-(-)-Arabinose is used in culture media for some bacteria. It serves as a component of biopolymers such as hemicellulose and pectin. In the synthetic biology laboratory, it is employed as a reversible switch for protein expression under the Pbad promoter (i.e. part of plasmids) in E. coli. Further, it acts as an inhibitor of the enzyme glucose dehydrogenase. In addition to this, it is used as a pharmaceutical intermediate and food additive.
DefinitionChEBI: Aldehydo-D-arabinose is an aldehydo-arabinose and a D-arabinose. It is an enantiomer of an aldehydo-L-arabinose.
Purification MethodsCrystallise D-(-)-arabinose three times from EtOH, dry it in vacuo at 60o for 24hours and store it in a vacuum desiccator. It also crystallises from a mixture of H2O/MeOH/EtOH with m 158-160o, or H2O with m 160-161o. [Whistler & Schweiger J Am Chem Soc 81 5190 1959, Fletcher et al. J Am Chem Soc 72 4546 1950, Beilstein 1 IV 4215, see Angyal Adv Carbohydrate Chem Biochem 42 15 1984 for ratio of anomers in solution.]
beta-D-Fructopyranose 4-NITROPHENYL-ALPHA-L-FUCOPYRANOSIDE L-GALACTONO-1,4-LACTONE 4-AMINOPHENYL-BETA-L-FUCOPYRANOSIDE MUCIC ACID 1,2,3,4-TETRA-O-ACETYL-A-L-FUCOPYRANOSE 2-KETOGLUCONIC ACID CALCIUM SALT ALPHA-L-(-)-FUCOSE 1-PHOSPHATE DI(CYLOHEXYLAMMONIUM) SALT ARABONIC ACID, K SALT D-(-)-Arabinose 1,2:4,5-DI-O-ISOPROPYLIDENE-BETA-D-FRUCTOPYRANOSE P-NITROPHENYL BETA-D-GALACTOPYRANOSIDURONIC ACID 3-O-BETA-D-GALACTO-PYRANOSYL-D-ARABINOSE SEDOHEPTULOSE ANHYDRIDE 6-DEOXY-BETA-L-GALACTOPYRANOSYL-GUANOSINE 5'-DIPHOSPHATE SODIUM SALT 1,2,4,5-DIISOPROPYLIDENE-D-FRUCTOSE D-GALACTURONIC ACID L-GALACTOSE

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