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;

form 

Solid

pka

pK1: 12.34 (25°C)

color 

White powder

Odor

Odorless

optical activity

[α]20/D 104±2.0°, 24 hr, c = 10% in H2O

Water Solubility 

Soluble in water.

BRN 

1723079

InChIKey

SRBFZHDQGSBBOR-ZRMNMSDTSA-N

LogP

-2.812 (est)

CAS DataBase Reference

10323-20-3(CAS DataBase Reference)

NIST Chemistry Reference

D-Arabinose(10323-20-3)

EPA Substance Registry System

D-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

F 

3-10

TSCA 

Yes

HS Code 

29400000

MSDS

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D-(-)-Arabinose Usage And Synthesis

Chemical Properties

white crystalline compound

Uses

Isotope labelled analogue of D-Arabinose (A764175), an inhibitor of the enzyme glucose dehydrogenase.

Uses

pharmaceutical intermediate; food additive

Uses

D-(-)-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.

Definition

ChEBI: Aldehydo-D-arabinose is an aldehydo-arabinose and a D-arabinose. It is an enantiomer of an aldehydo-L-arabinose.

Purification Methods

Crystallise 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.]

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