D-(-)-Arabinose

Synonym(s):D-(−)-Arabinose

CAS NO.：10323-20-3
Empirical Formula: C5H10O5
Molecular Weight: 150.13
MDL number: MFCD00135608
EINECS: 233-708-5
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-09 21:40:10

What is D-(-)-Arabinose?

Chemical properties

white crystalline compound

The Uses of D-(-)-Arabinose

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

The Uses of D-(-)-Arabinose

pharmaceutical intermediate; food additive

The Uses of D-(-)-Arabinose

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.

What are the applications of Application

D-(?)-Arabinose is a pentose analog of D-ribose

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.]

Properties of D-(-)-Arabinose

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;
pka	pK1: 12.34 (25°C)
form	Solid
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
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 for D-(-)-Arabinose

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection.