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: 2024-12-18 14:08:57
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. |
Computed Descriptors for D-(-)-Arabinose
InChIKey | SRBFZHDQGSBBOR-ZRMNMSDTSA-N |
D-(-)-Arabinose manufacturer
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