D-arabinitol Property

Melting point:

101-104 °C

Boiling point:

194.6°C (rough estimate)

alpha 

+10～+14゜(20℃/D)(c=5,Na2B4O7 soln.)

Density 

1.1497 (rough estimate)

refractive index 

1.3960 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

H₂O: 0.1 g/mL, clear, colorless

form 

Fine Crystalline Powder

pka

13.24±0.20(Predicted)

color 

White to off-white

optical activity

+7.82

Water Solubility 

Soluble in water (50 mg/ml).

Merck 

14,762

BRN 

1720520

LogP

-3.774 (est)

CAS DataBase Reference

488-82-4(CAS DataBase Reference)

EPA Substance Registry System

D-Arabinitol (488-82-4)

Safety

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

24/25-36-26

WGK Germany 

3

F 

3-10

TSCA 

Yes

HS Code 

29054980

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

D-arabinitol Chemical Properties,Usage,Production

Description

D-arabinitol is a characteristic metabolic product of candida species. While candida ssp. produces exclusively D-arabinitol, L-arabinitol is developed by the body’s own metabolism. D-arabinitol serum levels increase if candida yeasts proliferate within the organism and cause invasive Candidiasis. Both D-arabinitol and L-arabinitol are present in normal urine, and can easily be measured by gas chromatography of urine samples collected on filter paper.

Chemical Properties

white to off-white fine crystalline powder

Occurrence

D-Arabinitol (lyxitol) is found in lichens; in a variety of fungi; in the urediospores of wheat stem rust; in the dried herbiage of the Peruvian shrub, pichi, along with D-mannitol, dulcitol, and perseitol; and in the avocado. It is formed by fermentation of glucose and in 40% yields using blackstrap molasses. D-Arabinitol is formed by catalytic hydrogenation of D-arabinose in the presence of Raney nickel and from the γ-lactones of D-arabinonic and D-lyxonic acids by reduction with sodium borohydride.

Uses

D-Arabitol, a rare sugar alcohol, is a substrate used to identify, differentiate and characterize enzyme such as the gluconobacter oxydans dehydrogenase(s), Gox2181, hyperthermophilic D-arabitol dehydrogenase from Thermotoga maritime and NAD-dependent D-arabitoldehydrogenase from acetic acid bacterium, Acetobacter suboxydans.

Definition

ChEBI: D-arabinitol is the D-enantiomer of arabinitol. It is an enantiomer of a L-arabinitol. It is a metabolite found in the aging mouse brain.

Biotechnological Applications

D-arabinitol detection
Another approach to the diagnosis of invasive candidosis involves the detection in serum or urine of a metabolite, D-arabinitol, which is produced by most of the medically important Candida species with the exception of C. krusei and perhaps C. glabrata. Various methods have been developed to measure D-arabinitol concentrations in human serum and urine, including enzymatic-fluorometric and enzymatic-colorimetric procedures. Because increased levels of arabinitol are also found in human body fluids when renal function is impaired, the results are reported as the D-arabinitol- creatinine ratio. Although several large studies have demonstrated that patients with candidaemia have ele- vated serum D-arabinitol- creatinine ratios, this approach has still to achieve widespread clinical use.

Purification Methods

This pentol, which occurs in lichens and fungi, is purified by recrystallisation from 90% EtOH or MeOH. [Ashina & Yamagita Chem Ber 67 801 1934, derivarives: Nakagawa et al. Bull Chem Soc Jpn 40 2150 1967, Prince & Reichstein Helv Chim Acta 20 101 1937, Hough & Theobald Methods in Carbohydrate Chemistry I 94 1962, Academic Press, Beilstein 1 IV 2832.]