| Identification | More | [Name]
D-ARABINITOL | [CAS]
488-82-4 | [Synonyms]
ARABINITOL
ARABITOL, D-(+)-
D-(+)-ARABINITOL
D-ARABINITOL
D(+)-ARABIT
D-(-)-ARABITOL
D-(+)-ARABITOL
D-ARABITOL
D-ARA-OL
Arabinitol, D-
arabinitol,D-
D-PLUS-ARABITOL CRYSTALLINE
D-(+)-Arabitol,99%
(2R,4R)-pentane-1,2,3,4,5-pentol
(+)-Arabitol, D-(+)-Arabitol, D-Arabinitol
(2R,4R)-1,2,3,4,5-Pentanepentol
D-Lyxitol | [EINECS(EC#)]
207-686-2 | [Molecular Formula]
C5H12O5 | [MDL Number]
MFCD00004709 | [Molecular Weight]
152.15 | [MOL File]
488-82-4.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white fine crystalline powder | [Melting point ]
101-104 °C
| [alpha ]
+10～+14゜(20℃/D)(c=5,Na2B4O7 soln.) | [Boiling point ]
194.6°C (rough estimate) | [density ]
1.1497 (rough estimate) | [refractive index ]
1.3960 (estimate) | [storage temp. ]
Refrigerator (+4°C) | [solubility ]
H2O: 0.1 g/mL, clear, colorless
| [form ]
Fine Crystalline Powder | [pka]
13.24±0.20(Predicted) | [color ]
White to off-white | [Optical Rotation]
+7.82 | [Water Solubility ]
Soluble in water (50 mg/ml). | [Merck ]
14,762 | [BRN ]
1720520 | [InChI]
1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4-/m1/s1 | [InChIKey]
HEBKCHPVOIAQTA-QWWZWVQMSA-N | [SMILES]
OC[C@@H](O)C(O)[C@H](O)CO | [LogP]
-3.774 (est) | [CAS DataBase Reference]
488-82-4(CAS DataBase Reference) | [EPA Substance Registry System]
D-Arabinitol (488-82-4) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [F ]
3-10 | [TSCA ]
Yes | [HS Code ]
29054990 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [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]
It can be employed as a sugar in the production of xylitol via biotransformation process. It 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. | [storage]
Store at -20°C | [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.] |
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