(3S,4R,5R)-oxane-2,3,4,5-tetrol

• ChemBase编号: 132108
• 分子式: C5H10O5
• 平均质量: 150.1299
• 单一同位素质量: 150.05282342
• SMILES: C1[C@H]([C@H]([C@@H](C(O1)O)O)O)O
• Canonical SMILES: O[C@@H]1COC([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5?/m1/s1
• InChIKey: SRBFZHDQGSBBOR-ZRMNMSDTSA-N

名称和登记号

名称

• IUPAC标准名: (3S,4R,5R)-oxane-2,3,4,5-tetrol
• IUPAC传统名: D-arabinopyranose
• 别名: D-(-)-阿拉伯糖; (3S,4R,5R)-Tetrahydro-2H-pyran-2,3,4,5-tetraol; D-(-)-Arabinose

登记号

• CAS号: 10323-20-3; 28697-53-2
• EC号: 233-708-5
• MDL号: MFCD00064361; MFCD00135608
• Beilstein号: 1723079
• PubChem SID: 24890486; 162226385; 24891053; 24891451
• PubChem CID: 6902

理论计算性质

• Acid pKa: 11.310624
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): -2.3022048
• LogD (pH = 7.4): -2.3022575
• Log P: -2.3022044
• 摩尔折射率: 29.9609 cm^3
• 极化性: 12.6405 Å^3
• 极化表面积: 90.15 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: soluble1 M at 20 °C, clear, colorless to faintly yellow
• 熔点: 154-158°C; 162-164 °C(lit.)
• 比旋光度: [α]20/D -104±2.0°, 24 hr, c = 10% in H2O; -104 (c=10 in water, 24h)

安全信息

• 德国WGK号: 3
• TSCA收录: 是
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥98%; ≥99.0%; ≥99.0% (sum of enantiomers, HPLC); 95+%; 99%
• 级别: for microbiology
• 适用性: suitable for component for culture media
• 燃烧残渣: ≤0.1%; ≤0.1% (as SO4)
• 杂质: ≤0.0005% Phosphorus (P); ≤0.1% Insoluble matter
• 痕量阳离子: Al: ≤0.0005%; As: ≤0.1 mg/kg; Ca: ≤0.001%; Ca: ≤500 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤0.0005%; Cu: ≤25 mg/kg; Fe: ≤0.0005%; Fe: ≤5 mg/kg; K: ≤0.005%; K: ≤50 mg/kg; Mg: ≤0.0005%; Mg: ≤10 mg/kg; Mn: ≤5 mg/kg; Na: ≤0.005%; Na: ≤50 mg/kg; NH4+: ≤0.05%; Ni: ≤5 mg/kg; Pb: ≤0.001%; Pb: ≤5 mg/kg; Zn: ≤0.001%; Zn: ≤15 mg/kg
• 痕量阴离子: chloride (Cl-): ≤0.05%; chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤0.05%; sulfate (SO42-): ≤50 mg/kg
• 干燥失重: ≤0.1% loss on drying, 20 °C (HV)
• Empirical Formula (Hill Notation): C5H10O5

详细说明

Sigma Aldrich - A6085

Biochem/physiol Actions
D-阿拉伯糖是一种还原糖。它是一种 D-核糖的戊糖类似物，是组成分支杆菌细胞壁阿拉伯半乳聚糖的成分。也是酵母中 D-红抗坏血酸合成的底物。

Sigma Aldrich - A3131

Biochem/physiol Actions
D-阿拉伯糖是一种还原糖。它是一种 D-核糖的戊糖类似物，是组成分支杆菌细胞壁阿拉伯半乳聚糖的成分。也是酵母中 D-红抗坏血酸合成的底物。
包装
10, 25, 100 g in poly bottle
Application
D-(-)-Arabinose is a D-ribose analogue present in sugar polymers such as the arabinogalatans of mycobacterial cell walls and plant tissues. D-Arabinose is a substrate used to identify, differentiate and characterize arabinose isomerase(s) that have commercial value in the production of tagatose, a low calorie sweetener.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A3131.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - A9432

Biochem/physiol Actions
D-阿拉伯糖是一种还原糖。它是一种 D-核糖的戊糖类似物，是组成分支杆菌细胞壁阿拉伯半乳聚糖的成分。也是酵母中 D-红抗坏血酸合成的底物。
Quality
针对重金属污染进行筛选。

Sigma Aldrich - 10850

Biochem/physiol Actions
D-阿拉伯糖是一种还原糖。它是一种 D-核糖的戊糖类似物，是组成分支杆菌细胞壁阿拉伯半乳聚糖的成分。也是酵母中 D-红抗坏血酸合成的底物。

参考文献

• Chiral building block. For use in the synthesis of a chiral quinuclidine-3,5-diol, see: J. Chem. Soc., Perkin 1, 1065 (1989).