(2S,3R,4S,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase编号: 130195
• 分子式: C14H15BrClNO6
• 平均质量: 408.629
• 单一同位素质量: 406.97712689
• SMILES: Brc1ccc2c(c(O[C@@H]3O[C@@H]([C@H](O)[C@H](O)[C@H]3O)CO)c[nH]2)c1Cl
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2c[nH]c3c2c(Cl)c(cc3)Br)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C14H15BrClNO6/c15-5-1-2-6-9(10(5)16)7(3-17-6)22-14-13(21)12(20)11(19)8(4-18)23-14/h1-3,8,11-14,17-21H,4H2/t8-,11+,12+,13-,14-/m1/s1
• InChIKey: OPIFSICVWOWJMJ-AEOCFKNESA-N

名称和登记号

名称

• IUPAC标准名: (2S,3R,4S,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC传统名: X-gal
• 别名: 5-溴-4-氯-3-吲哚-β-D-半乳糖苷; 5-溴-4-氯-3-吲哚β-D-吡喃半乳糖苷; 5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside; 5-溴-4-氯-3-吲哚基-β-D-吡喃半乳糖苷; 5-BROMO-4-CHLORO-3-INDOLYL-BETA-D-GALACTOPYRANOSIDE; X-gal; 5-Bromo-4-chloro-3-indolyl β-D-galactoside; BCIG; X-Gal; 5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside; 5-Bromo-4-chloro-3-indolyl-beta-D-galactopyranoside

登记号

• CAS号: 7240-90-6
• EC号: 230-640-8
• MDL号: MFCD00005666
• Beilstein号: 1402009
• PubChem SID: 24892124; 162224479; 24891761; 24891889
• PubChem CID: 65181
• Chemspider ID: 58680
• 医学主题词(MeSH): X-gal
• 维基百科标题: X-gal

理论计算性质

• Acid pKa: 12.199782
• 质子受体: 6
• 质子供体: 5
• LogD (pH = 5.5): 0.8731716
• LogD (pH = 7.4): 0.87316483
• Log P: 0.8731717
• 摩尔折射率: 83.6974 cm^3
• 极化性: 34.64774 Å^3
• 极化表面积: 115.17 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: soluble20 mg/mL
• 外观: powder; tablet
• 熔点: ca 236°C dec.
• 比旋光度: [α]20/D -62±2°, c = 1% in DMF/H2O 1:1; -60 (c=1 in 50% DMF)

安全信息

• 保存注意事项: Moisture & Light Sensitive
• 德国WGK号: 3
• TSCA收录: 否
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C; 2-8°C

产品相关信息

• 纯度: ≥98%; ≥98.0% (HPLC); ≥98.0% (TLC); 98%; 98+%
• 级别: for molecular biology
• 适用性: suitable as substrate for β-galactosidase test; suitable for identification of lac+ bacterial colonies
• 杂质: DNases, none detected; phosphatases, none detected; proteases, none detected; RNases, none detected
• 产品线: BioReagent
• Empirical Formula (Hill Notation): C14H15BrClNO6

详细说明

Sigma Aldrich - B9146

Application
X-Gal is a chromogenic substrate for β-galactosidase that produces a rich blue color that can easily be detected visually over background. X-Gal is the substrate of choice for blue-white selection of recombinant bacterial colonies with the lac+ genotype.
Reconstitution
A stock solution (100 mg/ml) is prepared by dissolving X-Gal in dimethylformamide and should be stored at -20 °C and protected from light. Sterilization is not required.

Sigma Aldrich - B6024

Application
X-Gal is a chromogenic substrate for β-galactosidase that produces a rich blue color that can easily be detected visually over background. X-Gal is the substrate of choice for blue-white selection of recombinant bacterial colonies with the lac+ genotype.
Quantity
Contains 5 mg substrate per tablet
Reconstitution
A stock solution (100 mg/ml) is prepared by dissolving X-Gal in dimethylformamide and should be stored at -20°C and protected from light. Sterilization is not required.

Sigma Aldrich - 857211

Application
β-半乳糖苷酶的组化底物。1

Sigma Aldrich - 16665

Application
X-Gal is a chromogenic substrate for β-galactosidase that produces a rich blue color that can easily be detected visually over background. X-Gal is the substrate of choice for blue-white selection of recombinant bacterial colonies with the lac+ genotype.
Other Notes
Substrate for β-galactosidase1,2

Sigma Aldrich - 16664

Application
X-Gal is a chromogenic substrate for β-galactosidase that produces a rich blue color that can easily be detected visually over background. X-Gal is the substrate of choice for blue-white selection of recombinant bacterial colonies with the lac+ genotype.

Sigma Aldrich - B4252

Application
X-Gal is a chromogenic substrate for β-galactosidase that produces a rich blue color that can easily be detected visually over background. X-Gal is the substrate of choice for blue-white selection of recombinant bacterial colonies with the lac+ genotype.

Sigma Aldrich - 03-3734

Application
X-Gal is a chromogenic substrate for β-galactosidase that produces a rich blue color that can easily be detected visually over background. X-Gal is the substrate of choice for blue-white selection of recombinant bacterial colonies with the lac+ genotype.
Suitability
for biological purposes