CAS 7240-90-6

X-gal

Description:

X-gal, or 5-bromo-4-chloro-3-indolyl-β-D-galactopyranoside, is a synthetic compound commonly used as a chromogenic substrate in molecular biology. It is particularly valuable in the identification of recombinant bacteria that express the enzyme β-galactosidase. Upon hydrolysis by this enzyme, X-gal produces a blue precipitate, allowing for easy visualization of colonies on agar plates. The compound is typically a white to pale yellow powder and is soluble in dimethylformamide and dimethyl sulfoxide, but poorly soluble in water. X-gal is stable under normal laboratory conditions but should be stored in a cool, dark place to prevent degradation. Its use is widespread in cloning experiments, particularly in blue-white screening, where it helps differentiate between recombinant and non-recombinant clones. Safety precautions should be taken when handling X-gal, as it can be a potential irritant. Overall, X-gal is a crucial tool in genetic engineering and microbiology for its ability to facilitate the identification of genetically modified organisms.

Formula: C₁₄H₁₅BrClNO₆

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

InChI key: InChIKey=OPIFSICVWOWJMJ-AEOCFKNESA-N

SMILES: O(C=1C=2C(NC1)=CC=C(Br)C2Cl)[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O

Synonyms:

• .beta.-D-Galactopyranoside, 5-bromo-4-chloro-1H-indol-3-yl
• 5-Bromo-4-chloro-1H-indol-3-yl beta-D-galactopyranoside
• 5-Bromo-4-chloro-1H-indol-3-yl β-<span class="text-smallcaps">D</span>-galactopyranoside
• 5-Bromo-4-chloro-3-C-indolyl-β-<span class="text-smallcaps">D</span>-galactopyranose
• 5-Bromo-4-chloro-3-indolyl-.beta.-D-galactoside
• 5-Bromo-4-chloro-3-indolyl-b-D-galactoside
• 5-Bromo-4-chloro-3-indoyl-β-galactopyranoside
• 5-Bromo-4-chloroindol-3-yl β-<span class="text-smallcaps">D</span>-galactopyranoside
• 5-Bromo-4-chloroindol-3-yl β-<span class="text-smallcaps">D</span>-galactoside
• Galactopyranoside, 5-bromo-4-chloroindol-3-yl, β-<span class="text-smallcaps">D</span>-
• Indole, 5-bromo-4-chloro-3-(β-<span class="text-smallcaps">D</span>-galactopyranosyloxy)-
• X-Gal
• Xgal
• β-<span class="text-smallcaps">D</span>-Galactopyranoside, 5-bromo-4-chloro-1H-indol-3-yl
• β-D-Galactopyranoside, 5-bromo-4-chloro-1H-indol-3-yl
• Indole, 5-bromo-4-chloro-3-(β-D-galactopyranosyloxy)-
• Galactopyranoside, 5-bromo-4-chloroindol-3-yl, β-D-
• 5-Bromo-4-chloro-1H-indol-3-yl β-D-galactopyranoside

5-Bromo-4-chloro-3-indolyl β-D-Galactopyranoside [for Biochemical Research]

CAS: 7240-90-6

Formula: C₁₄H₁₅BrClNO₆

Purity: >98.0%(HPLC)(N)

Color and Shape: White to Light gray powder to crystal

Molecular weight: 408.63

Ref: 3B-B3201

5-Bromo-4-chloro-3-indolyl-β-D-galactopyranoside, 98+%

CAS: 7240-90-6

It is a substrate for beta-galactosidase, which cleaves the glycosidic bond to give 5-bromo-4-chloro-3-hydroxy-1H-indole, which immediately dimerises to give an intensely blue product. It is also used to detect activity of this enzyme in histochemistry and bacteriology. It is employed as a colorles

Formula: C₂₃H₄₁Cu₂N₅O₅

Purity: 98+%

Color and Shape: Powder, White

Molecular weight: 594.70

Ref: 02-B21034

5-Bromo-4-chloro-3-indolyl-ß-D-Galactopyranoside

CAS: 7240-90-6

M02699 - 5-Bromo-4-chloro-3-indolyl-ß-D-Galactopyranoside

Formula: C₁₄H₁₅BrClNO₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 408.63

Ref: 10-M02699

5-Bromo-4-chloro-3-(β-D-galactopyranosyloxy)indole

CAS: 7240-90-6

Formula: C₁₄H₁₅BrClNO₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 408.6290

Ref: IN-DA003MJ1

5-Bromo-4-chloro-3-indolyl b-D-galactopyranoside

CAS: 7240-90-6

Formula: C₁₄H₁₅BrClNO₆

Purity: (HPLC) ≥ 98.0% (anhydrous basis)

Color and Shape: White to off-white crystalline powder

Molecular weight: 408.64

Ref: 7W-GC3237

X-GAL

CAS: 7240-90-6

X-GAL (BCIG) is a widely used substrate of chromogenic β-galactosidase. β-galactosidase cleaves X-GAL and produces an insoluble blue compound.

Formula: C₁₄H₁₅BrClNO₆

Purity: 99.23% - 99.65%

Color and Shape: White Powder

Molecular weight: 408.63

Ref: TM-T19075

X-Gal

CAS: 7240-90-6

X-Gal

Formula: C₁₄H₁₅BrClNO₆

Purity: >98%

Color and Shape: white powder

Molecular weight: 408.63g/mol

Ref: 54-BIMB1001

5-Bromo-4-chloro-3-indolyl b-D-Galactopyranoside

Controlled Product

CAS: 7240-90-6

Stability Moisture, Temperature, Light sensitive
Applications A substrate for β-Galactosidase that is converted by the enzyme into an intense indigo-blue chromophore (615 nm).
References 1. Horwitz, J. et al.: J. Med. Chem. 1964 Jul;7:574-5.Lojda, Z. et al.: Histochemie 1973 Mar 26;34(4):361-9.

Formula: C₁₄H₁₅BrClNO₆

Color and Shape: Neat

Molecular weight: 408.63

Ref: TR-B682350

5-Bromo-4-chloro-3-indoxyl-β-D-galactopyranoside

CAS: 7240-90-6

X-Gal is a chromogenic substrate for β-galactosidase, yielding a blue precipitate. X-Gal is an indicator for coliforms in culture media, as well as for the detection of coliforms (E. coli) in municipal water supplies and food products. X-Gal can be used in conjunction with the inducer IPTG, which binds and inhibits the lac repressor thus inducing β-galactosidase expression. X-Gal is the substrate of choice for blue-white selection of recombinant bacterial colonies with the lac+ genotype.
Upon hydrolysis, X-Gal yields a localized, insoluble, blue precipitate, making it exceptionally useful in blotting, immunocytochemical, and ELISA assays. 5-Bromo-4-chloro-3-indoxyl-beta-D-galactopyranoside (X-beta-D-galactoside, X-Gal) is a chromogenic indicator for beta-galactosidase activity. The colorless product is cleaved by lactose-utilizing bacteria in liquid media or on agar plates and yields a blue-green colored precipitate.
X-Gal can also be used as a detecting agent for beta-galactosidase activity in reporter gene assays or for identification of positive transformants on agar plates when using the &alpha;-complementation approach. Color formation is due to dimerization and oxidation of 5-bromo-4-chloro-3-hydroxyindole which results from enzymatic cleavage of X-Gal. The reaction proceeds only in the presence of oxygen, i.e. in aerobic cultures. Well detectable color bacterial colonies or liquid cultures is obtained within 16-48 h. In the presence of purified beta-galactosidase, color develops within minutes to a few hours.

Formula: C₁₄H₁₅BrClNO₆

Purity: Min. 99.0 Area-%

Molecular weight: 408.64 g/mol

Ref: 3D-B-7150

5-Bromo-4-Chloro-3-Indolyl-b-D-Galactopyranoside (X-Gal) for tissue culture, 98%

CAS: 7240-90-6

Formula: C₁₄H₁₅BrClNO₆

Purity: min. 98%

Color and Shape: White to Off - white, Crystalline Powder, Clear, Colourless

Molecular weight: 408.61

Ref: SR-45904

5-Bromo-4-Chloro-3-Indolyl-ß-D-Galactopyranoside (X-Gal) for molecular biology, 98%

CAS: 7240-90-6

Formula: C₁₄H₁₅BrClNO₆

Purity: min. 98%

Color and Shape: White to Off-white, Crystalline powder, Clear, Colourless

Molecular weight: 408.61

Ref: SR-10513

X-GAL

CAS: 7240-90-6

X-GAL

Purity: ≥98%

Molecular weight: 408.63g/mol

Ref: 54-BUP17311