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X-GAL

CAT: 0804-HY-15934-01Size: 200 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-15934-01Size:200 mg
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Description
X-GAL (BCIG) is a widely used chromogenic β-galactosidase substrate. X-GAL is a colorless compound until cleaved by β-galactosidase, at which point X-GAL turns to an insoluble and detectable blue compound, making X-GAL particularly useful in techniques such as blue-white screening for cloning in bacteria. X-GAL can also be used for detection of β-galactosidase activity[1][2].
CAS Number
7240-90-6
Product Name Alternative
BCIG
UNSPSC
12171500
Hazard Statement
H302, H315, H319, H335
Target
Fluorescent Dye; Glycosidase
Type
Dye Reagents
Related Pathways
Metabolic Enzyme/Protease; Others
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/X-GAL.html
Purity
99.88
Solubility
DMF : 200 mg/mL (ultrasonic) |DMSO : 100 mg/mL (ultrasonic)
Smiles
O[C@H]([C@@H](O)[C@H]1O)[C@@H](O[C@@H]1CO)OC2=CNC3=C2C(Cl)=C(Br)C=C3
Molecular Formula
C14H15BrClNO6
Molecular Weight
408.63
Precautions
H302, H315, H319, H335
References & Citations
[1]Sanchez-Ramos J, et al. The X-gal caution in neural transplantation studies. Cell Transplant. 2000 Sep-Oct;9 (5) :657-67.|[2]Li S, et al. In-situ SERS readout strategy to improve the reliability of beta-galactosidase activity assay based on X-gal staining in shortening incubation times. Talanta. 2021 Nov 1;234:122689.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Dye Reagents
Clinical Information
No Development Reported

Chemical Information

X-Gal

5-bromo-4-chloro-3-indolyl beta-D-galactoside is an indolyl carbohydrate that is the beta-D-galactoside of 3-hydroxy-1H-indole in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively. It is used to test for the presence of an enzyme, beta-galactosidase, which cleaved the glycosidic bond to give 5-bromo-4-chloro-3-hydroxy-1H-indole, which immediately dimerises to give an intensely blue product. It has a role as a chromogenic compound. It is an indolyl carbohydrate, a beta-D-galactoside, an organochlorine compound, an organobromine compound and a D-aldohexose derivative.

CAS Number7240-90-6
PubChem CID65181
IUPAC Name(2S,3R,4S,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC14H15BrClNO6
Molecular Weight408.63
XLogP1.2
Topological Polar Surface Area115
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Heavy Atom Count23
Formal Charge0
Complexity421
SMILES
C1=CC(=C(C2=C1NC=C2O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)Cl)Br
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
Chemical Structure
2D Structure
2D structure of X-Gal
CAS: 7240-90-6
CID: 65181
Formula: C14H15BrClNO6
MW: 408.63
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight408.63
XLogP31.2
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass406.97713
Monoisotopic Mass406.97713
Topological Polar Surface Area115 Ų
Heavy Atom Count23
Formal Charge0
Complexity421
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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