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Details

Stereochemistry ABSOLUTE
Molecular Formula C14H15BrClNO6
Molecular Weight 408.629
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5-BROMO-4-CHLOROINDOL-3-YL .BETA.-D-GALACTOPYRANOSIDE

SMILES

OC[C@H]1O[C@@H](OC2=CNC3=CC=C(Br)C(Cl)=C23)[C@H](O)[C@@H](O)[C@H]1O

InChI

InChIKey=OPIFSICVWOWJMJ-AEOCFKNESA-N
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

HIDE SMILES / InChI

Molecular Formula C14H15BrClNO6
Molecular Weight 408.629
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

5-bromo-4-chloro-3-indolyl β-D-galactopyranoside (X-GAL) is a chromogenic substrate for β-Galactosidase that forms an intense blue precipitate. X-gal staining is a rapid and convenient histochemical technique used to detect reporter gene expression. It can be used in molecular biology to detect the gal gene product, and also in microbiology where it is used to detect microorganisms which have β-Galactosidase activity (usually coliforms).

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Protocol Prepare a 20 mg/ml stock solution of 5-bromo-4-chloro-3-indolyl β-D-galactopyranoside (X-GAL) in N,Ndimethylformamide (DMF) or dimethylsulfoxide (DMSO). Procedures Blue/White Colony Screening a) X-Gal included in agar: Add 5 ml of X-Gal stock solution and 5 ml of 0.1 M isopropyl-b-D-thiogalactoside (IPTG, BIO-37082) for each 1L of autoclaved media agar (e.g. LB agar) containing appropriate antibiotics just before pouring. The media should be below 55 °C. Plate cells on cooled agar and incubate overnight at 37 °C. b) X-Gal applied to top of agar: To a premade LB agar plate (e.g. prepared using LB agar), add 40 µl of X-Gal stock solution (at room temperature) and 4 µl of a 200 mg/ml solution of IPTG. Spread solution over the entire surface of the plate. Incubate at 37 °C until the fluid is no longer visible. This may take several hours. Plate cells and incubate overnight at 37 °C.
Substance Class Chemical
Record UNII
V595OG374W
Record Status Validated (UNII)
Record Version