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Merck

B6024

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

tablet, suitable for identification of lac+ bacterial colonies

Synonym(s):

5-Bromo-4-chloro-3-indolyl β-D-galactoside, BCIG, X-Gal

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About This Item

Empirical Formula (Hill Notation):
C14H15BrClNO6
CAS Number:
7240-90-6
Molecular Weight:
408.63
NACRES:
NA.83
PubChem Substance ID:
57653950
UNSPSC Code:
12352204
EC Number:
230-640-8
MDL number:
MFCD00005666
Beilstein/REAXYS Number:
1402009

Key Documents

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Product Name

5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside, tablet

InChI key

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

SMILES string

OC[C@H]1O[C@@H](Oc2c[nH]c3ccc(Br)c(Cl)c23)[C@H](O)[C@@H](O)[C@H]1O

form

tablet

suitability

suitable for identification of lac+ bacterial colonies

storage temp.

−20°C

Quality Level

200

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Application

5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside has been used in the preparation of X-Gal stock solution to add it in LB agar plates for blue-white screening of transformants.
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.

Biochem/physiol Actions

X-gal is routinely used to detect transgene activity in situ.

General description

5-Bromo-4-chloro-3-indolyl β -D-galactopyranoside, commonly known as X-Gal, is a histochemical substrate for β-galactosidase.

Preparation Note

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.
Contains 5 mg substrate per tablet

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SLBW2544
SLBK3048V
SLBB9043V
029K8213
093K8211

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Creation of recombinant antigen-binding molecules derived from hybridomas secreting specific antibodies
Fields C, et al.
Nature Protocols, 8(6), 1125-1125 (2013)
Analysis of Transgene Expression
Transactions of the American Clinical and Climatological Association, 543-564 (2014)
Hiroyuki Kanazawa et al.
PloS one, 6(4), e19195-e19195 (2011-05-12)
Ischemia-reperfusion (I/R) injury associated with living donor liver transplantation impairs liver graft regeneration. Mesenchymal stem cells (MSCs) are potential cell therapeutic targets for liver disease. In this study, we demonstrate the impact of MSCs against hepatic I/R injury and hepatectomy.
Yibing Wang et al.
PloS one, 8(3), e59195-e59195 (2013-03-26)
Our study had three objectives: to extend the plasmid-based transformation protocol to a clinical isolate of C. trachomatis belonging to the trachoma biovar, to provide "proof of principle" that it is possible to "knock out" selected plasmid genes (retaining a
Amy McCurley et al.
Nature medicine, 18(9), 1429-1433 (2012-08-28)
Hypertension is a cardiovascular risk factor present in over two-thirds of people over age 60 in North America; elevated blood pressure correlates with increased risk of heart attack, stroke and progression to heart and kidney failure. Current therapies are insufficient
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