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Merck
CN

16665

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

≥98.0% (HPLC)

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
EC Number:
230-640-8
UNSPSC Code:
12352204
MDL number:
MFCD00005666
Beilstein/REAXYS Number:
1402009

Key Documents

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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

OPIFSICVWOWJMJ-AEOCFKNESA-N

SMILES string

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

assay

≥98.0% (HPLC)

optical activity

[α]20/D −62±2°, c = 1% in DMF/H2O 1:1

storage temp.

2-8°C

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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-galactosidase

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Synthetic substrates in the histochemical demonstration of intestinal disaccharidases.
Z Lojda et al.
Histochemie. Histochemistry. Histochimie, 34(4), 361-369 (1973-03-26)
R.W. Davies et al.
Advanced Bacterial Genetics, Cold Spring Harbor (1980)
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Proceedings of the National Academy of Sciences of the United States of America, 110(1), 187-192 (2012-12-19)
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