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B4387

Sigma-Aldrich

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

≥98%

Synonym(s):

Bluo-Gal

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About This Item

Empirical Formula (Hill Notation):
C14H16BrNO6
CAS Number:
97753-82-7
Molecular Weight:
374.18
Beilstein/REAXYS Number:
1550140
MDL number:
MFCD00063691
UNSPSC Code:
12352204
PubChem Substance ID:
24891771
NACRES:
NA.83

Quality Level

200

assay

≥98%

form

powder

solubility

DMF: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

OC[C@H]1O[C@@H](Oc2c[nH]c3ccc(Br)cc23)[C@H](O)[C@@H](O)[C@H]1O

InChI

1S/C14H16BrNO6/c15-6-1-2-8-7(3-6)9(4-16-8)21-14-13(20)12(19)11(18)10(5-17)22-14/h1-4,10-14,16-20H,5H2/t10-,11+,12+,13-,14-/m1/s1

InChI key

LINMATFDVHBYOS-MBJXGIAVSA-N

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Application

Chromogenic substrate suitable for identification of lac+ bacterial colonies. An alternative to 5-bromo-4-chloro-3-indolyl β-D-galactopyranoside (X-Gal), producing a darker blue color.

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94433

β-Galactosidase stain

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A N Markarian et al.
Bioorganicheskaia khimiia, 13(2), 263-265 (1987-02-01)
A simple and convenient technique has been developed for detection of beta-galactosidase from E. coli on nitrocellulose sheets using a mixture of 5-bromoindol-3-yl-beta-D-galactopyranoside and nitro blue tetrazolium, which enables rapid detection of fmole (10(-15) mole) quantities of the enzyme at
H Kodaka et al.
Journal of clinical microbiology, 33(1), 199-201 (1995-01-01)
A new medium containing 5-bromo-4-chloro-3-indolyl-beta-D-glucuronide cyclohexylammonium salt (Glu agar) for Escherichia coli and a new medium containing 5-bromo-3-indolyl-beta-D-galactoside (Gal agar) for beta-galactosidase-positive members of the family Enterobacteriaceae were compared with MacConkey agar in a diagnostic trial with 3,562 urine specimens.
Tushar Gupta et al.
Journal of virology, 89(9), 5124-5133 (2015-02-27)
The E2F family of transcription factors, broadly divided into activator and repressor E2Fs, regulates cell cycle genes. Current models indicate that activator E2Fs are necessary for cell cycle progression and tumorigenesis and are also required to mediate transformation induced by
Hongjun Chen et al.
Journal of virology, 88(17), 10013-10025 (2014-06-20)
Vaccination is the first line of defense against influenza virus infection, yet influenza vaccine production methods are slow, antiquated, and expensive as a means to effectively reduce the virus burden during epidemic or pandemic periods. There is a great need

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