B4527

Sigma-Aldrich

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

≥97%

Synonym(s):
X-glucoside, X-Glc
Empirical Formula (Hill Notation):
C14H15BrClNO6
CAS Number:
Molecular Weight:
408.63
Beilstein/REAXYS Number:
1552603
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.83
Pricing and availability is not currently available.

Quality Level

assay

≥97%

form

powder

solubility

DMF: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

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

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-LNNRFACYSA-N

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Packaging

5 mg in glass bottle
25, 100 mg in poly bottle

Substrates

A histochemical substrate for β-glucosidase.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Hien P Nguyen et al.
Genes, 11(5) (2020-05-01)
Bradyrhizobium elkanii USDA61 possesses a functional type III secretion system (T3SS) that controls host-specific symbioses with legumes. Here, we demonstrated that B. elkanii T3SS is essential for the nodulation of several southern Asiatic Vigna mungo cultivars. Strikingly, inactivation of either...
R Gossrau et al.
Histochemistry, 86(4), 397-404 (1987-01-01)
5-Br-4-Cl-3-Indoxyl-alpha-D-gluco(pyrano)side was found to be the most suitable synthetic substrate for the demonstration of alpha-D-glucosidases in situ. Using an azoindoxyl procedure with hexazotized pararosaniline or new fuchsine at pH 5 in freeze-dried celloidine-mounted cryostat sections acid alpha-D-glucosidase (EC 3.2.1.20) was...
W D Watkins et al.
Applied and environmental microbiology, 54(7), 1874-1875 (1988-07-01)
A new chromogenic compound, 5-bromo-4-chloro-3-indoxyl-beta-D-glucuronide, was found to be useful for the rapid, specific, differential identification of Escherichia coli in the sanitary analysis of shellfish and wastewater. Of 1,025 presumptively positive colonies (blue) and 583 presumptively negative colonies (nonblue), only...
L A Shelef et al.
Letters in applied microbiology, 25(3), 202-206 (1997-11-14)
A new instrument, capable of detecting metabolic changes due to microbiological activity, is described. Optical changes in growth media are monitored in a semi-fluid zone that separates the liquid medium containing the sample. Data demonstrate that common media can be...
H Arakawa et al.
Analytical biochemistry, 199(2), 238-242 (1991-12-01)
Chemiluminescent assays of various enzymes have been developed using indoxyl derivatives as substrates. The principle of the method is as follows: an enzyme causes hydrolysis of an indoxyl derivative to an intermediate indoxyl that is readily oxidized to indigo dye...
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