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B7877

Sigma-Aldrich

6-Bromo-2-naphthyl β-D-glucopyranoside

≥99% (TLC)

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Synonym(s):
6-Bromo-2-naphthyl β-D-glucoside
Empirical Formula (Hill Notation):
C16H17BrO6
CAS Number:
15548-61-5
Molecular Weight:
385.21
EC Number:
239-604-6
MDL number:
MFCD00063007
PubChem Substance ID:
24892024
NACRES:
NA.83

Quality Level

200

Assay

≥99% (TLC)

form

powder

solubility

pyridine: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

storage temp.

−20°C

SMILES string

OC[C@H]1O[C@@H](Oc2ccc3cc(Br)ccc3c2)[C@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C16H17BrO6/c17-10-3-1-9-6-11(4-2-8(9)5-10)22-16-15(21)14(20)13(19)12(7-18)23-16/h1-6,12-16,18-21H,7H2/t12-,13-,14+,15-,16-/m1/s1

InChI key

NLRXQZJJCPRATR-IBEHDNSVSA-N

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Application

6-Bromo-2-naphthyl β-D-glucopyranoside may be used as a substrate for β-glycosidases in fast blue BB assay. It is also suitable for use with fast blue BB reagent in native polyacrylamide gel electrophoresis (PAGE) for β-glycosidases activity staining.

Biochem/physiol Actions

6-Bromo-2-naphthyl β-D-glucopyranoside serves as a substrate for β-glycosidases. When hydrolyzed it forms an insoluble colored product.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Raquel Sánchez-Pérez et al.
The Plant journal : for cell and molecular biology, 60(5), 894-906 (2009-08-18)
Traditional methods to localize beta-glycosidase activity in tissue sections have been based on incubation with the general substrate 6-bromo-2-naphthyl-beta-d-glucopyranoside. When hydrolysed in the presence of salt zinc compounds, 6-bromo-2-naphthyl-beta-d-glucopyranoside affords the formation of an insoluble coloured product. This technique does
Eric Odoux et al.
Journal of agricultural and food chemistry, 51(10), 3168-3173 (2003-05-02)
Vanilla bean beta-D-glucosidase was purified to apparent homogeneity by successive anion exchange, hydrophobic interaction, and size-exclusion chromatography. The enzyme is a tetramer (201 kDa) made up of four identical subunits (50 kDa). The optimum pH was 6.5, and the optimum
I Polacheck et al.
Journal of clinical microbiology, 25(5), 907-910 (1987-05-01)
In this report we attempt to explain the discrepancy between beta-glucosidase (EC 3.2.1.21) activity in Candida albicans as measured by commercial kits and that found in an experimental assay. beta-Glucosidase activity in American and Israeli isolates of C. albicans was
Raquel Sánchez-Pérez et al.
The Plant journal : for cell and molecular biology, 60(5), 894-906 (2009-08-18)
Traditional methods to localize beta-glycosidase activity in tissue sections have been based on incubation with the general substrate 6-bromo-2-naphthyl-beta-d-glucopyranoside. When hydrolysed in the presence of salt zinc compounds, 6-bromo-2-naphthyl-beta-d-glucopyranoside affords the formation of an insoluble coloured product. This technique does
A specific stain for alpha-glucosidases in isoelectric focusing gels.
L L Spielman et al.
Analytical biochemistry, 120(1), 66-70 (1982-02-01)

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