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B7877

Sigma-Aldrich

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

≥99% (TLC)

Synonym(s):

6-Bromo-2-naphthyl β-D-glucoside

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About This Item

Empirical Formula (Hill Notation):
C16H17BrO6
CAS Number:
15548-61-5
Molecular Weight:
385.21
EC Number:
239-604-6
MDL number:
MFCD00063007
UNSPSC Code:
12352204
PubChem Substance ID:
24892024
NACRES:
NA.83

Quality Level

200

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

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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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
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
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
A specific stain for alpha-glucosidases in isoelectric focusing gels.
L L Spielman et al.
Analytical biochemistry, 120(1), 66-70 (1982-02-01)
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

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