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374210

Sigma-Aldrich

5-Bromoindoxyl acetate

98%

Synonym(s):

3-Acetoxy-5-bromoindole, O-Acetyl-5-bromoindoxyl

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About This Item

Empirical Formula (Hill Notation):
C10H8BrNO2
CAS Number:
17357-14-1
Molecular Weight:
254.08
Beilstein:
168698
EC Number:
241-387-8
MDL number:
MFCD00037933
UNSPSC Code:
12352100
PubChem Substance ID:
24863290
NACRES:
NA.22

Quality Level

100

Assay

98%

form

powder

mp

130-132 °C (lit.)

solubility

ethanol: soluble 50 mg/mL, clear, colorless

SMILES string

CC(=O)Oc1c[nH]c2ccc(Br)cc12

InChI

1S/C10H8BrNO2/c1-6(13)14-10-5-12-9-3-2-7(11)4-8(9)10/h2-5,12H,1H3

InChI key

KFTGECHXNQBTNZ-UHFFFAOYSA-N

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General description

5-Bromoindoxyl acetate is a halogenated heterocyclic compound. It is widely used as esterase substrate.

Application

5-Bromoindoxyl acetate may be used as substrate for the assay of insect esterases by employing DEAE (Diethylaminoethyl)-cellulose columns.
5-Bromoindoxyl acetate may be used:
  • as esterase substrate to investigate the activity of non-specific esterase in the matrix of developing bovine enamel
  • in histochemical studies of the nonspecific esterase of mouse epididymis
  • as substrate to investigate the esterase activity in guinea-pig thyroid and mouse epididymis epithelial cells
  • in staining procedure for the frozen sections of muscle fixed in buffered formaldehyde

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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Complete staining of neuromuscular innervation with bromoindigo and silver.
McIsaac G and Kiernan JA.
Biotechnic & Histochemistry, 49(4), 211-214 (1974)
S Kirkeby et al.
Acta histochemica, 62(1), 44-56 (1978-01-01)
Esterase activity in guinea-pig thyroid and mouse epididymis epithelial cells has been studied using 5-bromoindoxyl acetate as substrate. The pattern of esterase activity in the thyroid of the guinea-pig is constant, irrespective of whether ferri-ferrocyanide (FFC) or certain copper compounds
S Kirkeby et al.
Archives of andrology, 6(2), 163-173 (1981-03-01)
Nonspecific esterase of mouse epididymis has previously been studied histochemically, using alpha naphthyl-acetate and 5-bromoindoxyl acetate techniques, as well as certain inhibitors. Epithelial cell types of the epididymis have been characterized, and certain esterase isozymes in a particular cell type
Afsharpour F and O'Brien RD.
Journal of Insect Physiology, 9(4), 521-529 (1963)
S Kirkeby et al.
Acta histochemica, 83(1), 11-19 (1988-01-01)
Electrophoretic separation of non-specific esterases and esterproteases from kidney, lung, and liver have been carried out in polyacrylamide gels. By use of zone electrophoresis, isoelectric focusing, and 2-dimensional electrophoresis it was found that most of the esterprotease bands had the
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