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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/REAXYS Number:
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

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)

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Afsharpour F and O'Brien RD.
Journal of Insect Physiology, 9(4), 521-529 (1963)
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
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
Complete staining of neuromuscular innervation with bromoindigo and silver.
McIsaac G and Kiernan JA.
Biotechnic & Histochemistry, 49(4), 211-214 (1974)
D Moe et al.
Acta odontologica Scandinavica, 48(5), 327-332 (1990-10-01)
Activity for non-specific esterase was demonstrated in the matrix of developing bovine enamel with alpha-naphthyl acetate and 5-bromoindoxyl acetate as the esterase substrates. By use of high-performance liquid chromatography gel filtration, ion-exchange chromatography, and electrophoresis three esterases were shown to
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