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I3500

Sigma-Aldrich

Indoxyl acetate

≥95% (GC)

Synonym(s):

3-Indolyl acetate, 3-Acetoxyindole

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About This Item

Empirical Formula (Hill Notation):
C10H9NO2
CAS Number:
608-08-2
Molecular Weight:
175.18
Beilstein:
143086
EC Number:
210-154-2
MDL number:
MFCD00014561
UNSPSC Code:
41106305
PubChem Substance ID:
24896038
NACRES:
NA.51

Quality Level

200

Assay

≥95% (GC)

form

powder

mp

128-130 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=O)Oc1c[nH]c2ccccc12

InChI

1S/C10H9NO2/c1-7(12)13-10-6-11-9-5-3-2-4-8(9)10/h2-6,11H,1H3

InChI key

JBOPQACSHPPKEP-UHFFFAOYSA-N

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Application

Indoxyl acetate:
  • has been used to prepare free indoxyl for fermentor feeds and for in vitro 3-deoxy-D-arabino-heptulosonate 7-phosphate (DAHP) synthase inactivation assays
  • may be used as the potential substrate for the evaluation of carbonic anhydrases (CAs) esterase activity
  • may be used to prepare indoxyl acetate differential disk to evaluate the indoxyl acetate hydrolysis test for the differentiation of Campylobacter species

Biochem/physiol Actions

Indoxyl acetate (IA) can be used as a substrate to detect acetylcholinesterase (AChE) activity. It may also have the potential to be used as a suitable substrate for fast and easy detection of lipase activity.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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)

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C K Mills et al.
Journal of clinical microbiology, 25(8), 1560-1561 (1987-08-01)
One hundred and twelve Campylobacter strains comprising 15 species and subspecies were examined for their ability to hydrolyze indoxyl acetate. All strains of C. coli, C. cryaerophila, C. fennelliae, and C. jejuni hydrolyzed the compound, whereas three strains of C.
Luis Collado et al.
International journal of systematic and evolutionary microbiology, 59(Pt 6), 1391-1396 (2009-06-09)
Three Arcobacter isolates, recovered from mussels (genus Mytilus), and one isolate from brackish water in Catalonia (north-east Spain) showed a novel pattern using a recently described identification method for members of the genus Arcobacter, 16S rRNA gene RFLP. Enterobacterial repetitive
D S Hodge et al.
Journal of clinical microbiology, 28(6), 1482-1483 (1990-06-01)
Indoxyl acetate hydrolysis is a rapid, inexpensive differential test which can be performed easily to help identify campylobacter. A total of 571 Campylobacter cultures, including atypical variants, representing 10 species was tested.
G Douglas Inglis et al.
Applied and environmental microbiology, 72(6), 4464-4471 (2006-06-06)
Forty-two Helicobacter isolates were isolated from swine feces in The Netherlands and Denmark. All 12 isolates sequenced (16S rRNA gene) formed a robust clade with Helicobacter canadensis ( approximately 99% similarity). Species-specific PCR indicated that all of the isolates were
Mantas Baliukynas et al.
Enzyme and microbial technology, 139, 109584-109584 (2020-08-01)
The interest in CO2 capture and conversion by biological methodologies into various beneficial products is increased. In nature, there are enzymes, with hydration activity, which catalyze the reversible hydration of the CO2 molecule and, thus, are of high interest for
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