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Sigma-Aldrich

3-Chloro-4-hydroxyphenylacetic acid

99%

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About This Item

Fórmula lineal:
ClC6H3(OH)CH2CO2H
Número de CAS:
33697-81-3
Peso molecular:
186.59
EC Number:
251-643-0
MDL number:
MFCD00004349
UNSPSC Code:
12352100
PubChem Substance ID:
24853445
NACRES:
NA.22

assay

99%

form

powder

mp

108-110 °C (lit.)

SMILES string

OC(=O)Cc1ccc(O)c(Cl)c1

InChI

1S/C8H7ClO3/c9-6-3-5(4-8(11)12)1-2-7(6)10/h1-3,10H,4H2,(H,11,12)

InChI key

IYTUKSIOQKTZEG-UHFFFAOYSA-N

General description

3-Chloro-4-hydroxyphenylacetic acid is an auxin influx inhibitor. It is one of the major chlorinated metabolite of chlorotyrosine.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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H Nguyen et al.
Toxicology, 160(1-3), 207-217 (2001-03-14)
Exposure to airborne pollutants such as tobacco smoke is associated with increased activation of inflammatory-immune processes and is thought to contribute to the incidence of respiratory tract disease. We hypothezised that cigarette smoke (CS) could synergize with activated inflammatory/immune cells
B A van de Pas et al.
Applied and environmental microbiology, 67(9), 3958-3963 (2001-08-30)
The amount of energy that can be conserved via halorespiration by Desulfitobacterium dehalogenans JW/IU-DC1 was determined by comparison of the growth yields of cells grown with 3-chloro-4-hydroxyphenyl acetate (Cl-OHPA) and different electron donors. Cultures that were grown with lactate, pyruvate
Petr Hosek et al.
Journal of experimental botany, 63(10), 3815-3827 (2012-03-23)
The molecular basis of cellular auxin transport is still not fully understood. Although a number of carriers have been identified and proved to be involved in auxin transport, their regulation and possible activity of as yet unknown transporters remain unclear.
Ali R Mani et al.
The Journal of biological chemistry, 282(40), 29114-29121 (2007-08-10)
During inflammation, neutrophil- and monocyte-derived myeloperoxidase catalyzes the formation of hypochlorous acid, which can chlorinate tyrosine residues in proteins to form chlorotyrosine. However, little is known of the metabolism and disposition of chlorotyrosine in vivo. Following infusion of deuterium-labeled [D(4)]chlorotyrosine
G Parry et al.
The Plant journal : for cell and molecular biology, 25(4), 399-406 (2001-03-22)
The hormone auxin is transported in plants through the combined actions of diffusion and specific auxin influx and efflux carriers. In contrast to auxin efflux, for which there are well documented inhibitors, understanding the developmental roles of carrier-mediated auxin influx
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