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219924

Sigma-Aldrich

4-Hydroxy-3-nitrophenylacetic acid

99%

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About This Item

Linear Formula:
HOC6H3(NO2)CH2CO2H
CAS Number:
Molecular Weight:
197.14
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

mp

146-148 °C (lit.)

solubility

ethanol: soluble 5%, clear, yellow to orange

functional group

carboxylic acid
nitro

SMILES string

OC(=O)Cc1ccc(O)c(c1)[N+]([O-])=O

InChI

1S/C8H7NO5/c10-7-2-1-5(4-8(11)12)3-6(7)9(13)14/h1-3,10H,4H2,(H,11,12)

InChI key

QBHBHOSRLDPIHG-UHFFFAOYSA-N

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General description

4-Hydroxy-3-nitrophenylacetic acid enhances the ice-nucleation activity of Xanthomonas campestris.

Application

4-Hydroxy-3-nitrophenylacetic acid was used in the synthesis of 4-hydroxy-3-nitrophenylacetyl caproic acid.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

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M Watanabe et al.
Bioscience, biotechnology, and biochemistry, 58(12), 2269-2270 (1994-12-01)
Cultivation of an ice nucleation-active strain of Xanthomonas campestris in the presence (1 ppm) of 4-hydroxy-3-nitrophenylacetic acid resulted in enhancement of its ice-nucleation activity. Both the ice-nucleation-active protein, InaX, and its mRNA were effectively expressed in the bacterial cells cultured
Linda D Rankin et al.
Journal of bacteriology, 190(18), 6170-6177 (2008-07-29)
Chromatin immunoprecipitation and microarray (ChIP-chip) analysis showed that the nitric oxide (NO)-sensitive repressor NsrR from Escherichia coli binds in vivo to the promoters of the tynA and feaB genes. These genes encode the first two enzymes of a pathway that
Jennifer L Marshall et al.
European journal of immunology, 41(12), 3506-3512 (2011-09-21)
Rapid production of neutralizing antibody can be critical for limiting the spread of infection. Such early antibody results when B-cell blasts mature directly to plasmablasts without forming germinal centers. These extrafollicular responses can involve Ig class switch recombination (CSR), producing
Sanjiv A Luther et al.
European journal of immunology, 37(6), 1476-1484 (2007-05-17)
For weeks after primary immunization with thymus-dependent antigens the responding lymph nodes contain effector CD4 T cells in T zones and germinal centers as well as recirculating memory T cells. Conversely, remote nodes, not exposed to antigen, only receive recirculating
Tarique Khan et al.
Journal of immunology (Baltimore, Md. : 1950), 188(4), 1819-1827 (2012-01-24)
The mechanistic basis for efficient combating of the infinite range of foreign Ags by the limited repertoire of naive Abs expressed on primary B cell surfaces during their first encounter was addressed through elegantly designed crystallographic analyses. Resolution of the

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