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469157

Sigma-Aldrich

6-Hydroxy-2-naphthoic acid

98%

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About This Item

Linear Formula:
HOC10H6CO2H
CAS Number:
Molecular Weight:
188.18
Beilstein/REAXYS Number:
2692084
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

mp

240-250 °C (lit.)

SMILES string

OC(=O)c1ccc2cc(O)ccc2c1

InChI

1S/C11H8O3/c12-10-4-3-7-5-9(11(13)14)2-1-8(7)6-10/h1-6,12H,(H,13,14)

InChI key

KAUQJMHLAFIZDU-UHFFFAOYSA-N

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General description

6-Hydroxy-2-naphthoic acid is a hydroxynaphthoic acid derivative. Whole cells of the recombinant Escherichia coli strain expressing CYP199A2 were reported to catalyze the regioselective oxidation of 6-hydroxy-2-naphthoic acid to afford 6,7-dihydroxynaphthoic acid. It can form co-crystals with caffeine.

Application

6-Hydroxy-2-naphthoic acid may be used in the synthesis of 5-bromo-6-hydroxy-2-naphthoic acid and liquid-crystalline epoxy resins.

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)


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Toshiki Furuya et al.
Bioscience, biotechnology, and biochemistry, 73(12), 2796-2799 (2009-12-08)
CYP199A2, a bacterial P450 monooxygenase from Rhodopseudomonas palustris, was found to exhibit oxidation activity towards three hydroxynaphthoic acids. Whole cells of the recombinant Escherichia coli strain expressing CYP199A2 efficiently catalyzed the regioselective oxidation of 1-, 3-, and 6-hydroxy-2-naphthoic acids to
Mayumi Maeda et al.
Journal of bioscience and bioengineering, 126(2), 162-168 (2018-03-10)
Awamori is a traditional distilled liquor in the Ryukyu Islands, made from steamed rice by the action of the black-koji mold Aspergillus luchuensis and awamori yeast Saccharomyces cerevisiae. One of the specific flavors in aged awamori kusu is vanillin, which
Synthesis and characterization of wholly aromatic polyesters derived from 6-hydroxy-5-phenyl-2-naphthoic acid or 4'-hydroxy-3'-phenylbiphenyl-4-carboxylic acid and 4-hydroxybenzoic acid.
Huh S-M and Jin J.
Macromolecules, 30(10), 3005-3013 (1997)
New cholesteric liquid-crystal epoxy resins derived from 6-hydroxy-2-naphthoic acid.
Espinosa MA, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 39(16), 2847-2858 (2001)
Kwi-wan Jeong et al.
Chemical & pharmaceutical bulletin, 61(7), 740-746 (2013-07-03)
Folding of newly synthesized protein occurs in endoplasmic reticulum (ER) and is assisted by chaperone molecules. In ER stress conditions, misfolded proteins are enriched in a lumen of ER perturbing its normal function, which triggers cellular self-defense mechanism, the unfolded

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