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Quality Level
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)
Certificates of Analysis (COA)
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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
Journal of bioscience and bioengineering, 126(2), 162-168 (2018-03-10)
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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.
Macromolecules, 30(10), 3005-3013 (1997)
New cholesteric liquid-crystal epoxy resins derived from 6-hydroxy-2-naphthoic acid.
Journal of Polymer Science Part A: Polymer Chemistry, 39(16), 2847-2858 (2001)
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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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