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Chemical Compound Review

NAPHTHOIC ACID     naphthalene-1-carboxylic acid

Synonyms: PubChem9370, CHEMBL1160, SureCN17258, N1909_ALDRICH, ACMC-1BTVP, ...
 
 
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Disease relevance of Carboxynaphthalene

 

High impact information on Carboxynaphthalene

  • Stable structures with the naphthoic acid moiety intercalated at all base pairs can be constructed [4].
  • 4-[2-[Methyl(2-phenethyl)amino]-2-oxoethyl]-8-(phenylmethoxy)-2- naphthalenecarboxylic acid: a high affinity, competitive, orally active leukotriene B4 receptor antagonist [5].
  • Cultures of S. lividans TK24 and S. coelicolor YU105 containing plasmids with NNS were able to produce 2-hydroxy-5-methyl-1-naphthoic acid (2a), a key intermediate of naphthoic acid moiety in NCS [6].
  • Further study with 1-naphthoic acid and 1-naphthol as test compounds in the HPLC separation provides additional support for the influence of acetonitrile on pi-pi interactions between analyte molecules and a phenyl stationary phase [7].
  • AGN191701 was also coadministered with a RARgamma-agonist (CD437, an adamantyl-hydroxyphenyl naphthoic acid derivative, 15 mg/kg orally) on days 8 and 11 of gestation to investigate which CD437-induced defects are mediated via RARgamma-RXR heterodimerization [8].
 

Biological context of Carboxynaphthalene

 

Associations of Carboxynaphthalene with other chemical compounds

  • An automated flow-through diffusion cell apparatus was used for comparing the release rates of a naphthoic acid derivative, CD 271, from different topical formulations [10].
 

Analytical, diagnostic and therapeutic context of Carboxynaphthalene

  • Sequence analysis of the genes within the NCS cluster suggested dNDP-D-mannose as a precursor for the deoxy aminosugar, revealed two distinct type I polyketide synthases (PKSs), and supported a convergent model for NCS chromophore biosynthesis from the deoxy aminosugar, naphthoic acid, and enediyne core building blocks [11].

References

  1. Adapalene. A review of its pharmacological properties and clinical potential in the management of mild to moderate acne. Brogden, R.N., Goa, K.E. Drugs (1997) [Pubmed]
  2. Menaquinone biosynthesis: conversion of o-succinylbenzoic acid to 1,4-dihydroxy-2-naphthoic acid and menaquinones by Escherichia coli extracts. Bryant, R.W., Bentley, R. Biochemistry (1976) [Pubmed]
  3. A pathway for biodegradation of 1-naphthoic acid by Pseudomonas maltophilia CSV89. Phale, P.S., Mahajan, M.C., Vaidyanathan, C.S. Arch. Microbiol. (1995) [Pubmed]
  4. Molecular models of neocarzinostatin damage of DNA: analysis of sequence dependence in 5'GAGCG:5'CGCTC. Galat, A., Goldberg, I.H. Nucleic Acids Res. (1990) [Pubmed]
  5. 4-[2-[Methyl(2-phenethyl)amino]-2-oxoethyl]-8-(phenylmethoxy)-2- naphthalenecarboxylic acid: a high affinity, competitive, orally active leukotriene B4 receptor antagonist. Huang, F.C., Chan, W.K., Warus, J.D., Morrissette, M.M., Moriarty, K.J., Chang, M.N., Travis, J.J., Mitchell, L.S., Nuss, G.W., Sutherland, C.A. J. Med. Chem. (1992) [Pubmed]
  6. Neocarzinostatin naphthoate synthase: an unique iterative type I PKS from neocarzinostatin producer Streptomyces carzinostaticus. Sthapit, B., Oh, T.J., Lamichhane, R., Liou, K., Lee, H.C., Kim, C.G., Sohng, J.K. FEBS Lett. (2004) [Pubmed]
  7. Impact of methanol and acetonitrile on separations based on pi-pi interactions with a reversed-phase phenyl column. Yang, M., Fazio, S., Munch, D., Drumm, P. Journal of chromatography. A. (2005) [Pubmed]
  8. Synergistic teratogenic effects induced by retinoids in mice by coadministration of a RARalpha- or RARgamma-selective agonist with a RXR-selective agonist. Elmazar, M.M., Rühl, R., Nau, H. Toxicol. Appl. Pharmacol. (2001) [Pubmed]
  9. A promiscuous glutathione transferase transformed into a selective thiolester hydrolase. Hederos, S., Tegler, L., Carlsson, J., Persson, B., Viljanen, J., Broo, K.S. Org. Biomol. Chem. (2006) [Pubmed]
  10. Influence of formulation, receptor fluid, and occlusion, on in vitro drug release from topical dosage forms, using an automated flow-through diffusion cell. Rolland, A., Demichelis, G., Jamoulle, J.C., Shroot, B. Pharm. Res. (1992) [Pubmed]
  11. The neocarzinostatin biosynthetic gene cluster from Streptomyces carzinostaticus ATCC 15944 involving two iterative type I polyketide synthases. Liu, W., Nonaka, K., Nie, L., Zhang, J., Christenson, S.D., Bae, J., Van Lanen, S.G., Zazopoulos, E., Farnet, C.M., Yang, C.F., Shen, B. Chem. Biol. (2005) [Pubmed]
 
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