Reference

Synthesis of 10-bromodecanoic acid

Synthesis of 10-bromodecanoic acid. Zhang, Suying; Zhang, Fan; Cui, Haiyu (Inst. Petrochem. Res., Yingkou, Peop. Rep. China). Huaxue Shijie, 24(8), 228-30 (Chinese) 1983. CODEN: HUAKAB. ISSN: 0367-6358. DOCUMENT TYPE: Journal CA Section: 45 (Industrial Organic Chemicals, Leather, Fats, and Waxes) Section cross-reference(s): 23 10-Bromodecanoic acid [50530-12-6] was prepd. in 97% yield by mixing NaBr 0.Several substances with their cas registry numbers 1679-53-4 and 50530-12-6 may be metioned in this study.75, HO(CH2)9CO2H [1679-53-4] 0.5, and AcOH 2.5 kg, adding 750 mL H2SO4 (d. 1.81), stirring 12 h at 80°, distg. in vacuo to recover 2.2 kg AcOH, washing, and drying. .

Heme-coordinating analogs of lauric acid as inhibitors of fatty acid hydroxylation

Heme-coordinating analogs of lauric acid as inhibitors of fatty acid hydroxylation. Lu, Ping; Alterman, Michail A.Several substances are used for example 2016-57-1 which is its cas registry number.; Chaurasia, Chandra S.; Bambal, Ramesh B.; Hanzlik, Robert P. (Dep. Medicinal Chem., Univ. Kansas, Lawrence, KS 66045-2506, USA). Archives of Biochemistry and Biophysics, 337(1), 1-7 (English) 1997 Academic. CODEN: ABBIA4. ISSN: 0003-9861. DOCUMENT TYPE: Journal CA Section: 7 (Enzymes) Section cross-reference(s): 6 A series of w-substituted fatty acids with potential heme-coordinating groups was synthesized as inhibitors of lauric acid w-hydroxylation. The compds. were evaluated using liver microsomes from clofibrate (CF)-induced rats and an engineered expressed CYP4A1-derived fusion protein called f4A1. w-Imidazolyl-decanoic acid (compd. 11) and w-aminolauric acid (compd. 7) were potent Type II ligands and potent inhibitors of lauric acid hydroxylation in both CF-microsomes and f4A1. Replacing their terminal amino or imidazolyl groups with other potential iron-binding groups such as w-methylsulfinyl-, w-cyano-, w-azido-, or w-formamido all greatly reduced their potency as inhibitors of w-hydroxylation and their affinity for cytochrome P 450 as measured by Ks values. In CF-microsomes, inhibition of (w-1)-hydroxylation of lauric acid by a homologous series of w-imidazolyl-alkanoic acids varied only 2-fold but in the same incubations inhibition of w-hydroxylation increased 22-fold upon going from C-8 to C-12. A similar dependence of binding affinity and inhibitory potency on chain length was also seen in the f4A1 system. In contrast, chain length had little effect on activity among n-alkylamines or N-alkylimidazoles lacking a carboxyl or other polar functional group, suggesting that 7, 11, and related bifunctional compds. interact with CYP4A1 in CF-microsomes and with f4A1 in a specific bidentate fashion. Imidazoles contg. Ph, benzyl, or phenylethyl substituents at N-1 interact less strongly than related N-alkylimidazoles of similar carbon no. and hydrophobicity, suggesting that the steric bulk and/or rigidity of the Ph ring is not well accommodated in the active site. .