Unconjugated bile acids in rat brain: Analytical method based on LC/ESI-MS/MS with chemical derivatization and estimation of their origin by comparison to serum levels

Steroids

Volumn 125, Issue , 2017, Pages 107-113

  Higashi, Tatsuya ^a   Watanabe, Shui ^a   Tomaru, Koki ^a   Yamazaki, Wataru ^a   Yoshizawa, Kazumi ^a   Ogawa, Shoujiro ^a   Nagao, Hidenori ^b   Minato, Kouichi ^b   Maekawa, Masamitsu ^c   Mano, Nariyasu ^c  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

^b Grelan Pharmaceutical Co Ltd   (Japan)

^c TOHOKU UNIVERSITY HOSPITAL   (Japan)

Author keywords

Bile acid; Brain; Derivatization; LC ESI MS MS; Passive diffusion

Indexed keywords

BILE ACID; CHENODEOXYCHOLIC ACID; CHOLIC ACID; DEOXYCHOLIC ACID; DEUTERIUM;

ANALYTIC METHOD; ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; BILE ACID BLOOD LEVEL; BRAIN LEVEL; CONTROLLED STUDY; DERIVATIZATION; DIFFUSION; ELECTROSPRAY MASS SPECTROMETRY; INTERMETHOD COMPARISON; LIPOPHILICITY; LIQUID CHROMATOGRAPHY-MASS SPECTROMETRY; MALE; MEASUREMENT ACCURACY; NONHUMAN; RAT; SENSITIVITY AND SPECIFICITY; VALIDATION STUDY; ANIMAL; BLOOD; BRAIN; CHEMISTRY; COMPARATIVE STUDY; LIQUID CHROMATOGRAPHY; METABOLISM; PROCEDURES; TANDEM MASS SPECTROMETRY;

ANIMALS; BILE ACIDS AND SALTS; BRAIN; CHROMATOGRAPHY, LIQUID; RATS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; TANDEM MASS SPECTROMETRY;

EID: 85023605443     PISSN: 0039128X     EISSN: 18785867     Source Type: Journal    
DOI: 10.1016/j.steroids.2017.07.001     Document Type: Article

References (26)

1. Zhou, H., Hylemon, P.B., Bile acids are nutrient signaling hormones. Steroids 86 (2014), 62–68.
2. Li, T., Chiang, J.Y.L., Bile acids as metabolic regulators. Curr. Opin. Gastroenterol. 31 (2015), 159–165.
3. Ogundare, M., Theofilopoulos, S., Lockhart, A., Hall, L.J., Arenas, E., Sjövall, J., Brenton, A.G., Wang, Y., Griffiths, W.J., Cerebrospinal fluid steroidomics: are bioactive bile acids present in brain?. J. Biol. Chem. 285 (2010), 4666–4679.
4. Leoni, V., Caccia, C., Oxysterols as biomarkers in neurodegenerative diseases. Chem. Phys. Lipids 164 (2011), 515–524.
5. Zhang, J., Liu, Q., Cholesterol metabolism and homeostasis in the brain. Protein Cell 6 (2015), 254–264.
6. Pilo de la Fuente, B., Ruiz, I., Lopez de Munain, A., Jimenez-Escrig, A., Cerebrotendinous xanthomatosis: neuropathological findings. J. Neurol. 255 (2008), 839–842.
7. Schubring, S.R., Fleischer, W., Lin, J.S., Haas, H.L., Sergeeva, O.A., The bile steroid chenodeoxycholate is a potent antagonist at NMDA and GABAA receptors. Neurosci. Lett. 506 (2012), 322–326.
8. Romero-Ramírez, L., Nieto-Sampedro, M., Yanguas-Casás, N., Tauroursodeoxycholic acid: more than just a neuroprotective bile conjugate. Neural Regen. Res. 12 (2017), 62–63.
9. McMillin, M., Frampton, G., Quinn, M., Ashfaq, S., M. de los Santos 3rd, S. Grant, S. DeMorrow, Bile acid signaling is involved in the neurological decline in a murine model of acute liver failure. Am. J. Pathol. 186 (2016), 312–323.
10. Mano, N., Goto, T., Uchida, M., Nishimura, K., Ando, M., Kobayashi, N., Goto, J., Presence of protein-bound unconjugated bile acids in the cytoplasmic fraction of rat brain. J. Lipid Res. 45 (2004), 295–300.
11. Ando, M., Kaneko, T., Watanabe, R., Kikuchi, S., Goto, T., Iida, T., Hishinuma, T., Mano, N., Goto, J., High sensitive analysis of rat serum bile acids by liquid chromatography/electrospray ionization tandem mass spectrometry. J. Pharm. Biomed. Anal. 40 (2006), 1179–1186.
12. Liu, Z., Zhang, Y., Zhang, R., Gu, L., Chen, X., Promotion of classic neutral bile acids synthesis pathway is responsible for cholesterol-lowing effect of Si-miao-yong-an decoction: application of LC–MS/MS method to determine 6 major bile acids in rat liver and plasma. J. Pharm. Biomed. Anal. 135 (2017), 167–175.
13. Higashi, T., Ichikawa, T., Inagaki, S., Min, J.Z., Fukushima, T., T. Toyo'oka, Simple and practical derivatization procedure for enhanced detection of carboxylic acids in liquid chromatography-electrospray ionization-tandem mass spectrometry. J. Pharm. Biomed. Anal. 52 (2010), 809–818.
14. Mochizuki, Y., Inagaki, S., Suzuki, M., Min, J.Z., Inoue, K., Todoroki, K., T. Toyo'oka, A novel derivatization reagent possessing a bromoquinolinium structure for biological carboxylic acids in HPLC-ESI-MS/MS. J. Sep. Sci. 36 (2013), 1883–1889.
15. Ogawa, S., Tomaru, K., Matsumoto, N., Watanabe, S., Higashi, T., LC/ESI-MS/MS method for determination of salivary eicosapentaenoic acid concentration to arachidonic acid concentration ratio. Biomed. Chromatogr. 30 (2016), 29–34.
16. Mano, N., Sato, Y., Nagata, M., Goto, T., Goto, J., Bioconversion of 3β-hydroxy-5-cholenoic acid into chenodeoxycholic acid by rat brain enzyme systems. J. Lipid Res. 45 (2004), 1741–1748.
17. Nagao, H., Suzuki, M., Aoki, H., Minato, K., Serum metabolomics reveals cholic acid, chenodeoxycholic acid, and taurochenodeoxycholic acid as potential biomarkers for hypothyroid rats. Am. J. Life Sci. 3 (2015), 295–305.
18. Tanford, C., Protein denaturation. Adv. Protein Chem. 23 (1968), 121–282.
19. García-Cañaveras, J.C., Donato, M.T., Castell, J.V., Lahoz, A., Targeted profiling of circulating and hepatic bile acids in human, mouse, and rat using a UPLC-MRM-MS-validated method. J. Lipid Res. 53 (2012), 2231–2241.
20. Alomary, A.A., Vallée, M., O'Dell, L.E., Koob, G.F., Purdy, R.H., Fitzgerald, R.L., Acutely administered ethanol participates in testosterone synthesis and increases testosterone in rat brain. Alcohol Clin. Exp. Res. 27 (2003), 38–43.
21. Higashi, T., Ninomiya, Y., Iwaki, N., Yamauchi, A., Takayama, N., Shimada, K., Studies on neurosteroids XVIII LC-MS analysis of changes in rat brain and serum testosterone levels induced by immobilization stress and ethanol administration. Steroids 71 (2006), 609–617.
22. Higashi, T., Nagura, Y., Shimada, K., Toyo'oka, T., Studies on neurosteroids XXVI. Fluoxetine-evoked changes in rat brain and serum levels of neuroactive androgen, 5α-androstane-3α,17β-diol. Biol. Pharm. Bull. 32 (2009), 1636–1638.
23. Roda, A., Minutello, A., Angellotti, M.A., Fini, A., Bile acid structure-activity relationship: evaluation of bile acid lipophilicity using 1-octanol/water partition coefficient and reverse phase HPLC. J. Lipid Res. 31 (1990), 1433–1443.
24. Tripodi, V., Contin, M., Fernández, M.A., Lemberg, A., Bile acids content in brain of common duct ligated rats. Ann. Hepatol. 11 (2012), 930–934.
25. Roda, A., Cappelleri, G., Aldini, R., Roda, E., Barbara, L., Quantitative aspects of the interaction of bile acids with human serum albumin. J. Lipid Res. 23 (1982), 490–495.
26. Quinn, M., McMillin, M., Galindo, C., Frampton, G., Pae, H.Y., DeMorrow, S., Bile acids permeabilize the blood brain barrier after bile duct ligation in rats via Rac1-dependent mechanisms. Dig. Liver Dis. 46 (2014), 527–534.