Tissue-specific distribution patterns of retinoids and didehydroretinoids in rainbow trout Oncorhynchus mykiss

Comparative Biochemistry and Physiology - B Biochemistry and Molecular Biology

Volumn 161, Issue 1, 2012, Pages 69-78

  Gesto, Manuel ^a   Castro, L Filipe C ^a   Reis Henriques, Maria Armanda ^a   Santos, Miguel Machado ^a  

^a UNIVERSITY OF PORTO   (Portugal)

Author keywords

Didehydroretinoid; HPLC; Retinoid; Trout; Vitamin A

Indexed keywords

(2 ETHYL) 3,4 DIDEHYDRORETINALOXIME; (2 ETHYL)RETINALOXIME; 3,4 DIDEHYDRORETINYL PALMITATE; ALITRETINOIN; DEHYDRORETINOL; DIDEHYDRORETINOID DERIVATIVE; ESTER DERIVATIVE; ISOTRETINOIN; RETINAL; RETINOIC ACID; RETINOID DERIVATIVE; RETINOL; RETINOL ACETATE; RETINOL PALMITATE; UNCLASSIFIED DRUG; DRUG DERIVATIVE; RETINOID;

ANIMAL TISSUE; ARTICLE; BLOOD LEVEL; BRAIN LEVEL; ESTERIFICATION; EYE; FEMALE; INTESTINE; KIDNEY; LIVER LEVEL; MUSCLE LEVEL; NONHUMAN; OVARY; PRIORITY JOURNAL; RAINBOW TROUT; SPLEEN; TISSUE LEVEL; ANIMAL; ANTIBODY SPECIFICITY; CHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOLATION AND PURIFICATION; ISOMERISM; METABOLISM;

MAMMALIA; ONCORHYNCHUS MYKISS; SALMONIDAE;

ANIMALS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; FEMALE; ISOMERISM; ONCORHYNCHUS MYKISS; ORGAN SPECIFICITY; RETINOIDS; VITAMIN A;

EID: 84856482907     PISSN: 10964959     EISSN: 18791107     Source Type: Journal    
DOI: 10.1016/j.cbpb.2011.09.006     Document Type: Article

References (56)

1. Alexander G., Sweeting R., McKeown B.A. The effects of 3,4,3'-triiodo-l-thyronine on didehydroretinol synthesis by isolated coho salmon retinal pigment epithelial cells. Gen. Comp. Endocrinol. 2001, 123:192-202.
2. Alsop D., Van Der Kraak G.J., Brown S.B., Eales J.G. The retinoid biology and toxicology of fish. Environmental Toxicology 2005, 6:413-428. Elsevier, Amsterdam. T.P. Mommsen, T.W. Moon (Eds.).
3. Alsop D., Brown S., Van Der Kraak G. The effects of copper and benzo[a]pyrene on retinoids and reproduction in zebrafish. Aquat. Toxicol. 2007, 82:281-295.
4. Alsop D., Matsumoto J., Brown S., Van Der Kraak G. Retinoid requirements in the reproduction of zebrafish. Gen. Comp. Endocrinol. 2008, 156:51-62.
5. Barua A.B., Furr H.C. Properties of retinoids. Structure, handling, and preparation. Methods in Molecular Biology 1998, vol. 89:3-28. Humana Press Inc, Totowa. C. Redfern (Ed.).
6. Besselink H.T., Flipsen E.M.T.E., Eggens M.L., Vethaak A.D., Koeman J.H., Brouwer A. Alterations in plasma and hepatic retinol levels in flounder (Platichthys flesus) after chronic exposure to contaminated harbour sludge in a mesocosm study. Aquat. Toxicol. 1998, 42:271-285.
7. Blomhoff R., Blomhoff H.K. Overview of retinoid metabolism and function. J. Neurobiol. 2006, 66:606-630.
8. Blomhoff R., Green M.H., Berg T., Norum K.R. Transport and storage of vitamin A. Science 1990, 250:399-404.
9. Doyon C., Boileau S., Fortin R., Spear P.A. Rapid HPLC analysis of retinoids and dehydroretinoids stored in fish liver: comparison of two lake sturgeon populations. J. Fish Biol. 1998, 53:973-986.
10. Fontagné-Dicharry S., Lataillade E., Surget A., Brèque J., Zambonino-Infante J.L., Kaushik S.J. Effects of dietary vitamin A on broodstock performance, egg quality, early growth and retinoid nuclear receptor expression in rainbow trout (Oncorhynchus mykiss). Aquaculture 2010, 303:40-49.
11. 2 in mature rainbow trout (Salmo gairdneri Rich.). Comp. Biochem. Physiol. B 1989, 94:481-485.
12. Gundersen T.E. Methods for detecting and identifying retinoids in tissue. J. Neurobiol. 2006, 66:631-644.
13. Gundersen T.E., Blomhoff R. Qualitative and quantitative liquid chromatographic determination of natural retinoids in biological samples. J. Chromatogr. A 2001, 935:13-43.
14. Gundersen T.E., Bastani N.E., Blomhoff R. Quantitative high-throughput determination of endogenous retinoids in human plasma using triple-stage liquid chromatography/tandem mass spectrometry. Rapid Commun. Mass Spectrom. 2007, 21:1176-1186.
15. Gutleb A.C., Appelman J., Bronkhorst M.C., van den Berg J.H.J., Spenkelink A., Brower A., Murk A.J. Delayed effects of pre- and early-life time exposure to polychlorinated biphenyls on tadpoles of two amphibian species (Xenopus laevis and Rana temporaria). Environ. Toxicol. Pharmacol. 1999, 8:1-14.
16. Hartmann S., Froescheis O., Ringenbach F., Wyss R., Bucheli F., Bischof S., Bausch J., Wiegand U.W. Determination of retinol and retinyl esters in human plasma by high-performance liquid chromatography with automated column switching and ultraviolet detection. J. Chromatogr. B Biomed. Sci. Appl. 2001, 751:265-275.
17. Hilton J.W. Hypervitaminosis A in rainbow trout (Salmo gairdneri) - toxicity signs and maximum tolerable level. J. Nutr. 1983, 113:1737-1745.
18. Holm S.S., Andreasen L., Hansen S.H., Faber J., Staun-Olsen P. Influence of adsorption and deproteination on potential free thyroxine reference methods. Clin. Chem. 2002, 48:108-114.
19. IUPAC-IUB Joint Commission on Biochemical Nomenclature Nomenclature of retinoids. Pure Appl. Chem. 1982, 55:721-726.
20. 2 (3,4-didehydroretinol) and E (α-tocopherol) in the liver and blubber of lacustrine and marine ringed seals (Phoca hispida sp.). Comp. Biochem. Physiol. B 1997, 116:27-33.
21. 2 and their fatty acyl esters in mink feeding on fish-based diets and exposed to Aroclor 1242. Toxicol. Appl. Pharmacol. 2003, 187:118-127.
22. Kane M.A., Folias A.E., Napoli J.L. HPLC/UV quantitation of retinal, retinol, and retinyl esters in serum and tissues. Anal. Biochem. 2008, 378:71-79.
23. Kane M.A., Folias A.E., Wang C., Napoli J.L. Quantitative profiling of endogenous retinoic acid in vivo and in vitro by tandem mass spectrometry. Anal. Chem. 2008, 80:1702-1708.
24. Kraft J.C., Kimelman D., Juchau M.R. Xenopus laevis: a model system for the study of embryonic retinoid metabolism II. Embryonic metabolism of all-trans-3,4-didehydroretinol to all-trans-3,4-didehydroretinoids acid. Drug Metab. Dispos. 1995, 23:83-89.
25. Kurlandsky S.B., Gamble M.V., Ramakrishnan R., Blaner W.S. Plasma delivery of retinoic acid to tissues in the rat. J. Biol. Chem. 1995, 270:17850-17857.
26. Levi L., Levavi-Sevan B., Lubzens E. Expression of genes associated with retinoid metabolism in the trout ovarian follicle. Biol. Reprod. 2008, 79:570-577.
27. Lima D., Reis-Henriques M.A., Silva R., Santos A.I., Castro L.F.C., Santos M.M. Tributyltin-induced imposex in marine gastropods involves tissue-specific modulation of the retinoid X receptor. Aquat. Toxicol. 2011, 101:221-227.
28. Lubzens E., Lissauer L., Levavi-Sivan B., Avarre J.C., Sammar M. Carotenoid and retinoid transport to fish oocytes and eggs: what is the role of retinol binding protein?. Mol. Aspects Med. 2003, 24:441-457.
29. MacDonald P.N., Ong D.E. Binding specificities of cellular retinol-binding protein and cellular retinol-binding protein, type II. J. Biol. Chem. 1987, 262:10550-10556.
30. Maden M. Retinoic acid in the development, regeneration and maintenance of the nervous system. Nat. Rev. Neurosci. 2007, 8:755-765.
31. Maden M., Sonneveld E., van der Saag P.T., Gale E. The distribution of endogenous retinoic acid in the chick embryo: implications for developmental mechanisms. Development 1998, 125:4133-4144.
32. Nacci D., Jayaraman S., Specker J. Stored retinoids in populations of the estuarine fish Fundulus heteroclitus indigenous to PCB-contaminated and reference sites. Arch. Environ. Contam. Toxicol. 2001, 40:511-518.
33. Nagatsuma K., Hayashi Y., Hano H., Sagara H., Murakami K., Saito M., Masaki T., Lu T., Tanaka M., Enzan H., Aizawa Y., Tajiri H., Matsuura T. Lecithin:retinol acyltransferase protein is distributed in both hepatic stellate cells and endothelial cells of normal rodent and human liver. Liver Int. 2009, 29:47-54.
34. Nagy N.E., Holven K.B., Roos N., Senoo H., Kojima N., Norum K.R., Blomhoff R. Storage of vitamin A in extrahepatic stellate cells in normal rats. J. Lipid Res. 1997, 38:645-658.
35. National Research Council Nutrient Requirements of Fish 1993, National Academy Press, Washington.
36. Ndayibagira A., Spear P.A. Esterification and hydrolysis of vitamin A in the liver of brook trout (Salvelinus fontinalis) and the influence of a coplanar polychlorinated biphenyl. Comp. Biochem. Physiol. C 1999, 122:317-325.
37. Novák J., Beníšek M., Hilscherová K. Disruption of retinoid transport, metabolism and signaling by environmental pollutants. Environ. Int. 2008, 34:898-913.
38. Ørnsrud R., Graff L.E., Høie S., Totland G.K., Hemre G.I. Hypervitaminosis A in first-feeding fry of the Atlantic salmon (Salmo salar L.). Aquacult. Nutr. 2002, 8:7-13.
39. Ørnsrud R., Lock E.J., Glover C.N., Flik G. Retinoic acid cross-talk with calcitriol activity in Atlantic salmon (Salmo salar). J. Endocrinol. 2009, 202:473-482.
40. Paik J., Vogel S., Quadro L., Piantedosi R., Gottesman M., Lai K., Hamberger L., de morais Vieira M., Blaner W.S. Vitamin A: overlapping delivery pathways to tissues from the circulation. J. Nutr. 2004, 134:276S-280S.
41. Palace V.P., Brown S.B. HPLC determination of tocopherol, retinol, dehydroretinol and retinyl palmitate in tissues of lake char (Salvelinus namaycush) exposed to coplanar 3,3',4,4',5-pentachlorobiphenyl. Environ. Toxicol. Chem. 1994, 13:473-476.
42. Repa J.J., Plum L.A., Tadikonda P.K., Clagget-Dame M. All-trans 3,4-didehydroretinoic acid equals all-trans retinoic acid in support of chick neuronal development. FASEB J. 1996, 10:1078-1084.
43. Saleh G., Eleraky W., Gropp J.M. A short note on the effects of vitamin A hypervitaminosis and hypovitaminosis on health and growth of Tilapia nilotica (Oreochromis niloticus). J. Appl. Ichthyol. 1995, 11:382-385.
44. Sani B.P., Venepally P.R., Levin A.A. Didehydroretinoic acid: retinoid receptor-mediated transcriptional activation and binding properties. Biochem. Pharmacol. 1997, 53:1049-1053.
45. Schmidt C.K., Brouwer A., Nau H. Chromatographic analysis of endogenous retinoids in tissues and serum. Anal. Biochem. 2003, 315:36-48.
46. 2. J. Biol. Chem. 1950, 183:467-471.
47. Suh M.J., Tang X.H., Gudas L.J. Structure elucidation of retinoids in biological samples using postsource decay laser desorption/ionization mass spectrometry after high-performance liquid chromatography separation. Anal. Chem. 2006, 78:5719-5728.
48. Sun T., Surles R.L., Tanumihardjo S.A. Vitamin A concentrations in piglet extrahepatic tissues respond differently ten days after vitamin A treatment. J. Nutr. 2008, 138:1101-1106.
49. 2-based visual pigment composition during the life history of coho salmon (Oncorhynchus Kisutch). J. Comp. Physiol. A 2006, 192:301-313.
50. Theodosiou M., Laudet V., Schubert M. From carrot to clinic: an overview of the retinoic acid signaling pathway. Cell. Mol. Life Sci. 2010, 67:1423-1445.
51. Wald G. The porphyropsin visual system. J. Gen. Physiol. 1939, 22:775-794.
52. Weber F., Cornish-Bowden A. Vitamin A and retinoids (letter to the editors). Br. J. Nutr. 1995, 74:869-870.
53. Williams L., Merriman S., Lodder H., Howells A., Jordan S., Desbrow C., Cleeve M., Calverley R. The use of mixed-mode SPE to minimize LC-MS matrix effects due to dosing vehicles. LCGC North Am. 2006, 24:51.
54. Wingerath T., Stahl W., Sies H. β-Cryptoxanthin selectively increases in human chylomicrons upon ingestion of tangerine concentrate rich in β-cryptoxanthin esters. Arch. Biochem. Biophys. 1995, 324:385-390.
55. Wold H.L., Wake K., Higashi N., Wang D., Kojima N., Imai K., Blomhoff R., Senoo H. Vitamin A distribution and content in tissues of the lamprey, Lampetra japonica. Anat. Rec. 2004, 276A:134-142.
56. Yoshikawa K., Imai K., Seki T., Higashi-Kuwata N., Kojima N., Yuuda M., Koyasu K., Sone H., Sato M., Senoo H., Irie T. Distribution of retinylester-storing stellate cells in the arrowtooth halibut. Atheresthes evermanni. Comp. Biochem. Physiol. A 2006, 145:280-286.