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Chemical Compound Review

Anhydroretinol     (3E,5E,7E,9E)-3,7-dimethyl-9- (2,6,6...

Synonyms: CCRIS 8528, CPD-11536, AC1NRA3C, LS-57509, FT-0662209, ...
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Disease relevance of Anhydro-retinol


High impact information on Anhydro-retinol


Biological context of Anhydro-retinol


Anatomical context of Anhydro-retinol

  • Anhydroretinol: a naturally occurring inhibitor of lymphocyte physiology [10].
  • The circumstances are closely related to nonclassical forms of apoptosis: within 2 h of AR administration the T cells undergo widespread morphological changes, notably surface blebbing and ballooning and, inevitably, bursting [3].
  • Formalin-fixed fibroblasts or cultured intestinal mucosal cells did not convert retinol into anhydroretinol [11].
  • Subsequent incubation of Ret-P-Man-loaded membranes at 37 degrees C results in a non-enzymic breakdown of Ret-P-Man to beta-mannopyranosyl phosphate and anhydroretinol [12].
  • Moreover incubation of metabolite-310 with the 3T12 microsomes yielded anhydroretinol (40% conversion in 30 minutes), suggesting that metabolite-310 is an intermediate in the synthesis of anhydroretinol by these cells [11].

Associations of Anhydro-retinol with other chemical compounds


Gene context of Anhydro-retinol


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  3. Retro-retinoids in regulated cell growth and death. O'Connell, M.J., Chua, R., Hoyos, B., Buck, J., Chen, Y., Derguini, F., Hämmerling, U. J. Exp. Med. (1996) [Pubmed]
  4. A helical lid converts a sulfotransferase to a dehydratase. Pakhomova, S., Kobayashi, M., Buck, J., Newcomer, M.E. Nat. Struct. Biol. (2001) [Pubmed]
  5. Anhydroretinol induces oxidative stress and cell death. Chen, Y., Buck, J., Derguini, F. Cancer Res. (1999) [Pubmed]
  6. Isolation, characterization, and biological activity of retinyl phosphate from hamster intestinal epithelium. Frot-Coutaz, J.P., Silverman-Jones, C.S., De Luca, L.M. J. Lipid Res. (1976) [Pubmed]
  7. Regulation of the cardiac mitochondrial membrane potential by retinoids. Korichneva, I., Waka, J., Hammerling, U. J. Pharmacol. Exp. Ther. (2003) [Pubmed]
  8. Teratogenicity, tissue distribution, and metabolism of the retro-retinoids, 14-hydroxy-4,14-retro-retinol and anhydroretinol, in the C57BL/6J mouse. Mao, G.E., Collins, M.D., Derguini, F. Toxicol. Appl. Pharmacol. (2000) [Pubmed]
  9. Retinyl palmitate and the blue-light-induced phototoxicity of human ocular lipofuscin. Lamb, L.E., Zareba, M., Plakoudas, S.N., Sarna, T., Simon, J.D. Arch. Biochem. Biophys. (2001) [Pubmed]
  10. Anhydroretinol: a naturally occurring inhibitor of lymphocyte physiology. Buck, J., Grün, F., Derguini, F., Chen, Y., Kimura, S., Noy, N., Hämmerling, U. J. Exp. Med. (1993) [Pubmed]
  11. Retinoid metabolism in spontaneously transformed mouse fibroblasts (Balb/c 3T12-3 cells): enzymatic conversion of retinol to anhydroretinol. Bhat, P.V., De Luca, L.M., Adamo, S., Akalovsky, I., Silverman-Jones, C.S., Peck, G.L. J. Lipid Res. (1979) [Pubmed]
  12. Synthesis of retinyl phosphate mannose in vitro. Non-enzymic breakdown and reversibility. Creek, K.E., Rimoldi, D., Silverman-Jones, C.S., De Luca, L.M. Biochem. J. (1985) [Pubmed]
  13. Substrate specificity and kinetic mechanism of the insect sulfotransferase, retinol dehydratase. Vakiani, E., Luz, J.G., Buck, J. J. Biol. Chem. (1998) [Pubmed]
  14. Rapid preparation of anhydroretinol and its use as an internal standard in determination of liver total vitamin A by high-performance liquid chromatography. Wallingford, J.C., Underwood, B.A. J. Chromatogr. (1986) [Pubmed]
  15. Activation of c-Raf kinase by ultraviolet light. Regulation by retinoids. Hoyos, B., Imam, A., Korichneva, I., Levi, E., Chua, R., Hammerling, U. J. Biol. Chem. (2002) [Pubmed]
  16. Analysis of deuterated analogs of vitamin A by electron impact and chemical ionization modes in gas chromatography coupled to mass spectrometry. Cullum, M.E., Olson, J.A., Veysey, S.W. International journal for vitamin and nutrition research. Internationale Zeitschrift für Vitamin- und Ernährungsforschung. Journal international de vitaminologie et de nutrition. (1984) [Pubmed]
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