Topical retinaldehyde increases skin content of retinoic acid and exerts biologic activity in mouse skin

Journal of Investigative Dermatology

Volumn 107, Issue 5, 1996, Pages 714-719

  Didierjean, Liliane ^a   Carraux, Pierre ^a   Grand, Denise ^a   Sass, Jörn Oliver ^b,d   Nau, Heinz ^b   Saurat, Jean Hilaire ^a,c  

^a UNIVERSITY HOSPITAL   (Switzerland)

^b FREIE UNIVERSITÄT BERLIN   (Germany)

^c University Hospital   (Switzerland)

^d UNIVERSITY OF INNSBRUCK   (Austria)

Author keywords

HPLC; Retinoids

Indexed keywords

FILAGGRIN; KERATIN; RETINAL; RETINOIC ACID; RETINOIC ACID BINDING PROTEIN; RETINOIC ACID RECEPTOR;

ARTICLE; DRUG ACTIVITY; HUMAN TISSUE; KERATINOCYTE; METAPLASIA; MOUSE; NONHUMAN; PRIORITY JOURNAL; RECEPTOR BINDING; SKIN; TOPICAL DRUG ADMINISTRATION;

EID: 0029804290     PISSN: 0022202X     EISSN: None     Source Type: Journal    
DOI: 10.1111/1523-1747.ep12365603     Document Type: Article

References (36)

1. Allenby G, Bocquel MT, Sauders M, Kaziner S, Speck J, Rosenberger M, Lovey A, Kastner P, Grippo JF, Chambon P: Retinoic acid receptors and retinoid X receptors: interactions with endogenous retinoic acid. Proc Natl Acad Sci USA 90:30-34, 1993
2. Chirgwin JM, Przbyla AE, MacDonald RJ, Rutter WJ: Isolation of biologically active ribonucleic acid from sources enriched in ribonuclease. Biochemistry 18:5294-5299, 1979
3. Collins MD, Eckhoff C, Chahoud I, Bochert G, Nau H: 4-Methylpyrazole partially ameliorated the teratogenicity of retinol and reduced the metabolic formation of all-trans-retinoic acid in the mouse. Arch Toxicol 66:652-659, 1992a
4. Collins MD, Eckhoff C, Slikker W, Bailey JR, Nau H: Quantitative plasma disposition of retinol and retinyl esters after high-dose vitamin A administration in the cynomolgus monkey. Fundam Appl Pharmacol 19:109-116, 1992b
5. Connor MJ: Oxidation of retinol to retinoic acid as a requirement for biological activity in mouse epidermis. Cancer Res 48:7038-7040, 1988
6. Crettaz M, Baron A, Siegenthaler G, Hunziker W: Ligand specificities of recombinant retinoic acid receptors RARα and RARβ. Biochem J 272:391-397, 1990
7. Didierjean L, Wrench R, Saurat JH: Expression of cytoplasmic antigens linked to orthokeratosis during the development of parakeratosis in newborn mouse tail epidermis. Differentiation 23:250-255, 1983
8. Duell EA, Aström A, Griffiths CEM, Chambon P, Voorhees JJ: Human skin levels of retinoic acid and cytochrome P-450-derived 4-hydroxyretinoic acid after topical application of retinoic acid in vivo compared to concentrations required to stimulate retinoic acid receptor-mediated transcription in vitro. J Clin Invest 90:1269-1274, 1992
9. Durand B, Saunders M, Leroy P, Leid M, Chambon P: All-trans and 9-cis rerinoic acid induction of CRABPII transcription is mediated by RAR-RXR heterodimers bound to DR1 and DR2 repeated motifs. Cell 71:73-85, 1992
10. Eckhoff C, Nau H: Identification and quantitation of all-trans- and 13-cis-retinoic acid and 13-cis-4-oxo-retinoic acid in human plasma. J Lipid Res 31:1445-1454, 1990
11. Elder J, Cromie MA, Griffiths CEM, Chambon P, Voorhees JJ: Stimulus- selective induction of CRABP II mRNA; a marker for retinoic acid action in human skin. J Invest Dermatol 100:356-359, 1993
12. Foerster M, Sass JO, Rühl R, Nau H: Comparative studies on effects of all-trans-retinoic acid and all-trans-retinoyl-β-D-glucuronide on the development of fetal mouse thymus. Toxic in Vitro 10:7-15, 1996
13. Hirschel Scholz S, Siegenthaler G, Saurat JH: Ligand specific and non specific in vivo modulation of human epidermal cellular retinoic acid binding protein (CRABP). Eur J Clin Invest 19:220-227, 1989
14. Hohl D, Olano BR, de Viragh PA, Huber M, Detrisac CJ, Schnyder UW, Roop DR: Expression patterns of loricrin in various species and tissues. Differentiation 54:25-34, 1993
15. Kang S, Duell EA, Fisher GJ, Datta SC, Wang Z-Q, Reddy AP, Tavakkol A, Yi JY, Griffiths CEM, Elder JT, Voorhees JJ: Application of retinol to human skin in vivo induces epidermal hyperplasia and cellular retinoid binding proteins characteristic of retinoic acid but without measurable retinoic acid levels or irritation. J Invest Dermatol 105:549-556, 1995
16. Knapp B, Rentrop M, Schweizer J, Winter H: Three cDNA sequences of mouse type I keratins; cellular localization of the mRNAs in normal and proliferative tissues. J Biol Chem 262:938-945, 1987
17. Lakshman MR, Mychkovsky I, Attlesey M: Enzymatic conversion of all-trans-β-carotene to retinal by a cytosolic enzyme from rabbit and rat intestinal mucosa. Proc Natl Acad Sci USA 86:9124-9128, 1989
18. Mehrel T, Hohl D, Rothnagel JA, Longley MA, Bundman D, Cheng C, Lichti U, Bisher ME, Steven PM, Steiner PM, Yuspa SH, Roop DR: Identification of a major keratinocyte cell envelope protein, loricrin. Cell 61:1103-1112, 1990
19. Napoli JL, Race KR: Microsomes convert retinol and retinal into retinoic acid and interfere in the conversions catalyzed by cytosol. Biochim Biophys Acta 1034:228-232, 1990
20. O'Malley B: Did eucaryotic steroid receptors evolve from intracrine gene regulators? Endocrinology 125:1119-1120, 1989
21. Piletta PA, Jaconi S, Siegenthaler G, Didierjean L, Saurat JH: Topical glucocorticoids differently modulate the expression of CRABP I and II in human skin. Exp Dermatol 3:23-28, 1994
22. Rothnagel JA, Mehrel T, Idler WW, Roop DR, Steinert PM: The gene for mouse epidermal filaggrin precursor. Its partial characterization, expression, and sequence of a repeating filaggrin unit. J Biol Chem 262:15643-15648, 1987
23. Sass JO, Didierjean L, Carraux P, Nau H, Saurat JH: Metabolism of topical retinaldehyde and retinol by mouse skin in vivo: predominant formation of retinyl esters and identification of 14-hydroxy-retro-retinol. Exp Dermatol in press
24. Sass JO, Hartmann J, Chahoud I, Shroot B, Nau H: Transplacental pharmacokinetics of a synthetic retinoid which is not bound by mouse embryonic cellular retinoic acid-binding protein. Toxicol Lett 75:159-168, 1995
25. Sass JO, Nau H: Single-run analysis of isomers of retinoyl-β-D-glucuronide and retinoic acid by reversed-phase high-performance liquid chromatography. J Chromatogr 685:182-188, 1994
26. Saurat JH, Didierjean L, Masgrau E, Piletta PA, Jaconi S, Chatellard-Gruaz D, Gumowski-Sunek D, Masouyé I, Salomon D, Siegenthaler G: Topical retinaldehyde on human skin: biologic effects and tolerance. J Invest Dermatol 103:770-774, 1994
27. Schweizer J, Fürstenberger G, Winter H: Selective suppression of two postnatally acquired 70 kD and 65 kD keratin proteins during continuous treatment of adult mouse tail epidermis with vitamin A. J Intvst Dermatol 89:125-137, 1987
28. Schweizer J, Marks F: A developmental study of the distribution and frequency of Langerhans cells in relation to formation of patterning in mouse tail epidermis. J Invest Dermatol 69:198-204, 1977
29. Siegenthaler G, Saurat JH, Ponec M: Retinol and retinal metabolism. Relationship to the state of differentiation of cultured human keratinocytes. Biochem J 268:371-378, 1990
30. Siegenthaler G, Tomatis I, Didierjean L, Jaconi S, Saurat JH: Overexpression of cellular retinoic acid-binding protein type II (CRABP2) and down-regulation of CRABP1 in psoriatic skin. Dermatology 185:251-256, 1992
31. Smith WC, Nakshatri H, Leroy P, Rees J, Chambon P: A retinoic acid response element is present in the mouse cellular retinol binding protein I (mCRBPI) promoter. EMBO J 10:2223-2230, 1991
32. Stenström E, Björklind C, Schaaf B, Vahlquist A, Törmä H: Retinoids can be classified to their effects on vitamin A metabolism in HeLa cells. Skin Pharmacol 9:27-34, 1996
33. Tzimas G, Sass JO, Wittfoht W, Elmazar MMA, Ehlers K, Nau H: Identification of 9,13-dicis-retinoic acid as a major plasma metabolite of 9-cis-retinoic acid and limited transfer of 9-cis-retinoic acid and 9, 13-dicis-retinoic acid to the mouse and rat embryos. Drug Metab Dispos 22:928-936, 1994
34. Underwood BA: Vitamin A in human nutrition. Public health considerations. In: Sporn MB. Roberts AB, Goodman DS (eds.). The Retinoids. Biology, Chemistry, and Medicine. 2nd ed, Academic Press, Orlando, FL, 1994, pp 211-227
35. van Vliet T, van Schaik F, van Schoonhoven J, SchrijverJ: Determination of several retinoids, carotenoids, and E vitamins by high-performance liquid chromatography. Application to plasma and tissues of rats fed a diet rich in either betacarotene or canthaxantin. J Chromatogr 553:179-186, 1991
36. Wrench R, Didierjean L: Antibodies to orthokeratotic keratinocytes in monitoring the drug-induced inhibition of parakeratotic differentiation in adult and infant mice. Arch Dermatol Res 277:201-208, 1985