Superagonistic Fluorinated Vitamin D3 Analogs Stabilize Helix 12 of the Vitamin D Receptor

Chemistry and Biology

Volumn 15, Issue 10, 2008, Pages 1029-1034

  Eelen, Guy ^a   Valle, Noelia ^b   Sato, Yoshiteru ^c   Rochel, Natacha ^c   Verlinden, Lieve ^a   De Clercq, Pierre ^d   Moras, Dino ^c   Bouillon, Roger ^a   Muñoz, Alberto ^b   Verstuyf, Annemieke ^a  

^a UNIVERSITY OF LEUVEN   (Belgium)

^b UNIVERSIDAD AUTÓNOMA DE MADRID   (Spain)

^c INSTITUT DE GÉNÉTIQUE ET DE BIOLOGIE MOLÉCULAIRE ET CELLULAIRE   (France)

^d GHENT UNIVERSITY   (Belgium)

Author keywords

CHEMBIOL; SIGNALING

Indexed keywords

BETA CATENIN; CALCITRIOL RECEPTOR; COLECALCIFEROL; DRUG DERIVATIVE; FLUORINE DERIVATIVE; T CELL FACTOR PROTEIN;

ARTICLE; BINDING SITE; CELL DIFFERENTIATION; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECT; DRUG POTENTIATION; GENETIC TRANSCRIPTION; GENETICS; HUMAN; METABOLISM; PROTEIN SECONDARY STRUCTURE; PROTEIN TERTIARY STRUCTURE; TUMOR CELL LINE; X RAY CRYSTALLOGRAPHY;

BETA CATENIN; BINDING SITES; CELL DIFFERENTIATION; CELL LINE, TUMOR; CHOLECALCIFEROL; CRYSTALLOGRAPHY, X-RAY; FLUORINE COMPOUNDS; HUMANS; MODELS, MOLECULAR; PROTEIN STRUCTURE, SECONDARY; PROTEIN STRUCTURE, TERTIARY; RECEPTORS, CALCITRIOL; TCF TRANSCRIPTION FACTORS; TRANSCRIPTION, GENETIC;

DANIO RERIO;

EID: 53649084239     PISSN: 10745521     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chembiol.2008.08.008     Document Type: Article

References (14)

1. Ciesielski F., Rochel N., and Moras D. Adaptability of the vitamin D nuclear receptor to the synthetic ligand Gemini: remodelling the LBP with one side chain rotation. J. Steroid Biochem. Mol. Biol. 103 (2007) 235-242
2. Darimont B.D., Wagner R.L., Apriletti J.W., Stallcup M.R., Kushner P.J., Baxter J.D., Fletterick R.J., and Yamamoto K.R. Structure and specificity of nuclear receptor-coactivator interactions. Genes Dev. 12 (1998) 3343-3356
3. Dusso A.S., Brown A.J., and Slatopolsky E. Vitamin D. Am. J. Physiol. Renal. Physiol. 289 (2005) F8-F28
4. 3 on bovine parathyroid cells. J. Steroid Biochem. Mol. Biol. 70 (1999) 243-248
5. 3 promotes the differentiation of colon carcinoma cells by the induction of E-cadherin and the inhibition of β-catenin signaling. J. Cell Biol. 154 (2001) 369-387
6. Rochel N., and Moras D. Ligand binding domain of vitamin D receptors. Curr. Top. Med. Chem. 6 (2006) 1229-1241
7. Rochel N., Wurtz J.M., Mitschler A., Klaholz B., and Moras D. The crystal structure of the nuclear receptor for vitamin D bound to its natural ligand. Mol. Cell 5 (2000) 173-179
8. Schuster I., Egger H., Bikle D., Herzig G., Reddy G.S., Stuetz A., Stuetz P., and Vorisek G. Selective inhibition of vitamin D hydroxylases in human keratinocytes. Steroids 66 (2001) 409-422
9. Shah S., Islam M.N., Dakshanamurthy S., Rizvi I., Rao M., Herrell R., Zinser G., Valrance M., Aranda A., Moras D., et al. The molecular basis of vitamin D receptor and beta-catenin crossregulation. Mol. Cell 21 (2006) 799-809
10. 3 hormone analogues and a LXXLL-containing coactivator peptide. Biochemistry 43 (2004) 4101-4110
11. Verstuyf A., Verlinden L., van Etten E., Shi L., Wu Y., D'Halleweyn C., Van Haver D., Zhu G.D., Chen Y.J., Zhou X., et al. Biological activity of CD-ring modified 1alpha,25-dihydroxyvitamin D analogues: C-ring and five-membered D-ring analogues. J. Bone Miner. Res. 15 (2000) 237-252
12. 3 analogues. Bioorg. Med. Chem. Lett. 12 (2002) 1633-1636
13. 3 analogues. Bioorg. Med. Chem. Lett. 12 (2002) 1629-1632
14. 3 potently stimulates gene-specific DNA binding of the vitamin D receptor in osteoblasts. J. Biol. Chem. 278 (2003) 31756-31765