2 α-(3-hydroxypropyl)- and 2 α-(3-hydroxypropoxy)-1 α,25-dihydroxyvitamin D3 accessible to vitamin D receptor mutant related to hereditary vitamin D-resistant rickets

Atsushi Kittaka, Masaaki Kurihara, Sara Peleg, Yoshitomo Suhara, Hiroaki Takayama

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

Hereditary vitamin D-resistant rickets (HVDRR) is a genetic disorder caused by mutations in the vitamin D receptor, which lead to resistance to 1 α,25-dihydroxyvitamin D3 [1 α,25(OH)2D 3]. We found that the A ring-modified analogues, 2 α-(3-hydroxypropyl)-and 2 α-(3-hydroxypropoxy)-1 α,25(OH) 2D3, (O1C3 and O2C3) can bind better than the natural hormone to the mutant VDR (R274A), which similar to the HVDRR mutant, R274L, had lost the hydrogen bond to the 1 α-hydroxyl group of 1 α,25(OH) 2D3.

Original languageEnglish
Pages (from-to)357-358
Number of pages2
JournalChemical and Pharmaceutical Bulletin
Volume51
Issue number3
Publication statusPublished - 2003 Mar
Externally publishedYes

Fingerprint

Calcitriol Receptors
Vitamin D
Calcitriol
Hydroxyl Radical
Hydrogen bonds
Hormones
2-(3-hydroxypropoxy)-1,25-dihydroxyvitamin D3

Keywords

  • 2 α-substituted 1 α,25-dihydroxyvitamin D
  • Docking study
  • Mutant vitamin D receptor
  • Potent ligand
  • Rickets

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Pharmacology

Cite this

2 α-(3-hydroxypropyl)- and 2 α-(3-hydroxypropoxy)-1 α,25-dihydroxyvitamin D3 accessible to vitamin D receptor mutant related to hereditary vitamin D-resistant rickets. / Kittaka, Atsushi; Kurihara, Masaaki; Peleg, Sara; Suhara, Yoshitomo; Takayama, Hiroaki.

In: Chemical and Pharmaceutical Bulletin, Vol. 51, No. 3, 03.2003, p. 357-358.

Research output: Contribution to journalArticle

@article{4815a189b6714594b205bbd33d78e434,
title = "2 α-(3-hydroxypropyl)- and 2 α-(3-hydroxypropoxy)-1 α,25-dihydroxyvitamin D3 accessible to vitamin D receptor mutant related to hereditary vitamin D-resistant rickets",
abstract = "Hereditary vitamin D-resistant rickets (HVDRR) is a genetic disorder caused by mutations in the vitamin D receptor, which lead to resistance to 1 α,25-dihydroxyvitamin D3 [1 α,25(OH)2D 3]. We found that the A ring-modified analogues, 2 α-(3-hydroxypropyl)-and 2 α-(3-hydroxypropoxy)-1 α,25(OH) 2D3, (O1C3 and O2C3) can bind better than the natural hormone to the mutant VDR (R274A), which similar to the HVDRR mutant, R274L, had lost the hydrogen bond to the 1 α-hydroxyl group of 1 α,25(OH) 2D3.",
keywords = "2 α-substituted 1 α,25-dihydroxyvitamin D, Docking study, Mutant vitamin D receptor, Potent ligand, Rickets",
author = "Atsushi Kittaka and Masaaki Kurihara and Sara Peleg and Yoshitomo Suhara and Hiroaki Takayama",
year = "2003",
month = "3",
language = "English",
volume = "51",
pages = "357--358",
journal = "Chemical and Pharmaceutical Bulletin",
issn = "0009-2363",
publisher = "Pharmaceutical Society of Japan",
number = "3",

}

TY - JOUR

T1 - 2 α-(3-hydroxypropyl)- and 2 α-(3-hydroxypropoxy)-1 α,25-dihydroxyvitamin D3 accessible to vitamin D receptor mutant related to hereditary vitamin D-resistant rickets

AU - Kittaka, Atsushi

AU - Kurihara, Masaaki

AU - Peleg, Sara

AU - Suhara, Yoshitomo

AU - Takayama, Hiroaki

PY - 2003/3

Y1 - 2003/3

N2 - Hereditary vitamin D-resistant rickets (HVDRR) is a genetic disorder caused by mutations in the vitamin D receptor, which lead to resistance to 1 α,25-dihydroxyvitamin D3 [1 α,25(OH)2D 3]. We found that the A ring-modified analogues, 2 α-(3-hydroxypropyl)-and 2 α-(3-hydroxypropoxy)-1 α,25(OH) 2D3, (O1C3 and O2C3) can bind better than the natural hormone to the mutant VDR (R274A), which similar to the HVDRR mutant, R274L, had lost the hydrogen bond to the 1 α-hydroxyl group of 1 α,25(OH) 2D3.

AB - Hereditary vitamin D-resistant rickets (HVDRR) is a genetic disorder caused by mutations in the vitamin D receptor, which lead to resistance to 1 α,25-dihydroxyvitamin D3 [1 α,25(OH)2D 3]. We found that the A ring-modified analogues, 2 α-(3-hydroxypropyl)-and 2 α-(3-hydroxypropoxy)-1 α,25(OH) 2D3, (O1C3 and O2C3) can bind better than the natural hormone to the mutant VDR (R274A), which similar to the HVDRR mutant, R274L, had lost the hydrogen bond to the 1 α-hydroxyl group of 1 α,25(OH) 2D3.

KW - 2 α-substituted 1 α,25-dihydroxyvitamin D

KW - Docking study

KW - Mutant vitamin D receptor

KW - Potent ligand

KW - Rickets

UR - http://www.scopus.com/inward/record.url?scp=0042398448&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0042398448&partnerID=8YFLogxK

M3 - Article

C2 - 12612432

AN - SCOPUS:0042398448

VL - 51

SP - 357

EP - 358

JO - Chemical and Pharmaceutical Bulletin

JF - Chemical and Pharmaceutical Bulletin

SN - 0009-2363

IS - 3

ER -