論文 - 詳細
| RRC ID | 21254 |
|---|---|
| 著者 | Kaya K, Shiraishi F, Uchida H, Sano T. |
| タイトル | A novel retinoic acid analogue, 7-hydroxy retinoic acid, isolated from cyanobacteria. |
| ジャーナル | Biochim Biophys Acta |
| Abstract |
BACKGROUND:All-trans retinoic acid (RA) is a low-molecular compound derived from vitamin A. It induces events in various ways by binding with the retinoic acid receptor (RAR), a nuclear receptor, in animal cells. RA and its metabolites have been found in animal tissues. In this paper, we report a novel RA analogue found in cyanobacterial cells, describe the method for its isolation, and compare its photo-stability with that of all-trans RA. METHODS:The new A analogue was extracted from cells of Microcystis aeruginosa and Spirulina sp. and fractionated by high-performance liquid chromatography. The analogue was analysed using a yeast two-hybrid assay method to measure in vitro RAR-agonistic activity. Liquid chromatography-mass spectrometry/mass spectrometry analyses was performed to elucidate the chemical structure of this RA analogue. RESULTS:The results of the analysis of the fragments revealed that the novel RA analogue was 7-hydroxy RA. The yields from 3.5 μg (4.5% of the total RAR-agonistic activity of Spirulina sp. cells) of 7-hydroxy RA was a mixture of 4 isomers due to cis-trans isomerisation coupled with keto-enol tautomerism; its relative RAR agonistic activity was 0.49 ± 0.01 (n=3) when the activity of all trans RA was set up to 1.00. Under fluorescent light, the mixture of 7-hydroxy RA isomers was more stable than all- trans RA. CONCLUSIONS:We isolated a novel RAR-activating compound, 7-hydroxy RA, from cyanobacteria. GENERAL SIGNIFICANCE:7-hydroxy RA is more stable than all-trans RA under UV-A. |
| 巻・号 | 1810(4) |
| ページ | 414-9 |
| 公開日 | 2011-4-1 |
| DOI | 10.1016/j.bbagen.2010.11.009 |
| PII | S0304-4165(10)00259-X |
| PMID | 21145941 |
| MeSH | Humans Microcystis / chemistry* Receptors, Retinoic Acid / agonists* Receptors, Retinoic Acid / metabolism Spirulina / chemistry* Tretinoin / analogs & derivatives* Tretinoin / isolation & purification Tretinoin / pharmacology Two-Hybrid System Techniques |
| IF | 3.411 |
| 引用数 | 16 |
| WOS 分野 | BIOPHYSICS BIOCHEMISTRY & MOLECULAR BIOLOGY |
| リソース情報 | |
| 藻類 | NIES-45 NIES-931 NIES-44 NIES-610 NIES-512 NIES-46 |