HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → Retinoyl beta-glucuronide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Glucuronic Acid | HCID 65041 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoyl fluoride | HCID 5378594 | — |
| Lösungsmittel | Propan-2-one--water (1/1) | HCID 18366337 | — |
| Produkt | Retinoyl beta-glucuronide | HCID 5281877 | — |
Reaktionsschritte
Retinoyl fluoride can be mixed with commercially available glucuronic acid. The reaction is carried out in acetone/water to facilitate the solubility of the water-insoluble retinoyl fluoride and the water-soluble glucuronic acid. The reaction takes place in slightly alkaline pH and hence sodium bicarbonate is used in the reaction mixture. Stirring the mixture at room temperature for 20-24 hours followed by acidification of the solution and extraction with ethyl acetate yields retinoyl glucuronide as the major product. Pure all-trans retinoyl β-glucuronide can be obtained by a combination of column and high-performance liquid chromatography (HPLC).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04855463 |
| Quelldatensatz | uspto-grants-1989_08 |
| ORD ID | ord-6187d176f8dd41d0a6a3ec766ba6771b |
| Quellennotiz | uspto-grants-1989_08 |