PL407242A1 - Process for preparing (R)-flavan - Google Patents
Process for preparing (R)-flavanInfo
- Publication number
- PL407242A1 PL407242A1 PL407242A PL40724214A PL407242A1 PL 407242 A1 PL407242 A1 PL 407242A1 PL 407242 A PL407242 A PL 407242A PL 40724214 A PL40724214 A PL 40724214A PL 407242 A1 PL407242 A1 PL 407242A1
- Authority
- PL
- Poland
- Prior art keywords
- strain
- lavanone
- flavan
- formula
- medium
- Prior art date
Links
- QOLIPNRNLBQTAU-OAHLLOKOSA-N (2R)-flavan Chemical compound C1([C@@H]2OC3=CC=CC=C3CC2)=CC=CC=C1 QOLIPNRNLBQTAU-OAHLLOKOSA-N 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 abstract 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 1
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 241000235015 Yarrowia lipolytica Species 0.000 abstract 1
- 238000004587 chromatography analysis Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000002609 medium Substances 0.000 abstract 1
- 230000002906 microbiologic effect Effects 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000013630 prepared media Substances 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
- 230000009466 transformation Effects 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Sposób wytwarzania (R)-flawanonu, o wzorze 2 charakteryzuje się tym, że do przygotowanej pożywki wprowadza się szczep Yarrowia lipolytica KCh 71 i w momencie osiągnięcia przez szczep końcowej fazy logarytmicznego wzrostu, dodaje się (±)-frans-flavan-4-olu o wzorze 1, w ilości 20 mg na 100 ml pożywki, przy czym proces transformacji mikrobiologicznej prowadzi się wodną kulturą szczepu przy ciągłym wstrząsaniu, w wyniku czego, przy udziale systemu enzymatycznego szczepu, następuje utlenienie grupy hydroksylowej jednego z enancjomerów substratu, po czym produkt ekstrahuje się rozpuszczalnikiem organicznym niemieszającym się z wodą i oczyszcza chromatograficznie, w wyniku czego otrzymuje się (R)-flawanon z 38% wydajnością.The method of producing (R) -lavanone, of formula II is characterized in that the Yarrowia lipolytica KCh 71 strain is introduced into the prepared medium and when the strain reaches the final phase of logarithmic growth, (±) -frans-flavan-4-ol is added formula 1, in an amount of 20 mg per 100 ml of medium, the microbiological transformation process being carried out with an aqueous culture of the strain under constant shaking, as a result of which, with the participation of the enzyme system of the strain, the hydroxyl group of one of the enantiomers of the substrate is oxidized, after which the product is extracted an organic solvent immiscible with water and purified by chromatography to give (R) -lavanone in 38% yield.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL407242A PL226309B1 (en) | 2014-02-18 | 2014-02-18 | Process for preparing (R)-flavan |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL407242A PL226309B1 (en) | 2014-02-18 | 2014-02-18 | Process for preparing (R)-flavan |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL407242A1 true PL407242A1 (en) | 2014-11-24 |
| PL226309B1 PL226309B1 (en) | 2017-07-31 |
Family
ID=51902573
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL407242A PL226309B1 (en) | 2014-02-18 | 2014-02-18 | Process for preparing (R)-flavan |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL226309B1 (en) |
-
2014
- 2014-02-18 PL PL407242A patent/PL226309B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL226309B1 (en) | 2017-07-31 |
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