HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridoxal 5'-phosphate → (S)-7-methoxy-2-aminotetraline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridoxal 5'-phosphate | HCID 1051 | — |
| Reactant | Nadide (JAN/USAN/INN) | HCID 5893 | — |
| Reactant | L-Alanine | HCID 5950 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 7-Methoxy-2-tetralone | HCID 77785 | — |
| Reactant | (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal | HCID 107526 | — |
| Reactant | 2-Amino-7-methoxytetralin | HCID 11608015 | — |
| Product | (S)-7-methoxy-2-aminotetraline | HCID 11008478 | — |
Reaction Steps
Into a flask containing 300 mg of a substrate 7-methoxy-2-tetralone, 460 mg of D-glucose, 3 mg of NAD+, 910 mg of L-alanine, and 4.0 mg of pyridoxal phosphate, a culture fluid of the recombinant E. coli HB101 (pNMTAPAG), obtained in Example 8, which expresses MTA, PALDH, and GDH was added so that total volume was 30 ml. The resultant product was stirred at 30° C. for 20 hours while being adjusted to a pH of 6.8 by drippage of 5 N aqueous solution of sodium hydroxide. The rate of conversion into 7-methoxy-2-aminotetraline after the reaction was 92.3%. The absolute configuration of 7-methoxy-2-aminotetraline was (S), and the optical purity was 97.0% e.e.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168412B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-a2ceb9471f53409da87cfdeae32e1271 |
| Source note | uspto-grants-2012_05 |