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 | 7-Methoxy-2-tetralone | HCID 77785 | — |
| Reactant | Sodium Formate | HCID 2723810 | — |
| Reactant | 2-Amino-7-methoxytetralin | HCID 11608015 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Product | (S)-7-methoxy-2-aminotetraline | HCID 11008478 | — |
Reaction Steps
Into a flask containing 520 mg of a substrate 7-methoxy-2-tetralone, 10 mg of sodium formate, 3 mg of NAD+, 1.57 mg of L-alanine, and 20 mg of pyridoxal phosphate, a culture fluid of the recombinant E. coli HB101 (pNMTAPAF), obtained in Example 29, which expresses MTA, PALDH, and FDH was added so that total volume was 30 ml. The resultant product was stirred at 35° C. for 28 hours while being adjusted to a pH of 6.3 by drippage of 5 N aqueous solution of formic acid. The rate of conversion into 7-methoxy-2-aminotetraline after the reaction was 92.6%. The absolute configuration of 7-methoxy-2-aminotetraline was (S), and the optical purity was 98.1% e.e.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168412B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-9290007c1ef24d2dbccd522bdcf1846c |
| Source note | uspto-grants-2012_05 |