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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919267Generated: November 1, 2026

Pyridoxal 5'-phosphate → (S)-7-methoxy-2-aminotetraline

https://huagongshe.com/reaction/1919267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridoxal 5'-phosphateHCID 1051—
ReactantNadide (JAN/USAN/INN)HCID 5893—
ReactantL-AlanineHCID 5950—
ReactantSodium HydroxideHCID 14798—
Reactant7-Methoxy-2-tetraloneHCID 77785—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
Reactant2-Amino-7-methoxytetralinHCID 11608015—
Product(S)-7-methoxy-2-aminotetralineHCID 11008478—

Reaction Steps

To 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 (pNMTA, pSTVPAG), obtained in Example 9, which expresses MTA, PALDH, and GDH was added so that total volume was 30 ml. The resultant product was stirred at 30° C. for 25 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 60.2%. The absolute configuration of 7-methoxy-2-aminotetraline was (S), and the optical purity was 97.1% e.e.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168412B2
Source datasetuspto-grants-2012_05
ORD IDord-335422b31c2c480089af6e84206884fc
Source noteuspto-grants-2012_05