Réaction #2006451

ord-fc3e45df8de8430f9df416e5bd68e269

Équation de réaction

[Na+].[OH-]
sodium hydroxide
CC(C)(C)OC(=O)N1CCC(=O)C1
N-Boc-3-pyrrolidinone
O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
D-glucose
C[C@@H](N)C(=O)O
D-alanine
Cc1ncc(COP(=O)(O)O)c(C=O)c1O
pyridoxal phosphate
CC(C)(C)OC(=O)N1CCC(=O)C1
N-Boc-3-pyrrolidinone
O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
D-glucose
NC(=O)c1ccc[n+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c1
NAD+
C[C@@H](N)C(=O)O
D-alanine
Cc1ncc(COP(=O)(O)O)c(C=O)c1O
pyridoxal phosphate
→
CC(C)(C)OC(=O)N1CC[C@@H](N)C1
(R)—N-Boc-3-aminopyrrolidine

Réactifs

—
resultant product
—
aqueous solution
[Na+].[OH-]
sodium hydroxide
CC(C)(C)OC(=O)N1CCC(=O)C1
N-Boc-3-pyrrolidinone
O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
D-glucose
C[C@@H](N)C(=O)O
D-alanine
Cc1ncc(COP(=O)(O)O)c(C=O)c1O
pyridoxal phosphate
CC(C)(C)OC(=O)N1CCC(=O)C1
N-Boc-3-pyrrolidinone
O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
D-glucose
NC(=O)c1ccc[n+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c1
NAD+
C[C@@H](N)C(=O)O
D-alanine
Cc1ncc(COP(=O)(O)O)c(C=O)c1O
pyridoxal phosphate

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autre(pNTASPAG), obtained in Example 11, which
  2. 2
    workup.ADDITIONwas added so that total volume was 25 ml
  3. 3
    workup.ADDITIONwere added

Mode opératoire

To a flask containing 0.5 g of a substrate N-Boc-3-pyrrolidinone, 0.73 g of D-glucose, 4 mg of NAD+, 1.44 g of D-alanine, and 3.3 mg of pyridoxal phosphate, a culture fluid of the recombinant E. coli HB101 (pNTASPAG), obtained in Example 11, which expresses TAS, PALDH, and GDH was added so that total volume was 25 ml. The resultant product was stirred at 30° C. while being adjusted to a pH of 6.8 by drippage of 5 N aqueous solution of sodium hydroxide. After nine hours in reaction, 0.25 g of N-Boc-3-pyrrolidinone, 0.37 g of D-glucose, 0.37 g of D-alanine, and 3 mg of pyridoxal phosphate were added.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08168412B2uspto-grants-2012_05