Lauric Acid → L-Lysine, N6-(1-oxododecyl)-

HRID 1363912Notes

Reaction equation

HRID 1363912 reaction equation
Cl.[NH2:2][C@H:3]([C:9]([OH:11])=[O:10])[CH2:4][CH2:5][CH2:6][CH2:7][NH2:8].[C:12](O)(=[O:24])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].C(#N)C>C(O)C(N)(CO)CO.Cl>[C:12]([NH:8][CH2:7][CH2:6][CH2:5][CH2:4][C@@H:3]([C:9]([OH:11])=[O:10])[NH2:2])(=[O:24])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

Participants

5

Reactant 3

HCID 3893Lauric AcidHCID 6342AcetonitrileHCID 69568L-Lysine monohydrochloride

Product 1

HCID 104151L-Lysine, N6-(1-oxododecyl)-Yield 88%

Reagents, catalysts & solvents 1

HCID 93573Tromethamine hydrochlorideSolvent

Procedure

Ten (10) U of the enzyme of the present invention was added in 100 mM Tris-HCl buffer (pH 7.0) to L-lysine hydrochloride (final concentration of 1 M) and lauric acid (final concentration of 15 mM), and reacted for 3 hours at 45° C. The reaction solution was analyzed by HPLC (YMC-Pack ODS 150×4.6 mm, eluent: 35% acetonitrile solution, pH 2.8, flow rate: 0.8 mL/min). The synthesis yield was about 88% based on fatty acids.

Workup

  1. customreacted for 3 hours at 45° C
  2. customThe synthesis yield was about 88%

Sources & evidence

ORD record
ord-c2c761dee9534f2a9c34ce39b09ab093
Source dataset
uspto-grants-2011_02
Patent number
US07888079B2

Reaction notes

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