Enzymatic synthesis of N α -acyl-L-arginine esters

Details Enzymatic synthesis of N α -acyl-L-arginine esters Enzymatic synthesis of N α -acyl-L-arginine esters

2008-07-15

2008-07-15

Lilling, Herbert J (Department: 1657)

Chemistry: molecular biology and microbiology

Micro-organism, tissue cell culture or enzyme using process...

Preparing alpha or beta amino acid or substituted amino acid...

C435S109000, C435S128000, C435S129000

Reexamination Certificate

active

10501941

ABSTRACT:
The invention relates to a process for preparing a Na-acyl-L-arginine ester, derived from fatty acids and esterified dibasic amino acids, according to the following formula (I), where: X— is Br—, Cl—, or HSO4— R1: is linear alkyl chain from an saturated fatty acid, or hydroxy-acid from 8 to 14 atoms of carbon bonded to the ∝-amino acid group through amidic bond. R2: is a linear or branched alkyl chain from 1 to 18 carbon atoms or aromatic. R3: is formula (II), where n can be from 0 to 4, from the appropriate organic acid and alcohol. The process is catalyzed by a hydrolase, more in particular a protease, the protease papain from <i>Carica papayabeing highly suitable </i>. In order for the esterification reaction to run as wanted, the process is performed in a low-water-content organic medium. When the highly suitable papain fromCarica papayais used, a water activity of between 0.03 and 0.5 is selected.

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