NDLI: Preparation of optically active alkoxy-serines from amino-amide racemate catalyzed by Escherichia coli cells with peptidase B activity

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Preparation of optically active alkoxy-serines from amino-amide racemate catalyzed by Escherichia coli cells with peptidase B activity

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Preparation of optically active alkoxy-serines from amino-amide racemate catalyzed by Escherichia coli cells with peptidase B activity

Content Provider	Springer Nature Link
Author	Wang, Zhi yuan Jiao, Qing cai Liu, Jun zhong Liu, Qian Zhang, Hong juan Xu, Li sheng
Copyright Year	2012
Abstract	Alkoxy-L-serines are useful for peptide syntheses. The demand for alkoxy-L-serines in the pharmaceutical industries continues to increase because of their multiple physiological effects. In this research, an improved method for alkoxy-L-serines synthesis is reported. A series of substrates, DL-β-alkoxy-α-amino propionamides, was used for the synthesis of alkoxy-serines catalyzed by Escherichia coli cells with peptidase B(PepB) activity. The results show that PepB has a high resolution activity with DL-β-alkoxy-α-amino propionamides as substrate. Reaction conditions were optimized, i.e., DL-β-methoxy-α-amino propionamide as substrate at pH=9.0, 40 °C and 14 h, and the optimal reaction concentration is 400 mmol/L. The results also show that divalent metal cations exhibit different effects on the PepB activity, for example, Zn$^{2+}$ and Cu$^{2+}$ can obviously inhibit the activity of PepB, whereas Co$^{2+}$, Ca$^{2+}$, Mn$^{2+}$ and Mg$^{2+}$ at low concentrations can activate PepB. This research provides access to enantiomerically enriched and valuable alkoxy-L-serines from a simple amino-amide racemate.
Starting Page	95
Ending Page	98
Page Count	4
File Format	PDF
ISSN	10059040
Journal	Chemical Research in Chinese Universities
Volume Number	29
Issue Number	1
Language	English
Publisher	Jilin University and The Editorial Department of Chemical Research in Chinese Universities
Publisher Date	2012-12-14
Publisher Place	Heidelberg
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Enzymatic resolution Chemistry/Food Science Analytical Chemistry Physical Chemistry DL-β-Alkoxy-α-amino propionamide Peptidase B Inorganic Chemistry Alkoxy-serine Organic Chemistry
Content Type	Text
Resource Type	Article
Subject	Chemistry Education

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