Recombinant aspartate aminotransferase-catalyzed
synthesis of L-4-fluorophenylalanine

doi:10.1007/s11705-008-0041-0

Front. Chem. Sci. Eng.

2008, Vol. 2

Issue (2) : 220-223 https://doi.org/10.1007/s11705-008-0041-0

Recombinant aspartate aminotransferase-catalyzed synthesis of L-4-fluorophenylalanine

CHEN Meijuan, JIA Honghua, CHEN Yongsheng, JIANG Min, WEI Ping

College of Life Science and Pharmacy, Nanjing University of Technology;

Download: PDF(138 KB) HTML
Export: BibTeX | EndNote | Reference Manager | ProCite | RefWorks

Abstract L-4-Fluorophenylalanine (FPhe) was prepared from 4-fluorophenylpyruvate (FPPA) catalyzed by aspartate aminotransferase (Asp-AT) of the recombinant E. coli BL21-pET/aspC. After 12 h enzymatic reaction, the FPPA conversion was over 90% and the yield of FPhe could be above 85% under the following optimal conditions: 37°C, pH value range of 5.0–8.0, 5.5 mass ratio of cell to FPPA, 0.6% (w/v) of Tween 80, 7.08 g/L FPPA, and 1.6 of molar ratio of L-Asp to FPPA.

Issue Date: 05 June 2008

Cite this article:

JIA Honghua,CHEN Meijuan,WEI Ping, et al. Recombinant aspartate aminotransferase-catalyzed synthesis of L-4-fluorophenylalanine[J]. Front. Chem. Sci. Eng., 2008, 2(2): 220-223.

URL:

https://academic.hep.com.cn/fcse/EN/10.1007/s11705-008-0041-0
https://academic.hep.com.cn/fcse/EN/Y2008/V2/I2/220

1	Bommarius A S Schwarm M Stingl K Kottenhahn M Huthmacher K Drauz K Synthesis and use of enantiomerically pure tert-leucineTetrahedron:Asymmetry 1995 628512856. doi:10.1016/0957‐4166(95)00377‐0
2	Ettmayer P Hübner M Billich A Rosenwirth B Gstach H Novel extended transition statemimic in HIV-1 protease inhibitors with peripheral C₂-symmetryBioorg Med Chem Lett 1994 428512856. doi:10.1016/S0960‐894X(01)80827‐1
3	Yu W S Liang Y J Liu K L Zhao Y F Synthesis andresolution of phenylalanine analogues substituted by halogenChem J Chin Univ 2002 23(7)13141317 (in Chinese)
4	Kopf-Maier P Tornieporth-Oetting I C Antitumor activityof titanocene amino acid complexesBiometals 1996 9267271. doi:10.1007/BF00817926
5	Mineura K Shioya H Kowada M Uemura K Tumor extentof slowly progressive oligodendroglioma determined by ¹⁸F-fluorophenylalanine positron emission tomographyEur J Radiol 1997 253035. doi:10.1016/S0720‐048X(96)01130‐8
6	Busca P Paradisi F Moynihan E Maguire A R Engel P C Enantioselective synthesis of non-naturalamino acids using phenylalanine dehydrogenases modified by site-directedmutagenesisOrg Biomol Chem 2004 226842691. doi:10.1039/b406364c
7	Samet A V Coughlin D J Buchanan III A C Gakh A A An improved“one-pot” procedure for synthesis of fluorinated DL-phenylalaninesSynth Commun 2002 32941946. doi:10.1081/SCC‐120002709
8	Lemaire C Guillaume M Christiaens L Palmer A J Cantineau R A new route for the synthesis of [¹⁸F]fluoroaromatic substituted amino acids: no carrieradded L-p-[¹⁸F]fluorophenylalanineAppl Radiat Isot 1987 3810331038
9	Gloge A Zoń J Kövári Á Poppe L Rétey J Phenylalanineammonia-lyase: the use of its broad substrate specificity for mechanisticinvestigations and biocatalysis-synthesis of L-arylalaninesChem Eur J 2000 633863390. doi:10.1002/1521‐3765(20000915)6:18<3386::AID‐CHEM3386>3.0.CO;2‐5
10	Li L Li G X Dai Q W Analysis of the content of phenylpyruvic acid in mixtureby colorimetryChem Reagents 2002 24(1)2223 (in Chinese)
11	Wei G Y Wei P Zhou H Ouyang P K Studies onaspartate aminotransferase and its characteristicsJ Nanjing Univ Chem Technol 2000 22(3)1922 (in Chinese)

Viewed

Full text

Abstract

Cited

Shared

Discussed