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·460· 精细化工 FINE CHEMICALS 第 36 卷
10000 L 放大验证,反应 11 h,产物质量浓度可达 [5] Chávez-Béjar M I, Báez-Viveros J L, Martíne A, et al.
Biotechnological prod uction of -tyrosine and derived compounds[J].
117 g/L,苯酚转化率为 97%,转化体系放大后苯酚 Process Biochemistry, 2012, 47(7): 1017.
转化率提高 4 %,L-Tyr 成品收率为 85%。本研究将 [6] Juminaga D, Baidoo E E K, Reddingjohanson A M, et al. Modular
engineering of L-tyrosine production in Escherichia coli[J]. Applied
廉价的甘氨酸通过酶的作用转化成中间体 D-丝氨 & Environmental Microbiology, 2012, 78(1): 89-98.
酸和丙酮酸氨,再加入苯酚合成附加值较高的 [7] Wu Min (吴敏), Wei Ping (韦萍), Zhou Hua (周华), et al. Study on
synthesis of L-tyrosine by microbial conversion[J]. Chemical World
L-Tyr,省去了 D-丝氨酸和丙酮酸氨的提纯工艺。如 (化学世界), 2002, 43(9): 476-478.
今,丙酮酸的制备方法主要是酒石酸的脱水脱羧法, [8] Patnaik R, Zolandz R R, Green D A, et al. L-tyrosine production by
recombinant Escherichia coli: Fermentation optimization and
该方法污染大、产酸率低、成本高。本文提供了一 recovery[J]. Biotechnology & Bioengineering, 2010, 99(4): 741-752.
种较环保的丙酮酸来源,以及 L-Tyr 的合成方法, [9] Chang Junjun ( 常俊俊 ). Study on enzymatic synthesis of
L-tyrosine[D]. Nanjing:Nanjing University (南京大学), 2014.
对资源合理利用及绿色合成工艺具有参考意义。接 [10] Chandel M, Azmi W. Optimization of process parameters for the
下去的研究重点是通过基因手段提高 3 种酶的酶 production of tyrosine phenol lyase by Citrobacter freundii MTCC
2424[J]. Bioresource Technology, 2009, 100(5): 1840-1846.
活,从而降低投酶量,提高底物的转化率,进一步
[11] Gao Han (高晗). Biosynthesis of pyruvate and L-tyrosine by
降低 L-Tyr 的生产成本。 muti-enzyme coupled reaction system[D]. Nanjing : Nanjing
University (南京大学), 2014.
参考文献: [12] Koulikova V V, Zakomirdina L N, Gogoleva O I, et al. Stereospecificity
of isotopic exchange of C-α-protons of glycine catalyzed by three
[1] Chang Junjun (常俊俊), Liu Junzhong (刘均忠), Liu Xi (刘茜), et al. PLP-dependent lyases: The unusual case of tyrosine phenol-lyase[J].
Synthesis of L-tyrosine by whole cell with recombinant tyrosine Amino Acids, 2011, 41(5): 1247-1256.
phenol lyase[J]. Fine Chemicals (精细化工), 2013, 30(10): 1112-1116. [13] Gu Jinsong (谷劲松), Qu Yinbo (曲音波). Study on enzymatic
[2] Feng yingying (冯莹莹), Liu Junzhong (刘均忠), Zhang Hongjuan synthesis of pyruvic acid with lactate oxidase[J]. Microbiology (微生
(张宏娟), et al. Biosynthesis of L-tyrosine with whole cell coupled 物学通报), 2003, 30(1): 86-90.
aspartate aminotransferase and tyrosine phenol-lyase[J]. Fine [14] Yu Ronghua (于荣华), Tan Jiaoying (谭娇颖), Qiao Hao (乔浩), et
Chemicals (精细化工), 2014, 31(5): 570-574, 606. al. Chemo-enzymatic synthesis of D-serine[J]. Fine Chemicals (精细
[3] Wei Pinghe (韦平和), Peng Jiaping (彭加平), Ying Jia (营佳), et al. 化工), 2013, 30(5): 510-512.
Tyrosine phenol-lyase and its application in enzymatic synthesis of [15] Liang Qianling (梁倩玲), Liu Lifang (刘丽芳). Determination of
L-tyrosine[J]. Chinese Journal of Biochemical and Pharmaceutics (中 calcium pyruvate by HPLC[J]. Guangzhou Chemistry (广州化学),
国生化药物杂志), 2012, 33(5): 695-697. 2002, 27(1): 29-31.
[4] Liu Xun (刘勋), Hu Min (胡敏), Luo Hechun (罗合春), et al. [16] Xiao Guoan (肖国安), Wang Xianbing (王先兵), Jiao Qingcai (焦庆
Technology progress on separating amino acids[J]. Amino Acids and 才 ), et al. Enzymatic conversion of L-tyrosine preparation:
Biotic Resources (氨基酸和生物资源), 2008, 30(1): 41-43. CN103224972A[P]. 2015-02-04.
(上接第 454 页) [11] Wybenga G, Szymanski W, Wu B, et al. Structural investigations into
the stereochemistry and activity of a phenylalanine-2, 3-aminomutase
[2] Magarvey N A, Fortin P D, Thomas P M, et al. Gatekeeping versus from Taxus chinensis[J]. Biochemistry, 2014, 53(19): 3187-3198.
promiscuity in the early stages of the andrimid biosynthetic assembly [12] Wu B, Szymanski W, Wybenga G G, et al. Mechanism-inspired
line[J]. ACS Chemical Biology, 2008, 3(9): 542-554. engineering of phenylalanine aminomutase for enhanced beta-
[3] Kudo F, Miyanagaa A, Eguchi T. Biosynthesis of natural products regioselective asymmetric amination of cinnamates[J]. Angewandte
containing beta-amino acids[J]. Natural Product Reports, 2014, Chemie-International Edition, 2012, 51(2): 482-486.
31(8): 1056-1073. [13] Chesters C, Wilding M, Goodall M, et al. Thermal bifunctionality of
[4] Ratnayake N D, Theisen C, Walter T, et al. Whole-cell biocatalytic bacterial phenylalanine aminomutase and ammonia lyase enzymes[J].
production of variously substituted beta-aryl- and beta-heteroaryl- Angewandte Chemie-International Edition, 2012, 51(18): 4344- 4348.
beta-amino acids[J]. Journal Biotechnology, 2016, 217: 12-21. [14] Zhu Longbao (朱龙宝), Tao Yugui (陶玉贵), Ge Fei (葛飞), et al.
[5] Grayson J I, Roos J, Osswald S. Development of a commercial Production and characterization of phenylalanine aminomutase from
process for (S)-beta-phenylalanine[J]. Organic Process Research & Streptomyces Maritimus and synthesis of beta-arylalanine[J].
Development, 2011, 15(5): 1201-1206.
[6] Forro E, Fueloep F. Recent lipase-catalyzed hydrolytic approaches to Chemical Journal of Chinese Universities-Chinese (高等学校化学学
报), 2017, 38(2):206-211.
pharmacologically important beta-and gamma-amino acids[J].
Current Medicinal Chemistry, 2012, 19(36): 6178-6187. [15] Bradford M M. A rapid and sensitive method for the quantization of
[7] Grulich M, Brezovsky J, Stepanek V, et al. Resolution of microgram quantities of protein utilizing the principle of protein-dye
alpha/beta-amino acids by enantioselective penicillin G acylase from binding[J]. Analytical Biochemistry, 1976, 72(9): 248-254
Achromobacter sp[J]. Journal of Molecular Catalysis B-Enzymatic, [16] Heberling M M, Masman M F, Bartsch S, et al. Ironing out their
2015, 122: 240-247. differences: dissecting the structural determinants of a phenylalanine
[8] Mathew S, Jeong S S, Chung T, et al. Asymmetric synthesis of aminomutase and ammonia lyase[J]. ACS Chemical Biology, 2015,
aromatic beta-amino acids using omega-transaminase: Optimizing 10(4): 989-997.
the lipase concentration to obtain thermodynamically unstable [17] Wu B, Szymanski W, Wietzes P, et al. Enzymatic synthesis of
beta-keto acids[J]. Biotechnology Journal, 2016, 11(1): 185-190. enantiopure alpha- and beta-amino acids by phenylalanine
[9] Mathew S, Bea H, Nadarajan S P, et al. Production of chiral α-amino aminomutase-catalysed amination of cinnamic acid derivatives[J].
acids using ω-transaminase from Burkholderia graminis[J]. Journal Chembiochem, 2009, 10(2): 338-344.
Biotechnology, 2015, 20(196/197): 1-8. [18] Walker K D, Klettke K, Akiyama T, et al. Cloning, heterologous
[10] Parmeggiani F, Weise N J, Ahmed S T, et al. Synthetic and expression, and characterization of a phenylalanine aminomutase
therapeutic applications of ammonia-lyases and aminomutases[J]. involved in Taxol biosynthesis[J]. Journal Biological Chemistry,
Chemical Reviews, 2018, 118(1): 73-118. 2004, 279(52): 53947-53954.