Enzymatic catalysis of formation of Z-aspartame in ionic liquid -: An alternative to enzymatic catalysis in organic solvents

被引:359
|
作者
Erbeldinger, M [1 ]
Mesiano, AJ [1 ]
Russell, AJ [1 ]
机构
[1] Univ Pittsburgh, Ctr Biotechnol & Bioengn, Dept Chem & Petr Engn, Pittsburgh, PA 15219 USA
关键词
D O I
10.1021/bp000094g
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
We present the first report of enzymatic catalysis in an ionic liquid. The virtually nonexistent vapor pressure makes ionic liquids an exciting new alternative for enzyme-catalyzed syntheses in environmentally friendly environments. Z-aspartame was synthesized in a thermolysin-catalyzed reaction of carbobenzoxy-L-aspartate and L-phenylalanine methyl ester hydrochloride in 1-butyl-3-methylimidazolium hexafluorophosphate (BP6). Ionic liquids such as BP6 are thermally stable and have a remarkable range of temperatures over which they remain liquid (300 degreesC). With an initial rate of 1.2 +/- 0.1 nmol min(-1) mg(-1), we observed a competitive rate in comparison to that of enzymatic synthesis in organic solvent. Additionally, the enzyme exhibits outstanding stability, which would normally require immobilization.
引用
收藏
页码:1129 / 1131
页数:3
相关论文
共 50 条
  • [41] Enzymatic Synthesis of Esculin Ester in Ionic Liquids Buffered with Organic Solvents
    Hu, Yifan
    Guo, Zheng
    Lue, Bena-Marie
    Xu, Xuebing
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2009, 57 (09) : 3845 - 3852
  • [42] Kinetics of enzymatic solid-to-solid peptide synthesis:: Synthesis of Z-aspartame and control of acid-base conditions by using inorganic salts
    Erbeldinger, M
    Ni, XW
    Halling, PJ
    [J]. BIOTECHNOLOGY AND BIOENGINEERING, 2001, 72 (01) : 69 - 76
  • [43] Metal-organic frameworks: a novel host platform for enzymatic catalysis and detection
    Gkaniatsou, Effrosyni
    Sicard, Clemence
    Ricoux, Remy
    Mahy, Jean-Pierre
    Steunou, Nathalie
    Serre, Christian
    [J]. MATERIALS HORIZONS, 2017, 4 (01) : 55 - 63
  • [44] Transformation and Products of Organic Micropollutant in Water during Electro-Enzymatic Catalysis
    Zhao, He
    Du, Penghui
    Zhang, Di
    Cao, Hongbin
    Mast, Laura
    [J]. ASSESSING TRANSFORMATION PRODUCTS OF CHEMICALS BY NON-TARGET AND SUSPECT SCREENING - STRATEGIES AND WORKFLOWS, VOL 1, 2016, 1241 : 147 - 161
  • [45] ORGANIC SYNTHESES IN ENZYMATIC CATALYSIS .6. KINETICS OF ENZYMATIC-HYDROLYSIS OF N-ACETYL-D, L-AMINOACIDS IN STEREOSELECTIVE CATALYSIS OF FREE AMINOACYLASE
    BLASKO, A
    [J]. REVISTA DE CHIMIE, 1987, 38 (10): : 879 - 881
  • [46] Enzymatic catalysis of 2,6-dimethoxyphenol by laccases and products characterization in organic solutions
    Wan YunYang
    Du Yumin
    Miyakoshi Tetsuo
    [J]. SCIENCE IN CHINA SERIES B-CHEMISTRY, 2008, 51 (07): : 669 - 676
  • [47] Enzymatic catalysis of 2,6-dimethoxyphenol by laccases and products characterization in organic solutions
    YunYang Wan
    YuMin Du
    Tetsuo Miyakoshi
    [J]. Science in China Series B: Chemistry, 2008, 51 : 669 - 676
  • [48] FREE-ENERGY RELATIONSHIPS OF SUBSTRATE AND SOLVENT HYDROPHOBICITIES WITH ENZYMATIC CATALYSIS IN ORGANIC MEDIA
    RYU, K
    DORDICK, JS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (20) : 8026 - 8027
  • [49] Modifying Enzymatic Substrate Binding within a Metal-Organic Capsule for Supramolecular Catalysis
    Yang, Yang
    Jing, Xu
    Shi, Youpeng
    Wu, Yuchen
    Duan, Chunying
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2023, 145 (18) : 10136 - 10148
  • [50] Enzymatic catalysis of 2,6-dimethoxyphenol by laccases and products characterization in organic solutions
    MIYAKOSHI Tetsuo
    [J]. Science China Chemistry, 2008, (07) : 669 - 676