Double substituted variant of Bacillus amyloliquefaciens esterase with enhanced enantioselectivity and high activity towards 1-(3′,4′-methylenedioxyphenyl)ethyl acetate
Gespeichert in:
Verfasser / Beitragende:
[Jia-Yan Liu, Han-Ping Bian, Yun Tang, Yun-Peng Bai, Jian-He Xu]
Ort, Verlag, Jahr:
2015
Enthalten in:
Applied Microbiology and Biotechnology, 99/4(2015-02-01), 1701-1708
Format:
Artikel (online)
Online Zugang:
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| 024 | 7 | 0 | |a 10.1007/s00253-014-5992-0 |2 doi |
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| 245 | 0 | 0 | |a Double substituted variant of Bacillus amyloliquefaciens esterase with enhanced enantioselectivity and high activity towards 1-(3′,4′-methylenedioxyphenyl)ethyl acetate |h [Elektronische Daten] |c [Jia-Yan Liu, Han-Ping Bian, Yun Tang, Yun-Peng Bai, Jian-He Xu] |
| 520 | 3 | |a Bacillus amyloliquefaciens esterase (BAE) was applied to produce (R)-1-(3′,4′-methylenedioxyphenyl)ethanol, a chiral drug intermediate. In this study, we improved the enantioselectivity of BAE by protein engineering instead of process engineering as used in our previous work. Saturation mutagenesis was carried out on eight positions of BAE based on structure modeling and substrate docking. A double substituted variant V10 (K358D/A396C) showed an excellent enantioselectivity without decreasing the activity. The functions of these two mutations (K358D and A396C) were investigated, revealing a synergic effect on the BAE enantioselectivity. Using the variant V10, enantiopure (R)-1-(3′,4′-methylenedioxyphenyl)ethanol could be readily prepared in >97% ee, affording a high space-time yield (123gL−1 day−1) and a high ratio of substrate/catalyst (40gg−1) in 1-L reaction. | |
| 540 | |a Springer-Verlag Berlin Heidelberg, 2014 | ||
| 690 | 7 | |a Bacillus amyloliquefaciens |2 nationallicence | |
| 690 | 7 | |a Esterase |2 nationallicence | |
| 690 | 7 | |a Enantioselectivity |2 nationallicence | |
| 690 | 7 | |a Iterative saturation mutagenesis |2 nationallicence | |
| 690 | 7 | |a 1-(3′,4′-Methylenedioxyphenyl)ethanol |2 nationallicence | |
| 700 | 1 | |a Liu |D Jia-Yan |u State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, 130 Meilong Road, 200237, Shanghai, China |4 aut | |
| 700 | 1 | |a Bian |D Han-Ping |u Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, 200237, Shanghai, China |4 aut | |
| 700 | 1 | |a Tang |D Yun |u Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, 200237, Shanghai, China |4 aut | |
| 700 | 1 | |a Bai |D Yun-Peng |u State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, 130 Meilong Road, 200237, Shanghai, China |4 aut | |
| 700 | 1 | |a Xu |D Jian-He |u State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, 130 Meilong Road, 200237, Shanghai, China |4 aut | |
| 773 | 0 | |t Applied Microbiology and Biotechnology |d Springer Berlin Heidelberg |g 99/4(2015-02-01), 1701-1708 |x 0175-7598 |q 99:4<1701 |1 2015 |2 99 |o 253 | |
| 856 | 4 | 0 | |u https://doi.org/10.1007/s00253-014-5992-0 |q text/html |z Onlinezugriff via DOI |
| 898 | |a BK010053 |b XK010053 |c XK010000 | ||
| 900 | 7 | |a Metadata rights reserved |b Springer special CC-BY-NC licence |2 nationallicence | |
| 908 | |D 1 |a research-article |2 jats | ||
| 949 | |B NATIONALLICENCE |F NATIONALLICENCE |b NL-springer | ||
| 950 | |B NATIONALLICENCE |P 856 |E 40 |u https://doi.org/10.1007/s00253-014-5992-0 |q text/html |z Onlinezugriff via DOI | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Liu |D Jia-Yan |u State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, 130 Meilong Road, 200237, Shanghai, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Bian |D Han-Ping |u Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, 200237, Shanghai, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Tang |D Yun |u Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, 200237, Shanghai, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Bai |D Yun-Peng |u State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, 130 Meilong Road, 200237, Shanghai, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Xu |D Jian-He |u State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, 130 Meilong Road, 200237, Shanghai, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 773 |E 0- |t Applied Microbiology and Biotechnology |d Springer Berlin Heidelberg |g 99/4(2015-02-01), 1701-1708 |x 0175-7598 |q 99:4<1701 |1 2015 |2 99 |o 253 | ||