Optically Active beta-Methyl-delta-Valerolactone: Biosynthesis and Polymerization
文献类型:期刊论文
作者 | Zhang, Chaoqun1,2; Schneiderman, Deborah K.3; Cai, Tao2,4; Tai, Yi-Shu2; Fox, Kevin2; Zhang, Kechun2 |
刊名 | ACS SUSTAINABLE CHEMISTRY & ENGINEERING |
出版日期 | 2016-08-01 |
卷号 | 4期号:8页码:4396-4402 |
关键词 | Biosynthesis Chemo-enzymatic pathways Enatntioselectivity Isotactic polymer Thermal properties |
英文摘要 | Chemo-enzymatic pathways were developed to prepare optically enriched (+)-beta-methyl-delta-valerolactone and (-)-beta-methyl-delta-valerolactone. Anhydromevalonolactone, synthesized by the acid-catalyzed dehydration of bioderived mevalonate, was transformed to (+)-beta-methyl-delta-valerolactone with 76% ee and 69% conversion using the mutant enoate reductase, YqjM(C26D, I69T). With the same substrate but a different enoate reductase (OYE2), we obtained the other enantiomer ((-)-beta-methyl-delta-valerolactone) with higher selectivity and yield (96% ee and a 92% conversion). The enzyme docking program LibDock was used to help explain the origin of the divergent enatntioselectivity of the two reductases, and complementary in vitro experiments were used to determine the turnover number and Michaelis constant for each. Finally, the effect of the enantiopurity of the beta-methyl-delta-valerolactone monomer on the properties of the corresponding polyester was investigated. Like atactic poly((+/-)-beta-methyl-delta-valerolactone), the isotactic polymer was determined to be amorphous with a low softening temperature (-52 degrees C). |
WOS标题词 | Science & Technology ; Physical Sciences ; Technology |
类目[WOS] | Chemistry, Multidisciplinary ; Engineering, Chemical |
研究领域[WOS] | Chemistry ; Engineering |
关键词[WOS] | ALCOHOL-DEHYDROGENASE ; GAMMA-BUTYROLACTONES ; ENZYMATIC-SYNTHESIS ; LACTONES ; REDUCTION ; 2-BUTENOLIDES ; OXIDATIONS ; REDUCTASES ; SYSTEMS ; FAMILY |
收录类别 | SCI |
语种 | 英语 |
WOS记录号 | WOS:000380869800039 |
源URL | [http://124.16.173.210/handle/834782/2917] |
专题 | 天津工业生物技术研究所_总体研究部_期刊论文 |
作者单位 | 1.South China Agr Univ, Coll Mat & Energy, Guangzhou 510642, Guangdong, Peoples R China 2.Univ Minnesota, Dept Chem Engn & Mat Sci, Minneapolis, MN 55455 USA 3.Univ Minnesota, Dept Chem, 207 Pleasant St SE, Minneapolis, MN 55455 USA 4.Chinese Acad Sci, Tianjin Inst Ind Biotechnol, Tianjin 300308, Peoples R China |
推荐引用方式 GB/T 7714 | Zhang, Chaoqun,Schneiderman, Deborah K.,Cai, Tao,et al. Optically Active beta-Methyl-delta-Valerolactone: Biosynthesis and Polymerization[J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING,2016,4(8):4396-4402. |
APA | Zhang, Chaoqun,Schneiderman, Deborah K.,Cai, Tao,Tai, Yi-Shu,Fox, Kevin,&Zhang, Kechun.(2016).Optically Active beta-Methyl-delta-Valerolactone: Biosynthesis and Polymerization.ACS SUSTAINABLE CHEMISTRY & ENGINEERING,4(8),4396-4402. |
MLA | Zhang, Chaoqun,et al."Optically Active beta-Methyl-delta-Valerolactone: Biosynthesis and Polymerization".ACS SUSTAINABLE CHEMISTRY & ENGINEERING 4.8(2016):4396-4402. |
入库方式: OAI收割
来源:天津工业生物技术研究所
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