The First Direct Enzymatic Hydrolysis of Alicyclic beta-Amino Esters;A Route to Enantiopure cis and trans beta-Amino Acids

Eniko Forro; Ferenc Fiilop

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The First Direct Enzymatic Hydrolysis of Alicyclic beta-Amino Esters;A Route to Enantiopure cis and trans beta-Amino Acids

机译：脂环式β-氨基酯的首次直接酶水解;对映体纯和顺式β-氨基酸的途径

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The first direct enzymatic method is reported for the synthesis of cis and trans |3-amino acid enantiomers through the lipase-catalyzed enantioselective hydrolysis of alicyclic |3-amino esters in organic media.High enantioselectivities (E usually > 100) were observed when the Candida antarctica lipase B catalyzed reactions were performed with H2O (0.5 equivalents) in iPr20 at 65 °C.The resolved products,obtained in good yields (>42%),could be easily separated.

机译：据报道，第一种直接酶法是在有机介质中通过脂酶催化脂环族| 3-氨基酯的对映选择性水解来合成顺式和反式3-氨基酸对映体。观察到高对映体选择性（E通常> 100）。在65°C下用iPr20中的H2O（0.5当量）进行南极假丝酵母脂肪酶B催化反应。分离出的收率高（> 42％）的产物很容易分离。

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来源
《Chemistry: A European journal》 |2007年第22期|共5页
作者
Eniko Forro; Ferenc Fiilop;
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正文语种 eng
中图分类化学;
关键词
amino acids; cispentacin; enantioselectivity; enzymes; hydrolysis;

机译：氨基酸;顺喷霉素;对映选择性;酶;水解;

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1. The First Direct Enzymatic Hydrolysis of Alicyclic beta-Amino Esters;A Route to Enantiopure cis and trans beta-Amino Acids [J] . Eniko Forro, Ferenc Fiilop Chemistry: A European journal . 2007,第22期

机译：脂环式β-氨基酯的首次直接酶水解;对映体纯和顺式β-氨基酸的途径
2. Enzymatic Synthesis of Enantiopure alpha- and beta-Amino Acids by Phenylalanine Aminomutase-Catalysed Amination of Cinnamic Acid Derivatives [J] . Wu B, Szymanski W, Wietzes P, Chembiochem: A European journal of chemical biology . 2009,第2期

机译：苯丙氨酸氨基变位酶催化的肉桂酸衍生物胺化酶合成对映体纯的α-和β-氨基酸
3. Enzymatic Synthesis of Enantiopure alpha- and beta-Amino Acids by Phenylalanine Aminomutase-Catalysed Amination of Cinnamic Acid Derivatives [J] . Wu B, Szymanski W, Wietzes P, Chembiochem: A European journal of chemical biology . 2009,第2期

机译：苯丙氨酸氨基变位酶催化的肉桂酸衍生物胺化酶合成对映体纯的α-和β-氨基酸
4. Synthesis of the Spin-labelled beta-Amino Acids cis- and trans-beta- TOAC, and a Preliminary Conformational Study of trans-beta-TOAC/trans-ACHC Peptides [C] . Karen Wright, Matthieu Sarciaux, Michel Wakselman American Peptide Symposium . 2006

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5. Constrained beta-prolines. (I) Methanopyrrolidine beta-amino acids: Synthesis and chracterization of novel C6-substituted analogues and peptide oligomers. (II) Synthesis of 2,2-disubstituted pyrrolidine-3-carboxylic acids. [D] . Hu, Zilun. 2015

机译：受约束的β-脯氨酸。（I）甲基吡咯烷β-氨基酸：新型C6取代的类似物和肽低聚物的合成和表征。（II）2，2-二取代的吡咯烷-3-羧酸的合成。
6. All-Trans Retinoic Acid Grafted Poly Beta-Amino Ester Nanoparticles: A Novel Anti-angiogenic Drug Delivery System [O] . Nadia Karimi, Kamaran Mansouri, Mohammad Soleiman-Beigi, 2020

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7. Synthesis of the spin-labelled beta-amino acids cis- and trans-beta-TOAC, and conformational study of a trans-beta-TOAC/ACHC hexapeptide [O] . WRIGHT K, SARCIAUX M, WAKSELMAN M, 2005

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8. Beta-Amino Acid Analogs of an Insect Neuropeptide Feature Potent Bioactivity and Resistance to Peptidase Hydrolysis [R] . Zubrzak, P., Williams, H., Coast, G. M., 2006

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The First Direct Enzymatic Hydrolysis of Alicyclic beta-Amino Esters;A Route to Enantiopure cis and trans beta-Amino Acids

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