Chemo-enzymatic Synthesis of Biologically Active Compounds based on Biocatalysts and Bioresources

基于生物催化剂和生物资源的生物活性化合物的化学酶法合成

• 批准号: 16580092
• 负责人: SUGAI Takeshi
• 金额: $ 2.5万
• 依托单位: KEIO UNIVERSITY
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 2004
• 资助国家: 日本
• 起止时间: 2004 至 2005
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-16580092/
• 关键词: microbial enzymes; yeast reduction; natural product synthesis; kinetic resolution; amino acids; 生物資源; 環境受容型反応

Based on the chemo-enzymatic synthesis with complementary use of organic synthesis and enzyme-catalyzed transformation, the following researches were accomplished. 1) synthesis of heterocyclic amino acid containing proline, indoline-2-carboxylic acid, azetidine-2-carboxylic acid in enantiomerically pure forms. ; 2) synthesis of new building blocks for terpenoid synthesis, with a definite absolute stereochemistry in regard to quaternary carbon chiral center, by means of newly found yeast-catalyzed reduction of symmetrical cyclic diketones ; 3) nitrile hydratase and amidase originated from Rhodococcus rhodochrous-mediated transformation of prochiral nitriles into enantiomerically pure amide-carboxylate, and the transformation to α-methylamino acids.

在有机合成与酶促转化互补的化学-酶促合成的基础上，完成了以下研究工作：1)合成具有对映体纯度的含脯氨酸、吲哚-2-羧酸、氮杂环-2-羧酸的杂环氨基酸。2)通过新发现的酵母催化的对称环二酮还原反应，合成了与季碳手性中心有关的具有一定绝对立体化学的萜类化合物合成新构块；3)由红色红球菌催化的前手性腈转化为对映体纯的酰胺-羧酸盐，并转化为α-甲基氨基酸。

项目成果

A Control of the Nitrile-hydrolyzing Enzyme Activity in Rhodococcus rhodochrous IFO 15564 ; Preferential Action of Nitrile Hydratase and Amidase Depending on the Reaction Condition Factors and its Application to the One-pot Preparation of Amides from Alde

紫红红球菌 IFO 15564 中腈水解酶活性的控制；

• 发表时间: 2004
• 期刊: J.Mol.Catal.Sect.B enzymatic 29
• 作者: M.Kashiwagi;K.Fuhshuku;T.Sugai
• 通讯作者: T.Sugai

An Efficient Route to (S)-Azetidine-2-carbozylic Acid

制备 (S)-氮杂环丁烷-2-甲酸的有效途径

• 发表时间: 2005
• 期刊: Biosci. Biotechnol. Biochem 69
• 作者: Y.Futamura;M.Kurokawa;R.Obata;S.Nishiyama;T.Sugai
• 通讯作者: T.Sugai

Mechanistic Studies on Nitrosation-deaminocyclization of Mono-carbamylated Vicinal Amino Alcohols and Diols : A New Preparative in situ Formation of Ethanediazoic Acid for the Ethylation of Carboxylate under Mild Conditions

单氨甲酰化邻氨基醇和二醇的亚硝化-脱氨环化机理研究：一种新的原位制备乙烷重氮酸用于温和条件下羧酸乙基化的方法

• 发表时间: 2004
• 期刊: Bull. Chem. Soc. Jpn 77
• 作者: M.Suzuki;T.Sugai
• 通讯作者: T.Sugai

The Short-step and Scalable Synthesis of (±)-Cytoxazone

(±)-Cytoxazone 的短步骤、可规模化合成

• 发表时间: 2005
• 期刊: Biosci. Biotechnol. Biochem 69
• 作者: M.Asano;C.Nagasawa;M.Suzuki;S.Nishiyama;T.Sugai
• 通讯作者: T.Sugai

An Efficient Route to (S)-Azetidine-2-carboxylic Acid

制备 (S)-氮杂环丁烷-2-羧酸的有效途径

• 发表时间: 2005
• 期刊: Biosci.Biotechnol.Biochem. 69
• 作者: Y.Futamura;M.Kurokawa;R.Obata;S.Nishiyama;T.Sugai
• 通讯作者: T.Sugai