Design and synthesis of highly efficient substrate compatible to chemo-enzymatic synthesis

与化学酶合成兼容的高效底物的设计和合成

• 批准号: 23580152
• 负责人: SUGAI Takeshi
• 金额: $ 3.41万
• 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: 2011
• 资助国家: 日本
• 起止时间: 2011 至 2013
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-23580152/
• 关键词: 有機化学; 酵素合成; 糖質化学; 応用微生物学

Under these circumstances that biocatalytic transformation is widely used, two approaches, the elaboration of "substrate molecular technology" and "quest of biocatalysts" should be emphasized. The aim of this approach is to find the optimized structure and synthetic routes of substrates, which would be maximally advantageous for both selectivity of enzyme-catalyzed reaction, and the total efficiency to target molecules. As the results through the research, three topics were achieved: 1) the exploration of the structure of alpha-haloketones which would be highly and efficiently reduced by stereoselective whole-cell microorganisms; 2) development of the structure of sugar oxazolines and glycal derivatives which serves free functional groups requisite for regio- and stereoselective transformation such as Ferrier reaction, were established. Based on them, new routes for (R)-terbutaline hydrochloride and rare sugars became available.

在生物催化转化广泛应用的情况下，应着重阐述“底物分子技术”和“生物催化剂的探索”两条途径。 该方法的目的是找到最佳的底物结构和合成路线，这将是最大限度地有利于酶催化反应的选择性，和目标分子的总效率。 作为研究结果，实现了三个主题：1）探索立体选择性全细胞微生物高度和有效还原的α-卤代酮的结构; 2）开发糖恶唑啉和糖衍生物的结构，其提供区域和立体选择性转化如Ferrier反应所需的游离官能团。 在此基础上，开发了合成（R）-盐酸特布他林和稀有糖的新路线。

项目成果

Towards the Integrated Exploitation of Microbial and Enzymatic Catalysis — Importance of Substrate Molecular Technology and Quest of Biocatalysts, for Designing Synthetic Plans

迈向微生物和酶催化的综合开发

• DOI: 10.5059/yukigoseikyokaishi.71.237
• 发表时间: 2013
• 期刊: Journal of Synthetic Organic Chemistry, Japan
• 作者: 古田未有;花屋賢悟;庄司満;須貝威
• 通讯作者: 須貝威

Chemoenzymatic synthesis of (2R,3R,4R)-dehydroxymethylepoxyquinomicin (DHMEQ), a new activator of antioxidant transcription factor Nrf2

化学酶法合成抗氧化转录因子Nrf2的新型激活剂(2R,3R,4R)-脱羟甲基环氧喹诺星(DHMEQ)

• DOI: 10.1039/c1ob05205e
• 发表时间: 2011
• 期刊: Organic & Biomolecule Chemistry
• 作者: Y. Niitsu;M. Hakamata;Y. Goto;T. Higashi;M. Shoji;T. Sugai and K Umezawa
• 通讯作者: T. Sugai and K Umezawa

β-選択的Ferrier反応を鍵段階とする、L-グルコースの合成研究

以β-选择性费里尔反应为关键步骤的L-葡萄糖合成研究

• 发表时间: 2014
• 作者: 岡崎隼人;植田裕二;大場茂;羽田紀康;花屋賢悟;庄司満;須貝威
• 通讯作者: 須貝威

つねに再生・進化する酵素・バイオ触媒～ファインケミカル合成における活用

不断再生和进化的酶和生物催化剂——在精细化工合成中的应用

• 发表时间: 2012
• 作者: 岩崎崇;綿谷佳久;小竹彩香;河野強;須貝威
• 通讯作者: 須貝威

Chemo-enzymatic transformation of naturally abundant naringin to luteolin, a flavonoid with various biological effects

将天然丰富的柚皮苷化学酶转化为木犀草素（一种具有多种生物效应的黄酮类化合物）

• DOI: 10.1016/j.molcatb.2013.03.002
• 发表时间: 2013
• 期刊: J. Mol. Catal. B : Enz
• 作者: R. Kobayashi;T. Itou;K. Hanaya;M. Shoji;N. Hada;T. Sugai
• 通讯作者: T. Sugai