• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

通过真菌的Baeyer-Villiger单加氧酶合成甲酸烷基酯。

Alkyl Formate Ester Synthesis by a Fungal Baeyer-Villiger Monooxygenase.

作者信息

Ferroni Felix Martin, Tolmie Carmien, Smit Martha Sophia, Opperman Diederik Johannes

机构信息

Department of Biotechnology, University of the Free State, 205 Nelson Mandela Drive, Bloemfontein, 9300, South Africa.

出版信息

Chembiochem. 2017 Mar 16;18(6):515-517. doi: 10.1002/cbic.201600684. Epub 2017 Feb 22.

DOI:10.1002/cbic.201600684
PMID:28075512
Abstract

We investigated Baeyer-Villiger monooxygenase (BVMO)-mediated synthesis of alkyl formate esters, which are important flavor and fragrance products. A recombinant fungal BVMO from Aspergillus flavus was found to transform a selection of aliphatic aldehydes into alkyl formates with high regioselectivity. Near complete conversion of 10 mm octanal was achieved within 8 h with a regiomeric excess of ∼80 %. Substrate concentration was found to affect specific activity and regioselectivity of the BVMO, as well as the rate of product autohydrolysis to the primary alcohol. More than 80 % conversion of 50 mm octanal was reached after 72 h (TTN nearly 20 000). Biotransformation on a 200 mL scale under unoptimized conditions gave a space-time yield (STY) of 4.2 g L  d (3.4 g L  d extracted product).

摘要

我们研究了拜耳-维利格单加氧酶(BVMO)介导的甲酸烷基酯的合成,甲酸烷基酯是重要的香料和香精产品。发现来自黄曲霉的重组真菌BVMO能以高区域选择性将多种脂肪醛转化为甲酸烷基酯。在8小时内实现了10 mmol辛醛接近完全转化,区域异构体过量约80%。发现底物浓度会影响BVMO的比活性和区域选择性,以及产物自水解为伯醇的速率。72小时后50 mmol辛醛的转化率超过80%(总转化数接近20000)。在未优化条件下200 mL规模的生物转化时空产率(STY)为4.2 g L⁻¹ d⁻¹(提取产物为3.4 g L⁻¹ d⁻¹)。

相似文献

1
Alkyl Formate Ester Synthesis by a Fungal Baeyer-Villiger Monooxygenase.通过真菌的Baeyer-Villiger单加氧酶合成甲酸烷基酯。
Chembiochem. 2017 Mar 16;18(6):515-517. doi: 10.1002/cbic.201600684. Epub 2017 Feb 22.
2
Biosynthetic pathway of aliphatic formates via a Baeyer-Villiger oxidation in mechanism present in astigmatid mites.在粉螨中存在的机制下,通过拜耳-维利格氧化作用合成脂肪族甲酸酯的生物合成途径。
Proc Natl Acad Sci U S A. 2017 Mar 7;114(10):2616-2621. doi: 10.1073/pnas.1612611114. Epub 2017 Feb 21.
3
Efficient Synthesis of Methyl 3-Acetoxypropionate by a Newly Identified Baeyer-Villiger Monooxygenase.新型 Baeyer-Villiger 单加氧酶高效合成 3-乙酰氧基丙酸甲酯。
Appl Environ Microbiol. 2019 May 16;85(11). doi: 10.1128/AEM.00239-19. Print 2019 Jun 1.
4
Discovery and Engineering of a Novel Baeyer-Villiger Monooxygenase with High Normal Regioselectivity.新型高区域选择性 Baeyer-Villiger 单加氧酶的发现和工程改造。
Chembiochem. 2021 Apr 6;22(7):1190-1195. doi: 10.1002/cbic.202000478. Epub 2020 Dec 14.
5
Hypervalent lambda3-bromane strategy for Baeyer-Villiger oxidation: selective transformation of primary aliphatic and aromatic aldehydes to formates, which is missing in the classical Baeyer-Villiger oxidation.高价态λ3-溴代烷策略用于 Baeyer-Villiger 氧化反应:选择性地将伯脂肪族和芳香族醛转化为甲酸盐,这在经典的 Baeyer-Villiger 氧化反应中是缺失的。
J Am Chem Soc. 2010 Jul 14;132(27):9236-9. doi: 10.1021/ja104330g.
6
Characterization of a new Baeyer-Villiger monooxygenase and conversion to a solely N-or S-oxidizing enzyme by a single R292 mutation.一种新型拜耳-维利格单加氧酶的表征以及通过单个R292突变转化为仅具有N-或S-氧化功能的酶
Biochim Biophys Acta. 2016 Sep;1864(9):1177-1187. doi: 10.1016/j.bbapap.2016.06.010. Epub 2016 Jun 23.
7
Kinetic resolution of aliphatic acyclic beta-hydroxyketones by recombinant whole-cell Baeyer-Villiger monooxygenases--formation of enantiocomplementary regioisomeric esters.重组全细胞Baeyer-Villiger单加氧酶对脂肪族无环β-羟基酮的动力学拆分——对映体互补区域异构体酯的形成
Bioorg Med Chem Lett. 2009 Jul 15;19(14):3739-43. doi: 10.1016/j.bmcl.2009.05.014. Epub 2009 May 9.
8
Structural and Catalytic Characterization of a Fungal Baeyer-Villiger Monooxygenase.一种真菌贝耶尔-维利格单加氧酶的结构与催化特性
PLoS One. 2016 Jul 29;11(7):e0160186. doi: 10.1371/journal.pone.0160186. eCollection 2016.
9
Direct Access to Medium-Chain α,ω-Dicarboxylic Acids by Using a Baeyer-Villiger Monooxygenase of Abnormal Regioselectivity.利用具有异常区域选择性的 Baeyer-Villiger 单加氧酶直接获得中链α,ω-二羧酸。
Chembiochem. 2018 Oct 4;19(19):2049-2054. doi: 10.1002/cbic.201800318. Epub 2018 Aug 20.
10
Improving catalytic activity of the Baeyer-Villiger monooxygenase-based Escherichia coli biocatalysts for the overproduction of (Z)-11-(heptanoyloxy)undec-9-enoic acid from ricinoleic acid.提高基于 Baeyer-Villiger 单加氧酶的大肠杆菌生物催化剂的催化活性,以从蓖麻油酸生产(Z)-11-(庚酰氧基)十一-9-烯酸。
Sci Rep. 2018 Jul 6;8(1):10280. doi: 10.1038/s41598-018-28575-8.

引用本文的文献

1
Secretory expression of cyclohexanone monooxygenase by methylotrophic yeast for efficient omeprazole sulfide bio-oxidation.甲基营养型酵母分泌表达环己酮单加氧酶用于高效的奥美拉唑硫化物生物氧化
Bioresour Bioprocess. 2021 Aug 27;8(1):81. doi: 10.1186/s40643-021-00430-1.
2
Efficient Synthesis of Methyl 3-Acetoxypropionate by a Newly Identified Baeyer-Villiger Monooxygenase.新型 Baeyer-Villiger 单加氧酶高效合成 3-乙酰氧基丙酸甲酯。
Appl Environ Microbiol. 2019 May 16;85(11). doi: 10.1128/AEM.00239-19. Print 2019 Jun 1.