• 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

从可再生碳源生物合成 2-羟基异丁酸(2-HIBA)。

Biosynthesis of 2-hydroxyisobutyric acid (2-HIBA) from renewable carbon.

机构信息

Helmholtz Centre for Environmental Research, Department Environmental Microbiology, Leipzig, Germany.

出版信息

Microb Cell Fact. 2010 Feb 25;9:13. doi: 10.1186/1475-2859-9-13.

DOI:10.1186/1475-2859-9-13
PMID:20184738
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2847961/
Abstract

Nowadays a growing demand for green chemicals and cleantech solutions is motivating the industry to strive for biobased building blocks. We have identified the tertiary carbon atom-containing 2-hydroxyisobutyric acid (2-HIBA) as an interesting building block for polymer synthesis. Starting from this carboxylic acid, practically all compounds possessing the isobutane structure are accessible by simple chemical conversions, e. g. the commodity methacrylic acid as well as isobutylene glycol and oxide. During recent years, biotechnological routes to 2-HIBA acid have been proposed and significant progress in elucidating the underlying biochemistry has been made. Besides biohydrolysis and biooxidation, now a bioisomerization reaction can be employed, converting the common metabolite 3-hydroxybutyric acid to 2-HIBA by a novel cobalamin-dependent CoA-carbonyl mutase. The latter reaction has recently been discovered in the course of elucidating the degradation pathway of the groundwater pollutant methyl tert-butyl ether (MTBE) in the new bacterial species Aquincola tertiaricarbonis. This discovery opens the ground for developing a completely biotechnological process for producing 2-HIBA. The mutase enzyme has to be active in a suitable biological system producing 3-hydroxybutyryl-CoA, which is the precursor of the well-known bacterial bioplastic polyhydroxybutyrate (PHB). This connection to the PHB metabolism is a great advantage as its underlying biochemistry and physiology is well understood and can easily be adopted towards producing 2-HIBA. This review highlights the potential of these discoveries for a large-scale 2-HIBA biosynthesis from renewable carbon, replacing conventional chemistry as synthesis route and petrochemicals as carbon source.

摘要

如今,对绿色化学品和清洁技术解决方案的需求不断增长,促使该行业努力寻求基于生物的构建块。我们已经确定含叔碳原子的 2-羟基异丁酸(2-HIBA)是合成聚合物的一种有趣的构建块。从这种羧酸出发,通过简单的化学转化,几乎可以获得所有具有异丁烷结构的化合物,例如商品甲基丙烯酸以及异丁烯二醇和氧化物。近年来,已经提出了生物技术生产 2-HIBA 酸的方法,并在阐明其基础生物化学方面取得了重大进展。除了生物水解和生物氧化外,现在可以采用生物异构化反应,通过新型钴胺素依赖性 CoA-羰基mutase 将常见代谢物 3-羟基丁酸转化为 2-HIBA。最近在阐明地下水污染物甲基叔丁基醚(MTBE)在新型细菌 Aquincola tertiaricarbonis 中的降解途径的过程中发现了后一种反应。这一发现为开发完全基于生物技术的 2-HIBA 生产工艺奠定了基础。mutase 酶必须在能够产生 3-羟丁酰-CoA 的合适生物系统中具有活性,3-羟丁酰-CoA 是众所周知的细菌生物塑料聚羟基丁酸酯(PHB)的前体。与 PHB 代谢的这种联系是一个巨大的优势,因为其基础生物化学和生理学已经得到很好的理解,可以很容易地应用于生产 2-HIBA。这篇综述强调了这些发现从可再生碳大规模生产 2-HIBA 的潜力,取代了传统化学作为合成路线和石化产品作为碳源。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a2/2847961/54b099941c2a/1475-2859-9-13-5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a2/2847961/d2be77e31919/1475-2859-9-13-1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a2/2847961/414d108c478b/1475-2859-9-13-2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a2/2847961/aef578f8e441/1475-2859-9-13-3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a2/2847961/387e0980c8e5/1475-2859-9-13-4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a2/2847961/54b099941c2a/1475-2859-9-13-5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a2/2847961/d2be77e31919/1475-2859-9-13-1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a2/2847961/414d108c478b/1475-2859-9-13-2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a2/2847961/aef578f8e441/1475-2859-9-13-3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a2/2847961/387e0980c8e5/1475-2859-9-13-4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4a2/2847961/54b099941c2a/1475-2859-9-13-5.jpg

相似文献

1
Biosynthesis of 2-hydroxyisobutyric acid (2-HIBA) from renewable carbon.从可再生碳源生物合成 2-羟基异丁酸(2-HIBA)。
Microb Cell Fact. 2010 Feb 25;9:13. doi: 10.1186/1475-2859-9-13.
2
Exploiting mixtures of H2, CO2, and O2 for improved production of methacrylate precursor 2-hydroxyisobutyric acid by engineered Cupriavidus necator strains.利用 H2、CO2 和 O2 的混合物通过工程化的 Cupriavidus necator 菌株提高甲基丙烯酸酯前体 2-羟基异丁酸的产量。
Appl Microbiol Biotechnol. 2015 Mar;99(5):2131-45. doi: 10.1007/s00253-014-6266-6. Epub 2014 Dec 12.
3
Production of 2-Hydroxyisobutyric Acid from Methanol by Methylobacterium extorquens AM1 Expressing (R)-3-Hydroxybutyryl Coenzyme A-Isomerizing Enzymes.通过表达(R)-3-羟基丁酰辅酶A异构酶的扭脱甲基杆菌AM1从甲醇生产2-羟基异丁酸
Appl Environ Microbiol. 2017 Jan 17;83(3). doi: 10.1128/AEM.02622-16. Print 2017 Feb 1.
4
Degradation of fuel oxygenates and their main intermediates by Aquincola tertiaricarbonis L108.嗜碱产碱菌L108对燃料含氧化合物及其主要中间体的降解作用
Microbiology (Reading). 2008 May;154(Pt 5):1414-1421. doi: 10.1099/mic.0.2007/014159-0.
5
The alkyl tert-butyl ether intermediate 2-hydroxyisobutyrate is degraded via a novel cobalamin-dependent mutase pathway.烷基叔丁基醚中间体2-羟基异丁酸通过一种新的钴胺素依赖性变位酶途径降解。
Appl Environ Microbiol. 2006 Jun;72(6):4128-35. doi: 10.1128/AEM.00080-06.
6
Reaction engineering studies for the production of 2-hydroxyisobutyric acid with recombinant Cupriavidus necator H 16.用重组铜绿假单胞菌 H16 生产 2-羟基异丁酸的反应工程研究。
Appl Microbiol Biotechnol. 2010 Sep;88(2):477-84. doi: 10.1007/s00253-010-2739-4. Epub 2010 Jul 13.
7
Actinobacterial Degradation of 2-Hydroxyisobutyric Acid Proceeds via Acetone and Formyl-CoA by Employing a Thiamine-Dependent Lyase Reaction.放线菌对2-羟基异丁酸的降解通过丙酮和甲酰辅酶A,利用硫胺素依赖性裂解反应进行。
Front Microbiol. 2020 Apr 15;11:691. doi: 10.3389/fmicb.2020.00691. eCollection 2020.
8
Structures of 2-Hydroxyisobutyric Acid-CoA Ligase Reveal Determinants of Substrate Specificity and Describe a Multi-Conformational Catalytic Cycle.2-羟基异丁酸辅酶 A 连接酶的结构揭示了底物特异性的决定因素,并描述了一个多构象催化循环。
J Mol Biol. 2019 Jul 12;431(15):2747-2761. doi: 10.1016/j.jmb.2019.05.027. Epub 2019 May 28.
9
Synthesis of the building block 2-hydroxyisobutyrate from fructose and butyrate by Cupriavidus necator H16.利用希瓦氏菌(Cupriavidus necator H16)从果糖和丁酸盐合成建筑砌块 2-羟基异丁酸酯。
Appl Microbiol Biotechnol. 2013 Oct;97(20):8875-85. doi: 10.1007/s00253-013-5064-x. Epub 2013 Aug 15.
10
Bacterial acyl-CoA mutase specifically catalyzes coenzyme B12-dependent isomerization of 2-hydroxyisobutyryl-CoA and (S)-3-hydroxybutyryl-CoA.细菌酰基辅酶 A 变位酶特异性地催化辅酶 B12 依赖性 2-羟异丁酰辅酶 A 和 (S)-3-羟丁酰辅酶 A 的异构化。
J Biol Chem. 2012 May 4;287(19):15502-11. doi: 10.1074/jbc.M111.314690. Epub 2012 Mar 20.

引用本文的文献

1
Assessing the intracellular primary metabolic profile of grown on different carbon sources.评估在不同碳源上生长的细胞内初级代谢谱。
Front Fungal Biol. 2022 Sep 27;3:998361. doi: 10.3389/ffunb.2022.998361. eCollection 2022.
2
Global landscape of 2-hydroxyisobutyrylation in human pancreatic cancer.人类胰腺癌中2-羟基异丁酰化的全球图谱
Front Oncol. 2022 Sep 30;12:1001807. doi: 10.3389/fonc.2022.1001807. eCollection 2022.
3
Evaluation of Antifungal Metabolites Produced by Lactic Acid Bacteria.乳酸菌产生的抗真菌代谢产物的评价。

本文引用的文献

1
A microbial polyhydroxyalkanoates (PHA) based bio- and materials industry.一个基于微生物聚羟基脂肪酸酯(PHA)的生物和材料产业。
Chem Soc Rev. 2009 Aug;38(8):2434-46. doi: 10.1039/b812677c. Epub 2009 May 8.
2
Bacillus subtilis as potential producer for polyhydroxyalkanoates.枯草芽孢杆菌作为生产聚羟基烷酸酯的潜在生产者。
Microb Cell Fact. 2009 Jul 20;8:38. doi: 10.1186/1475-2859-8-38.
3
Mononuclear non-heme iron enzymes with the 2-His-1-carboxylate facial triad: recent developments in enzymology and modeling studies.具有2-组氨酸-1-羧酸盐面三联体的单核非血红素铁酶:酶学与模型研究的最新进展
Probiotics Antimicrob Proteins. 2023 Oct;15(5):1447-1463. doi: 10.1007/s12602-022-09995-5. Epub 2022 Oct 13.
4
Synthesis of degradable and chemically recyclable polymers using 4,4-disubstituted five-membered cyclic ketene hemiacetal ester (CKHE) monomers.使用4,4-二取代的五元环状乙烯酮半缩醛酯(CKHE)单体合成可降解且可化学循环的聚合物。
Chem Sci. 2021 Sep 28;12(40):13546-13556. doi: 10.1039/d1sc03560f. eCollection 2021 Oct 20.
5
Metabolic Functions of Lysine 2-Hydroxyisobutyrylation.赖氨酸2-羟基异丁酰化的代谢功能
Cureus. 2020 Aug 11;12(8):e9651. doi: 10.7759/cureus.9651.
6
Actinobacterial Degradation of 2-Hydroxyisobutyric Acid Proceeds via Acetone and Formyl-CoA by Employing a Thiamine-Dependent Lyase Reaction.放线菌对2-羟基异丁酸的降解通过丙酮和甲酰辅酶A,利用硫胺素依赖性裂解反应进行。
Front Microbiol. 2020 Apr 15;11:691. doi: 10.3389/fmicb.2020.00691. eCollection 2020.
7
A Review of the Biotechnological Production of Methacrylic Acid.甲基丙烯酸的生物技术生产综述
Front Bioeng Biotechnol. 2020 Mar 20;8:207. doi: 10.3389/fbioe.2020.00207. eCollection 2020.
8
Systematic Identification of Lysine 2-hydroxyisobutyrylated Proteins in .系统鉴定. 中的赖氨酸 2-羟基异丁酰化蛋白质
Mol Cell Proteomics. 2018 Mar;17(3):482-494. doi: 10.1074/mcp.RA117.000430. Epub 2018 Jan 3.
9
Biodegradation of Methyl Tertiary Butyl Ether (MTBE) by a Microbial Consortium in a Continuous Up-Flow Packed-Bed Biofilm Reactor: Kinetic Study, Metabolite Identification and Toxicity Bioassays.微生物菌群在连续上流式填充床生物膜反应器中对甲基叔丁基醚(MTBE)的生物降解:动力学研究、代谢产物鉴定及毒性生物测定
PLoS One. 2016 Dec 1;11(12):e0167494. doi: 10.1371/journal.pone.0167494. eCollection 2016.
10
Production of 2-Hydroxyisobutyric Acid from Methanol by Methylobacterium extorquens AM1 Expressing (R)-3-Hydroxybutyryl Coenzyme A-Isomerizing Enzymes.通过表达(R)-3-羟基丁酰辅酶A异构酶的扭脱甲基杆菌AM1从甲醇生产2-羟基异丁酸
Appl Environ Microbiol. 2017 Jan 17;83(3). doi: 10.1128/AEM.02622-16. Print 2017 Feb 1.
Chem Soc Rev. 2008 Dec;37(12):2716-44. doi: 10.1039/b707179p. Epub 2008 Oct 14.
4
Ethylmalonyl-CoA mutase from Rhodobacter sphaeroides defines a new subclade of coenzyme B12-dependent acyl-CoA mutases.来自球形红杆菌的乙基丙二酰辅酶A变位酶定义了依赖辅酶B12的酰基辅酶A变位酶的一个新亚分支。
J Biol Chem. 2008 Nov 21;283(47):32283-93. doi: 10.1074/jbc.M805527200. Epub 2008 Sep 25.
5
Biosynthesis of enantiopure (S)-3-hydroxybutyric acid in metabolically engineered Escherichia coli.在代谢工程改造的大肠杆菌中对映体纯的(S)-3-羟基丁酸的生物合成。
Appl Microbiol Biotechnol. 2008 Jun;79(4):633-41. doi: 10.1007/s00253-008-1473-7. Epub 2008 May 7.
6
Degradation of fuel oxygenates and their main intermediates by Aquincola tertiaricarbonis L108.嗜碱产碱菌L108对燃料含氧化合物及其主要中间体的降解作用
Microbiology (Reading). 2008 May;154(Pt 5):1414-1421. doi: 10.1099/mic.0.2007/014159-0.
7
An amino acid at position 142 in nitrilase from Rhodococcus rhodochrous ATCC 33278 determines the substrate specificity for aliphatic and aromatic nitriles.来自红平红球菌ATCC 33278的腈水解酶中第142位的氨基酸决定了对脂肪族和芳香族腈的底物特异性。
Biochem J. 2008 Nov 1;415(3):401-7. doi: 10.1042/BJ20080440.
8
Microbial production of organic acids: expanding the markets.微生物生产有机酸:拓展市场
Trends Biotechnol. 2008 Feb;26(2):100-8. doi: 10.1016/j.tibtech.2007.11.006. Epub 2008 Jan 11.
9
Comparative transcriptome analysis of Methylibium petroleiphilum PM1 exposed to the fuel oxygenates methyl tert-butyl ether and ethanol.暴露于燃料含氧化合物甲基叔丁基醚和乙醇的嗜油甲基杆菌PM1的比较转录组分析
Appl Environ Microbiol. 2007 Nov;73(22):7347-57. doi: 10.1128/AEM.01604-07. Epub 2007 Sep 21.
10
Alternating copolymerization of epoxides and cyclic anhydrides: an improved route to aliphatic polyesters.环氧化物与环状酸酐的交替共聚:制备脂肪族聚酯的一条改进路线。
J Am Chem Soc. 2007 Sep 19;129(37):11330-1. doi: 10.1021/ja0737568. Epub 2007 Aug 28.