Unraveling Lipase’s Promiscuous Behavior: Insights into Organic Acid Inhibition during Solventless Ester Production

IF 3.1 3区 化学 Q2 CHEMISTRY, APPLIED Organic Process Research & Development Pub Date : 2024-10-14 DOI:10.1021/acs.oprd.4c00274
Wouter Van Hecke, Marta Martinez-Garcia, Yamini Satyawali, Christof Porto-Carrero, Heleen De Wever
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Abstract

Production of esters using chemical catalysts often entails off-odors, colors, or environmentally harmful reagents. Lipases play a pivotal role in enhancing product purity and sustainability. Despite their acknowledged substrate promiscuity, quantitative characterization of biocatalytic ester production remains scarce. Moreover, their behavior in solvent-free conditions, particularly in the presence of potentially inhibitory organic acids, is unknown. A systematic quantitative approach was conducted, which culminated in the development of a substrate preference heat map. A subsequent in-depth examination led to the identification and validation of a novel rate equation. While mechanistic in nature, an empirical adjustment is incorporated to account for inhibition effects. Specifically, this adjustment involves raising the acid concentration within the inhibition term to the power of n. This advancement is poised to facilitate scale-up endeavors to produce biocatalytic esters derived from short-chain fatty acids.

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解读脂肪酶的杂交行为:洞察无溶剂酯生产过程中的有机酸抑制作用
使用化学催化剂生产酯类往往会产生异味、色素或对环境有害的试剂。脂肪酶在提高产品纯度和可持续性方面发挥着关键作用。尽管脂酶具有公认的底物混杂性,但生物催化酯类生产的定量表征仍然很少。此外,它们在无溶剂条件下的行为,特别是在存在潜在抑制性有机酸的情况下的行为,也是未知的。我们采用了一种系统的定量方法,最终绘制出底物偏好热图。随后的深入研究确定并验证了一个新的速率方程。虽然该方程是机械式的,但其中加入了经验调整,以考虑抑制效应。具体来说,这种调整是将抑制项中的酸浓度提高到 n 的幂。这一进展将有助于扩大生产短链脂肪酸生物催化酯的规模。
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来源期刊
CiteScore
6.90
自引率
14.70%
发文量
251
审稿时长
2 months
期刊介绍: The journal Organic Process Research & Development serves as a communication tool between industrial chemists and chemists working in universities and research institutes. As such, it reports original work from the broad field of industrial process chemistry but also presents academic results that are relevant, or potentially relevant, to industrial applications. Process chemistry is the science that enables the safe, environmentally benign and ultimately economical manufacturing of organic compounds that are required in larger amounts to help address the needs of society. Consequently, the Journal encompasses every aspect of organic chemistry, including all aspects of catalysis, synthetic methodology development and synthetic strategy exploration, but also includes aspects from analytical and solid-state chemistry and chemical engineering, such as work-up tools,process safety, or flow-chemistry. The goal of development and optimization of chemical reactions and processes is their transfer to a larger scale; original work describing such studies and the actual implementation on scale is highly relevant to the journal. However, studies on new developments from either industry, research institutes or academia that have not yet been demonstrated on scale, but where an industrial utility can be expected and where the study has addressed important prerequisites for a scale-up and has given confidence into the reliability and practicality of the chemistry, also serve the mission of OPR&D as a communication tool between the different contributors to the field.
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