Immobilization of Thermomyces lanuginosus lipase in a novel polysaccharide-based hydrogel by a two-step crosslinking method and its use in the lauroylation of α-arbutin

IF 4.3 3区生物学 Q1 BIOTECHNOLOGY & APPLIED MICROBIOLOGY

Bioresources and Bioprocessing Pub Date : 2024-01-04 DOI:10.1186/s40643-023-00721-9

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Abstract

The Thermomyces lanuginosus lipase (TLLs) was successfully immobilized within a novel hydrogel matrix through a two-step crosslinking method. TLLs were initially crosslinked through the Schiff base reaction by oxidized carboxymethyl cellulose (OCMC). The water-soluble OCMC@TLLs complex was subsequently crosslinked by carboxymethyl chitosan (CMCSH) in a microfluidic apparatus to form the CMCHS/OCMC@TLLs microspheres. The CD (Circular Dichroism, CD) and FT-IR (Fourier Transform infrared spectroscopy, FT-IR) spectra demonstrated that the crosslinking of TLLs with OCMC resulted in a less significant impact on their structure compared to that with glutaraldehyde. CMCHS/OCMC@TLLs showed decreased catalytic performance due to the mass transfer resistance, while its thermal stability was greatly improved. The CMCHS/OCMC@TLLs were used to catalyze the lauroylation of arbutin in tetrahydrofuran. After 12 h of reaction under optimal conditions, the yield of 6′-O-lauryl arbutin reached an impressive 92.12%. The prepared 6′-O-lauryl arbutin has high lipophilicity and exhibits similar tyrosinase inhibitory activity and higher antioxidant activity compared to its parent compound.

Graphical Abstract

Abstract Image

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通过两步交联法在新型多糖基水凝胶中固定热霉菌脂肪酶及其在α-丁香油月桂酰化中的应用

摘要通过两步交联法，成功地在一种新型水凝胶基质中固定了兰氏热酵母脂肪酶（TLLs）。TLLs首先与氧化羧甲基纤维素（OCMC）发生希夫碱反应而交联。水溶性 OCMC@TLLs 复合物随后在微流控装置中与羧甲基壳聚糖（CMCSH）交联，形成 CMCHS/OCMC@TLLs 微球。CD（圆分色）和 FT-IR（傅立叶变换红外光谱）光谱显示，与戊二醛相比，TLL 与 OCMC 的交联对其结构的影响较小。CMCHS/OCMC@TLLs 因传质阻力而导致催化性能下降，但其热稳定性却大大提高。利用 CMCHS/OCMC@TLLs 催化了四氢呋喃中熊果苷的月桂酰化反应。在最佳条件下反应 12 小时后，6′-O-月桂酰基熊果苷的收率达到了惊人的 92.12%。所制备的 6′-O-月桂基熊果苷具有较高的亲脂性，与其母体化合物相比，具有类似的酪氨酸酶抑制活性和较高的抗氧化活性。图表摘要

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来源期刊

Bioresources and Bioprocessing BIOTECHNOLOGY & APPLIED MICROBIOLOGY-

CiteScore

7.20

自引率

8.70%

发文量

118

审稿时长

13 weeks

期刊介绍： Bioresources and Bioprocessing (BIOB) is a peer-reviewed open access journal published under the brand SpringerOpen. BIOB aims at providing an international academic platform for exchanging views on and promoting research to support bioresource development, processing and utilization in a sustainable manner. As an application-oriented research journal, BIOB covers not only the application and management of bioresource technology but also the design and development of bioprocesses that will lead to new and sustainable production processes. BIOB publishes original and review articles on most topics relating to bioresource and bioprocess engineering, including: -Biochemical and microbiological engineering -Biocatalysis and biotransformation -Biosynthesis and metabolic engineering -Bioprocess and biosystems engineering -Bioenergy and biorefinery -Cell culture and biomedical engineering -Food, agricultural and marine biotechnology -Bioseparation and biopurification engineering -Bioremediation and environmental biotechnology