Enzymatic synthesis of sucrose octaacetate using a novel alkaline protease

Li, Guiying; Cai, Yujie; Liao, Xiangru; Yin, Jing

doi:10.1007/s10529-010-0468-5

Cited by 6 publications

(3 citation statements)

References 5 publications

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“…6), in which a single product was formed. The detailed identification of the product formed by specifically enzymatic synthesis can be found in our previous report 17. The blank experiments with an inactivated protease did not result in product formation.…”

Section: Resultsmentioning

confidence: 72%

Medium optimization of a hydrophilic solvent‐stable protease from Serratia sp. SYBC H

Cai

Liao

2011

Engineering in Life Sciences

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Two statistical methods were used for medium optimization for a hydrophilic solvent‐stable protease production by Serratia sp. SYBC H with duckweed as the nitrogen source. Orthogonal design was applied to find the significant variables, then response surface methodology (RSM), including Box–Behnken central composite experiments, was used to determine the optimal concentrations and interaction of the significant variables. Results demonstrated that duckweed powder, wheat flour, Tween 80, sodium chloride had significant effects on the solvent‐stable protease production. The interaction between duckweed and wheat flour was significant. The optimal level of the variables for the maximum protease production was duckweed 43.9 g/L, wheat flour 20 g/L, sodium chloride 0.08 M, Tween 80 1% v/v, initial pH 11.0, and inoculum size 7% v/v. The maximum protease activity reached 1922.8 U/mL in the optimized medium, with about 18.3‐fold higher than that in the unoptimized medium. Most importantly, the protease from Serratia sp. SYBC H has successfully catalyzed the specific acylation of sucrose in a two‐solvent medium consisting of pyridine and n‐hexane (1:1, v/v), and non‐specific acylation of sucrose in anhydrous DMSO. These results demonstrated that the protease from Serratia sp. SYBC H is a solvent‐stable protease and it could be an ideal biocatalyst for sugar esters syntheses in non‐aqueous media.

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Section: Resultsmentioning

confidence: 72%

Medium optimization of a hydrophilic solvent‐stable protease from Serratia sp. SYBC H

Cai

Liao

2011

Engineering in Life Sciences

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“…Hence, sucrose‐6‐acetate is the key intermediate in the production of sucralose by monoester protection. However, esterification of sucrose tends to be non‐selective, making it prone to generating by‐products, such as non‐6‐position sucrose monoesters and sucrose polyesters 2 . Therefore, the selective synthesis technology of sucrose‐6‐acetate has become a research hotspot.…”

Section: Introductionmentioning

confidence: 99%

Catalytic synthesis of sucrose‐6‐acetate by lipase in DMF composite solvent

Qian

Zhu

Shi

et al. 2022

J of Chemical Tech & Biotech

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BACKGROUND: High selectivity, fewer reaction steps, and energy conservation are the most important advantages of the enzymatic synthesis of sucrose-6-acetate. To improve the enzymatic synthesis efficiency, a solvent system involving N,N-dimethylformamide (DMF) for lipase-catalyzed synthesis of sucrose-6-acetate was studied.RESULTS: Using Lipozyme TL IM as the catalyst, tert-amyl alcohol was screened out as the auxiliary solvent and complexed with DMF at 1/1 (v/v) ratio. The optimized technology conditions for the enzymatic synthesis of sucrose-6-acetate in the above solvent system were as follows: 100 ml composite solvent with sucrose (2.0%, w/v), vinyl acetate (2.90 M), and Lipozyme TL IM (20 mg/ml) was oscillated at 160 rpm in a water bath at 45 °C for 16 h. The esterification rate and the 6-position esterification rate of sucrose were 88.9 ± 1.3% and 94.2 ± 1.2%, respectively. Raising the sucrose concentration to 7.0% and reacting by mechanical stirring at 45 °C in 1000 ml composite solvent could also achieve ideal esterification effects (esterification rate: 87.2 ± 1.0%, 6-position esterification rate: 90.7 ± 1.6%). CONCLUSIONS: As a reaction medium for the enzymatic synthesis of sucrose-6-acetate, the DMF/tert-amyl alcohol solvent was significantly more efficient than the DMSO composite solvent reported in the literature; therefore, the studied solvent could be an ideal application prospect.

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“…23 Furthermore, the researchers employed some novel enzymes with special regioselectivity to the acylation of sucrose. Liao et al 24 introduced a novel alkaline protease from Serratia sp. SYBC H obtained locally to catalyze the acylation of sucrose with acetic anhydride in a two-solvent medium of anhydrous pyridine/nhexane (1 : 1, v/v).…”

Section: Introductionmentioning

confidence: 99%

Enzyme‐catalyzed regioselective synthesis of sucrose‐based esters

Shi

Lǐ

Chu

2011

J of Chemical Tech & Biotech

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Sucrose-based esters are nonionic biosurfactants, which can be synthesized from the enzyme-catalyzed esterification/transesterification of sucrose. The multi-hydroxyl groups of sucrose and the immiscibility of sucrose with the acyl donors are the main bottlenecks in obtaining highly regioselective sucrose-based esters. In this mini-review, the effects of reaction conditions such as biocatalysts, design of solvent systems used as reaction media, modification and denaturation of substrates, and coupling with external auxiliary physical fields such as microwave irradiation and ultrasonic waves on the yield of sucrose esters and regioselectivity of products are highlighted. The existing problems in the field of enzymatic synthesis of sucrose esters as well as its future perspectives were pointed out.

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Enzymatic synthesis of sucrose octaacetate using a novel alkaline protease

Cited by 6 publications

References 5 publications

Medium optimization of a hydrophilic solvent‐stable protease from Serratia sp. SYBC H

Medium optimization of a hydrophilic solvent‐stable protease from Serratia sp. SYBC H

Catalytic synthesis of sucrose‐6‐acetate by lipase in DMF composite solvent

Enzyme‐catalyzed regioselective synthesis of sucrose‐based esters

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