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固定化南极假丝酵母脂肪酶 B 生产 6-O-棕榈酸抗坏血酸酯。

Production of 6-O-L-Ascorbyl Palmitate by Immobilized Candida antarctica Lipase B.

机构信息

DBT-ICT Centre for Energy Biosciences, Institute of Chemical Technology, Nathalal Parekh Marg, Matunga, Mumbai, 400019, India.

出版信息

Appl Biochem Biotechnol. 2018 Apr;184(4):1168-1186. doi: 10.1007/s12010-017-2610-5. Epub 2017 Oct 2.

Abstract

L-ascorbyl palmitate (ASP) is an oil-soluble derivative of ascorbic acid which is used extensively in food, cosmetics industry, and medical hygiene. Enzymatic synthesis of ascorbyl palmitate in tert-butyl alcohol was carried out using indigenously immobilized lipase preparation PyCal with ascorbic acid and palmitic acid as starting material. The developed batch process under optimized reaction conditions resulted in conversion of 90% with relatively shorter reaction time of 6 h. Continuous process in packed bed reactor gave conversion of 50% with space time yield of 15.46 g/L/h which was found to be higher than the reported literature on enzymatic synthesis of ascorbyl palmitate. The immobilized lipase used in the present work showed good reusability. Characterization of formed ascorbyl palmitate was carried out by FTIR, MS/MS, H-NMR, and C-NMR. The enzymatic process resulted in selective synthesis of 6-O-L-ascorbyl palmitate with purity of 98.6% and no side product formation. The use of underivatized starting materials, high space time yield of 15.46 g L h, high recyclability of catalyst, and no by-product formation make the overall process highly efficient and clean in terms of energy consumption and waste generation, respectively. The optimized reaction parameters for ascorbyl palmitate synthesis in the present study can be used as a useful reference for industrial synthesis of fatty acid esters of ascorbic acid by enzymatic route.

摘要

棕榈酸抗坏血酸酯(ASP)是抗坏血酸的油溶性衍生物,广泛应用于食品、化妆品行业和医疗卫生领域。本研究采用国产固定化脂肪酶制剂 PyCal 以抗坏血酸和棕榈酸为原料,在叔丁醇中酶法合成棕榈酸抗坏血酸酯。在优化的反应条件下,分批反应 6 h 转化率达到 90%。在填充床反应器中连续反应转化率为 50%,时空产率为 15.46 g/L/h,高于文献报道的酶法合成棕榈酸抗坏血酸酯的时空产率。本研究中使用的固定化脂肪酶具有良好的可重复使用性。通过傅里叶变换红外光谱(FTIR)、质谱/质谱联用(MS/MS)、氢核磁共振(1H-NMR)和碳核磁共振(13C-NMR)对合成的棕榈酸抗坏血酸酯进行了表征。酶法选择性合成了 6-O-L-棕榈酸抗坏血酸酯,纯度为 98.6%,无副产物生成。未衍生的起始原料、15.46 g/L/h 的高时空产率、催化剂的高可重复使用性以及无副产物生成,使整个过程在能源消耗和废物产生方面分别具有高效和清洁的特点。本研究中优化的酶法合成棕榈酸抗坏血酸酯的反应参数可为酶法合成抗坏血酸脂肪酸酯的工业化生产提供有益参考。

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