脂肪酶催化在有机溶剂中合成熊果苷肉桂酸酯以及酯交换反应在稳定植物色素方面的应用。
Lipase-catalyzed synthesis of arbutin cinnamate in an organic solvent and application of transesterification to stabilize plant pigments.
作者信息
Nakajima N, Ishihara K, Matsumura S, Hamada H, Nakamura K, Furuya T
机构信息
Department of Nutritional Science, Okayama Prefectural University, Japan.
出版信息
Biosci Biotechnol Biochem. 1997 Nov;61(11):1926-8. doi: 10.1271/bbb.61.1926.
Arbutin cinnamate was synthesized from arbutin (4-hydroxyphenyl beta-D-glucopyranoside) and vinyl cinnamate by regioselective transesterification with a bacterial lipase in acetonitrile. The product was identified by NMR and FAB-MS analyses. These spectra showed that one ester bond was formed between the primary alcohol moiety of the D-glucose of arbutin and the carboxyl residue of cinnamic acid. Furthermore, plant pigments such as isoquercitrin (quercetin 3-O-beta-D-glucopyranoside) and callistephin (pelargonidin 3-O-beta-D-glucopyranoside) were also converted to their corresponding cinnamate esters in the same manner.
熊果苷肉桂酸酯由熊果苷（4-羟基苯基β-D-吡喃葡萄糖苷）和肉桂酸乙烯酯在乙腈中通过细菌脂肪酶进行区域选择性酯交换反应合成。产物通过核磁共振（NMR）和快原子轰击质谱（FAB-MS）分析进行鉴定。这些光谱表明，在熊果苷的D-葡萄糖的伯醇部分和肉桂酸的羧基残基之间形成了一个酯键。此外，植物色素如异槲皮苷（槲皮素3-O-β-D-吡喃葡萄糖苷）和翠菊苷（天竺葵素3-O-β-D-吡喃葡萄糖苷）也以相同的方式转化为它们相应的肉桂酸酯。
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