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Figure 1.

Enzymatic regioselective acylation of helicid.

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Table 1.

Regioselective caproylation of helicid catalyzed by various lipases.

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Table 2.

Optimization of enzymatic caproylation of helicid.

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Table 2 Expand

Figure 2.

Time course of enzymatic caproylation and operational stability of Thermomyces lanuginosus lipase.

Reactions conditions: 0.02 mmol helicid, 0.15 mmol vinyl hexanoate, 20 U Thermomyces lanuginosus lipase, 2 ml anhydrous THF, 45°C, 200 rpm. Symbols: (▽) the conversion, (△) the regioselectivity, (□) the relative activity.

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Figure 2 Expand

Table 3.

Enzymatic synthesis of various esters of helicid.

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Table 3 Expand