Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 354, Issue 4, Pages 712-719Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201100555
Keywords
aldol reaction; asymmetric synthesis; chymopapain; enzyme catalysis; promiscuity
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Funding
- Natural Science Foundation of CQ CSTC [2009A5051]
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Chymopapain, a cysteine proteinase isolated from the latex of the unripe fruits of Carica papaya, displays a promiscuous activity to catalyze the direct asymmetric aldol reactions of aromatic and heteroaromatic aldehydes with cyclic and acyclic ketones in acetonitrile in the presence of a phosphate buffer. The excellent enantioselectivities of up to 96% ee and high diastereoselectivities of up to >99:1 (anti/syn) were achieved. The novel catalytic promiscuity of chymopapain widens the applicability of this biocatalyst in organic synthesis.
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