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The fate of tetrahydrolipstatin ( 1 ) incubated with human carboxyl‐ester lipase (HCEL) was investigated. The primary metabolite was identified as δ‐( N ‐formyl‐ L ‐leucyloxy)‐β‐hydroxy acid 2a with conserved configuration. It is formed by attack of the active‐site serine of HCEL at the carbonyl C‐atom of the β‐lactone ring of 1 followed by hydrolysis of the intermediate serine ester. Further products isolated were identified and a complete degradation scheme is proposed.
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Stalder et al. (1992) studied this question.
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