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  • Title: Reversible derivatization to enhance enzymatic synthesis: chemoenzymatic synthesis of doxorubicin-14-O-esters.
    Author: Cotterill IC, Rich JO, Scholten MD, Mozhaeva L, Michels PC.
    Journal: Biotechnol Bioeng; 2008 Oct 15; 101(3):435-40. PubMed ID: 18478562.
    Abstract:
    An efficient three-step, chemoenzymatic synthesis of unprotected doxorubicin-14-O-esters from doxorubicin hydrochloride salt is described. The key step is a lipase-catalyzed regioselective transesterification/esterification using commercially available acyl donors and doxorubicin reversibly derivatized with N-alloc to improve substrate loadings. The overall yield is ca. 60% and chromatographic purification is not required, thereby making the process more amenable to scale-up.
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