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Synthesis of α-mannosylated ergot alkaloids employing α-mannosidase

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Abstract

The ergot alkaloids elymoclavine, ergometrine and chanoclavine were α-mannosylated with α-mannosidase as catalyst. The kinetic reaction with p-nitrophenyl α-mannoside as glycosyl donor gave ca 28 % yield of chanoclavine α-mannoside, whereas the equilibrium reaction with mannose as the glycosyl donor gave ca 11 % yield. However, in the case of elymoclavine and ergometrine, higher yields of α-mannosides were obtained with the equilibrium approach (18 and 13 %).

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Scigelová, M., Kren, V. & Nilsson, K.G.I. Synthesis of α-mannosylated ergot alkaloids employing α-mannosidase. Biotechnol Lett 16, 683–688 (1994). https://doi.org/10.1007/BF00136471

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