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Streamlined chemoenzymatic total synthesis of prioritized ganglioside cancer antigens

Abstract

A highly efficient streamlined chemoenzymatic strategy for total synthesis of four prioritized ganglioside cancer antigens GD2, GD3, fucosyl GM1, and GM3 from commercially available lactose and phytosphingosine is demonstrated. Lactosyl sphingosine (LacβSph) was chemically synthesized (in 13-gram scale), subjected to sequential one-pot multienzyme (OPME) glycosylation reactions with facile C18-cartridge purification, followed by an improved acylation condition to form target gangliosides, including fucosyl GM1 which has never been synthesized before.

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Publication details

The article was accepted on 10 May 2018 and first published on 14 May 2018


Article type: Communication
DOI: 10.1039/C8OB01087K
Citation: Org. Biomol. Chem., 2018, Accepted Manuscript
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    Streamlined chemoenzymatic total synthesis of prioritized ganglioside cancer antigens

    H. Yu, A. Santra, Y. Li, J. B. McArthur, T. Ghosh, X. Yang, P. G. Wang and X. Chen, Org. Biomol. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8OB01087K

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