Streamlined chemoenzymatic total synthesis of prioritized ganglioside cancer antigens.
Streamlined chemoenzymatic total synthesis of prioritized ganglioside cancer antigens.
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DOI：
10.1039/c8ob01087k
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发表时间：
2018-06-06
影响因子：
3.2
通讯作者：
Chen X
中科院分区：
文献类型：
--
作者：
Yu H;Santra A;Li Y;McArthur JB;Ghosh T;Yang X;Wang PG;Chen X
证明了从市售乳糖和植物鞘氨醇全合成四种优先神经节苷脂癌抗原GD2、GD3、岩藻糖基GM 1和GM 3的高效流线型化学酶促策略。化学合成乳糖鞘氨醇（LacβSph）（13 g规模），经一锅法多酶糖基化反应和C18柱纯化，然后通过改进酰化条件，得到目标神经节苷脂，包括以前从未合成过的岩藻糖基GM 1。高效的流线型全合成复杂的优先神经节苷脂实现化学酶法连续一锅多酶（OPME）反应与简易的C18柱纯化方案，然后高收率酰化。
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. Highly efficient streamlined total synthesis of complex prioritized gangliosides was achieved chemoenzymatically by sequential one-pot multienzyme (OPME) reactions with facile C18 cartridge purification schemes followed by high-yield acylation.
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DOI：
10.1073/pnas.0503658102
发表时间：
2005-08-02
影响因子：
11.1
作者：
Hamamura, K;Furukawa, K;Furukawa, K
通讯作者：
Furukawa, K
影响因子：
11.5
作者：
Lo, Agnes S. Y.;Ma, Qiangzhong;Junghans, Richard P.
通讯作者：
Junghans, Richard P.
影响因子：
3.1
作者：
Jobling, MG;Holmes, RK
通讯作者：
Holmes, RK
影响因子：
3.7
作者：
Demichelis, Vanina Torres;Vilcaes, Aldo A.;Daniotti, Jose L.
通讯作者：
Daniotti, Jose L.
影响因子：
4.8
作者：
Gilbert, M;Brisson, JR;Wakarchuk, WW
通讯作者：
Wakarchuk, WW