Chemical Synthesis of Human Milk Oligosaccharides: Lacto-N-hexaose Galβ1 → 3GlcNAcβ1 → 3 [Galβ1 → 4GlcNAcβ1 → 6] Galβ1→ 4Glc

Chemical Synthesis of Human Milk Oligosaccharides: Lacto-N-hexaose Galβ1 → 3GlcNAcβ1 → 3 [Galβ1 → 4GlcNAcβ1 → 6] Galβ1→ 4Glc
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DOI:
10.1021/acs.joc.9b02701
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发表时间:
2019-12-20
影响因子:
3.6
通讯作者:
Demchenko, Alexei V.
Demchenko, Alexei V.
中科院分区:
化学2区
文献类型:
--
作者:
Bandara, Mithila D.;Stine, Keith J.;Demchenko, Alexei V.

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采用收敛策略完成了乳-N-六糖 (LNH) 的首次合成。发现供体受体保护离去基团组合对于实现成功的糖基化和最大限度地减少副反应具有至关重要的意义。乳-N-四糖(另一种常见的母乳低聚糖)也是在通往目标 LNH 的过程中获得的。
The first synthesis of lacto-N-hexaose (LNH) has been completed using a convergent strategy. The donor acceptor protecting leaving group combinations were found to be of paramount significance for achieving successful glycosylations and minimizing side reactions. Lacto-N-tetraose, another common human milk oligosaccharide, was also obtained en route to the target LNH.