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

Mithila D. Bandara | Zendy; Keith J. Stine | Zendy; Alexei V. Demchenko | Zendy

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

Author(s) -

Mithila D. Bandara,

Keith J. Stine,

Alexei V. Demchenko

Publication year - 2019

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.9b02701

Subject(s) - chemistry , oligosaccharide , glycosylation , protecting group , stereochemistry , chemical synthesis , acceptor , combinatorial chemistry , biochemistry , organic chemistry , in vitro , alkyl , physics , condensed matter physics

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.

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