Synthesis of an a-Gal epitope a-D-Galp-(1->3)- beta -D-Galp-(1->4)- beta -D-Glcp NAc-lipid conjugate 1

The synthesis of a neoglycoconjugate containing the Galili epitope trisaccharide connected to a spacer-lipid entity is described. The a-D-Galp-(1->3)- beta -D-Galp-(1->4)- beta -D-GlcpNAc trisaccharide, equipped with a 3-aminopropyl spacer, is efficiently assembled from easily accessible build...

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Published in:Journal of carbohydrate chemistry 2005-09, Vol.24 (7), p.755-769
Main Authors: Litjens, Remy E J N, Hoogerhout, Peter, Filippov, Dmitri V, Codee, Jeroen D C, van den Bos, Leendert J, van den Berg, Richard J B H N, Overkleeft, Herman S, van der Marel, Gijsbert A
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container_issue 7
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container_title Journal of carbohydrate chemistry
container_volume 24
creator Litjens, Remy E J N
Hoogerhout, Peter
Filippov, Dmitri V
Codee, Jeroen D C
van den Bos, Leendert J
van den Berg, Richard J B H N
Overkleeft, Herman S
van der Marel, Gijsbert A
description The synthesis of a neoglycoconjugate containing the Galili epitope trisaccharide connected to a spacer-lipid entity is described. The a-D-Galp-(1->3)- beta -D-Galp-(1->4)- beta -D-GlcpNAc trisaccharide, equipped with a 3-aminopropyl spacer, is efficiently assembled from easily accessible building blocks in a one-pot procedure. Global deprotection of the trisaccharide and ensuing introduction of a bis(palmitamido)- propanamido moiety afforded title compound 1 as depicted in Scheme 1.
doi_str_mv 10.1080/07328300500308113
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title Synthesis of an a-Gal epitope a-D-Galp-(1->3)- beta -D-Galp-(1->4)- beta -D-Glcp NAc-lipid conjugate 1
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