Skip to Content
Merck
  • Chemo-enzymatic supported synthesis of the 3-sulfated Lewis a pentasaccharide on a multimeric polyethylene glycol.

Chemo-enzymatic supported synthesis of the 3-sulfated Lewis a pentasaccharide on a multimeric polyethylene glycol.

Carbohydrate research (2008-02-19)
Annie Malleron, Christine Le Narvor
ABSTRACT

The 3-sulfated Lewis(a) pentasaccharide was synthesized on multimeric-based polyethylene glycol support. Coupling of O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-(1-->3)-4,6-di-O-acetyl-2-deoxy-2-phthalimido-beta-D-glucopyranosyl trichloroacetimidate with (2,6-di-O-acetyl-beta-D-galactopyranosyl)-(1-->4)-(2,3,6-tri-O-acetyl-beta-D-glucopyranoside) bound onto the polymer afforded lacto-N-tetraose, which was then regioselectively sulfated at the 3-OH position of the terminal galactose using the stannylene procedure. Fucosylation of the sulfated tetrasaccharide was performed using an immobilized fucosyltransferase FucTIII to give the title compound after cleavage.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Pentaerythritol, 99%
To inquire about this product 236241, please contact your local Merck office or dealer. Contact Technical Service
Sigma-Aldrich
Pentaerythritol, 98%
To inquire about this product P4755, please contact your local Merck office or dealer. Contact Technical Service
Sigma-Aldrich
Guanosine 5′-diphospho-β-L-fucose sodium salt, ≥85%
To inquire about this product G4401, please contact your local Merck office or dealer. Contact Technical Service