Synthesis of a trisulfated heparan sulfate disaccharide analog and its use as a template for preliminary molecular imprinting studies.
A heparan sulfate disaccharide analog was synthesized by a multistep route. This synthesis was designed in such a way that one intermediate could be selectively deprotected to provide versatility during both synthesis and homologation of heparan sulfate related polysaccharides. Non-covalent imprinted polymers were prepared by using the synthesized disaccharide as a template and a primary amine functionalized acrylate as the key functional monomer suitable for specific sulfated sugar recognition. The binding of related sugars to the imprinted and non-imprinted polymers and the binding of template to the chemically modified polymers have been also investigated.
Ikeda
Yasunori
Y
Laboratoire CRRET-UMR CNRS 7149, Faculté des Sciences et Technologie, Université Paris 12 Val de Marne, 61, Av. du Général de Gaulle, 94010 Créteil Cedex, France.
Siñeriz
Fernando
F
Bultel
Laurent
L
Grand
Eric
E
Kovensky
José
J
Papy-Garcia
Dulce
D
D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry*; D006497:Heparan Sulfate / Q000031:analogs & derivatives / Q000737:chemistry*; D054802:Molecular Imprinting / Q000379:methods*; D015394:Molecular Structure; D011108:Polymers / Q000737:chemistry
D004187:Disaccharides; D006497:Heparan Sulfate; D011108:Polymers