821794-27-8Relevant articles and documents
Synthesis of gold glyconanoparticles: Possible probes for the exploration of carbohydrate-mediated self-recognition of marine sponge cells
Carvalho De Souza, Adriana,Halkes, Koen M.,Meeldijk, Johannes D.,Verkleij, Arie J.,Vliegenthart, Johannes F. G.,Kamerling, Johannis P.
, p. 4323 - 4339 (2004)
The first step in marine sponge cell recognition and adhesion operates via a calcium-dependent proteoglycan-proteoglycan interaction. For the marine sponge Microciona prolifera, one of the carbohydrate epitopes involved in the proteoglycan self-recognition is a sulfated disaccharide [GlcpNAc3S(β1-3) Fucp]. Earlier surface plasmon resonance studies have demonstrated that the proteoglycan self-recognition can be mimicked with synthetic β-D-GlcpNAc-(1→3)-α-L-Fucp-(1→O), when multivalently presented by conjugation with bovine serum albumin. Here, the straightforward synthesis of water-soluble gold glyconanoparticles coated with the glycosides β-D-GlcpNAc3S-(1→3)-α-L-Fucp-(1→O)(CH2) 3S(CH2)6SH, β-D-GlcpNAc3S-(1→3)- β-L-Fucp-(1→O)(CH2)3S(CH2) 6SH, β-D-GlcpNAc3S-(1→O)(CH2) 3S-(CH2)6SH, α-L-Fucp-(1→O)(CH 2)3S(CH2)6SH, β-D-Glcp-NAc3S- (1→3)-α-L-Galp-(1→O)(CH2)3S(CH 2)6SH, β-D-Glcp-NAc-(1→3)-α-L-Fucp- (1→O)(CH2)3S(CH2)6SH, and β-D-Glcp3S-(1→3)-α-L-Fucp-(1→O)(CH2) 3S(CH2)6SH is presented. Such supramolecular structures are excellent probes for studying carbohydrate-carbohydrate interactions by transmission electron microscopy, thereby generating information on the molecular level about the role of different functionalities in the self-recognition process. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
