Rational designing of glyco-nanovehicles to target cellular heterogeneity

Abstract

Heparan sulfate oligosaccharide based nanovehicle greatly enhance the selective targeting of cancer cells in tumor microenvironment.

Profiling Heparan Sulfate‐Heavy Metal Ions Interaction Using Electrochemical Techniques

“…The synthesis of I tetrasaccharides is not straightforward because IdoA is not commercially available and stereoselective α‐glycosylation between GlcN and IdoA is difficult. I tetrasaccharides synthesis relied on the synthesis of tetrasaccharide precursor 14 from the disaccharides 12 and 13 via deacetylation, oxidation, lactonization, azide reduction and N‐acetylation as was previously described [7,27] . Nap/TBDMS orthogonality was used to access all three I tetrasaccharides from tetrasaccharide 14 via sequential deprotection and sulfation steps (Scheme 2).…”

“…I tetrasaccharides synthesis relied on the synthesis of tetrasac- Chemistry-A European Journal charide precursor 14 from the disaccharides 12 and 13 via deacetylation, oxidation, lactonization, azide reduction and N-acetylation as was previously described. [7,27] Nap/TBDMS orthogonality was used to access all three I tetrasaccharides from tetrasaccharide 14 via sequential deprotection and sulfation steps (Scheme 2). The removal of TBDPS from 14 afforded the O-6 free tetrasaccharide 15, which following sulfation afforded O-6 sulfated tetrasaccharide 17.…”

Sulfation Code and Conformational Plasticity of l-Iduronic Acid Homo-Oligosaccharides Mimic the Biological Functions of Heparan Sulfate

“…The biological significance of HS mimics was further evaluated by constructing the HS mimic glycodendrimer D-I21 , as the multivalent display of HS ligands significantly enhances HSBP activity. − The glycodendrimers were synthesized by the reaction of the I-21 amine linker with the active carboxylic acid ester of the star dendrimer. The desired glycodendrimer was purified by centrifugation with a 3 kDa ultrafiltration device.…”

Fluorescent glyco-gold nanocluster induced EGFR mediated targeting of cancer cells

“…18 The microarray results suggested that sulfated oligo-iduronic acid shows sulfation patterns and oligosaccharide chain length-dependent binding, with growth factors. 19 Specifically, sulfated oligo-iduronic acid ligands I34 show preferential binding with HB-EGF, fibroblast growth factor 2 (FGF2), and amphiregulin. Although the microarrays revealed preferential binding, they did not provide quantification data.…”