Synthesis and lectin binding ability of glycosamino acid-calixarenes exposing GlcNAc clusters.
Novel calix[4 or 8]arene-based glycoconjugates exposing terminal N-acetyl-D-glucosamine clusters have been synthesized using amino acid-calixarenes as building blocks. The obtained glycosamino acid-calixarenes 9b-14b have lectin-binding ability and amplified inhibitory effects on erythrocyte agglutination induced by wheat germ (Triticum vulgaris) agglutinin (WGA). The inhibitory ability is dependent on the presence of the spacer and on the shape and rigidity of the calixarene skeleton.
Consoli
Grazia M L
GM
Istituto di Chimica Biomolecolare, Sezione di Catania CNR, Via del Santuario 110, I-95028 Valverde (CT), Italy.
Cunsolo
Francesca
F
Geraci
Corrada
C
Sgarlata
Valentina
V
D000117:Acetylglucosamine / Q000737:chemistry*; D047250:Calixarenes / Q000138:chemical synthesis* / Q000737:chemistry; D037102:Lectins / Q000378:metabolism*; D015394:Molecular Structure; D011485:Protein Binding
D037102:Lectins; D047250:Calixarenes; D000117:Acetylglucosamine