Preparation of a multitopic glycopeptide-oligonucleotide conjugate.
[structure: see text] A novel strategy to prepare glycopeptide-oligonucleotide conjugates bearing a glycocluster is reported. The strategy utilizes a cyclodecapeptide scaffold as a key intermediate to anchor the carbohydrate cluster and the oligonucleotide through sequential oxime bond formation. The oligonucleotide glycocluster retains the binding affinity and recognition specificity for the target sequence. Furthermore, the conjugate shows enhanced binding to the specific lectins due to the cooperative effect produced by the carbohydrate cluster.
Singh
Yashveer
Y
LEDSS, UMR CNRS 5616, ICMG FR 2607, Université Joseph Fourier, BP 53, F 38041, Grenoble Cedex 9, France.
Renaudet
Olivier
O
Defrancq
Eric
E
Dumy
Pascal
P
D010367:Arachis / Q000737:chemistry; D001483:Base Sequence; D001665:Binding Sites; D006020:Glycopeptides / Q000138:chemical synthesis*; D007785:Lactose / Q000737:chemistry / Q000378:metabolism; D037102:Lectins / Q000737:chemistry / Q000378:metabolism; D015394:Molecular Structure; D009841:Oligonucleotides / Q000138:chemical synthesis*
D006020:Glycopeptides; D037102:Lectins; D009841:Oligonucleotides; D007785:Lactose