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Transformation from Block-Type to Graft-Type Oligonucleotide-Glycopolymer Conjugates by Self-Organization with Half-Sliding Complementary Oligonucleotides and Their Lectin Recognition

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    Transformation from Block-Type to Graft-Type Oligonucleotide-Glycopolymer Conjugates by Self-Organization with Half-Sliding Complementary Oligonucleotides and Their Lectin Recognition
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    Department of Molecular Design, Graduate School of Engineering, Nagoya University, Chikusa, Nagoya 464-8603, Japan
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    Bioconjugate Chemistry

    Cite this: Bioconjugate Chem. 2001, 12, 5, 776–785
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    https://doi.org/10.1021/bc0100152
    Published August 16, 2001
    Copyright © 2001 American Chemical Society
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    Abstract

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    Block-type oligonucleotide-glycopolymer conjugates bearing α-mannosides and β-galactosides were prepared by coupling 5‘-thiol-modified oligonucleotides with iodoacetamidated glycopolymers that were synthesized by telomerization. The conjugates minimally affected the DNA conformation and melting behavior of the duplex. Their self-organization via hybridization with the half-sliding complementary oligonucleotides produced graft-type conjugates or macromolecular gapped DNA duplexes grafted with glycopolymers at regular intervals, which was confirmed using size exclusion chromatography and electrophoresis. The binding affinity of block-type and self-organized graft-type conjugates to lectins was investigated using fluorometry. The affinity of the graft-type duplex assembly bearing mannosides to Con A was approximately 2 times stronger than that of block-type single-stranded or double-stranded conjugates with full complementary oligonucleotides. The organization strategy of DNA-glycopolymer conjugates might be useful for constructing novel glyco-clusters and also for developing a new methodology for gene therapy.

    Copyright © 2001 American Chemical Society

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    †

     Present address:  Department of Applied Chemistry, Graduate School of Engineering, Kyushu University, Hakozaki, 6-10-1, Fukuoka 812-8581, Japan.

    *

     To whom correspondence should be addressed. Phone:  81-52-789-2488. Fax:  81-52-789-2528. E-mail:  kobayash@ mol.nagoya-u.ac.jp.

    Cited By

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    Bioconjugate Chemistry

    Cite this: Bioconjugate Chem. 2001, 12, 5, 776–785
    Click to copy citationCitation copied!
    https://doi.org/10.1021/bc0100152
    Published August 16, 2001
    Copyright © 2001 American Chemical Society
    Request reuse permissions

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