Sequence-controlled multi-block glycopolymers via Cu(0) mediated living radical polymerization

Qiang Zhang; Jennifer Collins; Athina Anastasaki; Russell Wallis; Daniel A Mitchell; C Remzi Becer; Paul Wilson; David M. Haddleton

doi:10.1021/bk-2014-1170.ch022

Sequence-controlled multi-block glycopolymers via Cu(0) mediated living radical polymerization

Qiang Zhang, Jennifer Collins, Athina Anastasaki, Russell Wallis, Daniel A Mitchell, C Remzi Becer, Paul Wilson, David M. Haddleton

Research output: Chapter in Book/Report/Conference proceeding › Conference Paper › Other › peer-review

2 Citations (Scopus)

Abstract

Synthetic glycopolymers with pendant saccharides bind to mammalian carbohydrate-recognition proteins with high affinity due to their multivalency and primary structure. However, glycoproteins function in nature via an exquisitely tuned "glycocode" and mimicking this code remains an interesting challenge in polymer chemistry. In order to address this we have synthesized glycomonomers via a [3+2] cycloaddition reaction between sugar-alkyne and azido-acrylates and these monomers were used to synthesize a series of sequence controlled glycopolymers (SCGP) using single electron transfer living radical polymerization (SET-LRP).

Original language	English
Title of host publication	Sequence-Controlled Polymers
Subtitle of host publication	Synthesis, Self-Assembly, and Properties
Editors	Jean-Franço̧is Lutz, Tara Y Meyer, Makoto Ouchi, Mitsuo Sawamoto
Place of Publication	Washington DC USA
Publisher	American Chemical Society
Chapter	22
Pages	327-348
Number of pages	22
Volume	1170
ISBN (Electronic)	9780841230019
DOIs	https://doi.org/10.1021/bk-2014-1170.ch022
Publication status	Published - 2014
Externally published	Yes

Publication series

Name	ACS Symposium Series
Volume	1170
ISSN (Print)	0097-6156
ISSN (Electronic)	1947-5918

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10.1021/bk-2014-1170.ch022

Cite this

Zhang, Q., Collins, J., Anastasaki, A., Wallis, R., Mitchell, D. A., Becer, C. R., Wilson, P., & Haddleton, D. M. (2014). Sequence-controlled multi-block glycopolymers via Cu(0) mediated living radical polymerization. In J.-F. Lutz, T. Y. Meyer, M. Ouchi, & M. Sawamoto (Eds.), Sequence-Controlled Polymers: Synthesis, Self-Assembly, and Properties (Vol. 1170, pp. 327-348). (ACS Symposium Series; Vol. 1170). American Chemical Society. https://doi.org/10.1021/bk-2014-1170.ch022

Zhang, Qiang ; Collins, Jennifer ; Anastasaki, Athina et al. / Sequence-controlled multi-block glycopolymers via Cu(0) mediated living radical polymerization. Sequence-Controlled Polymers: Synthesis, Self-Assembly, and Properties. editor / Jean-Franço̧is Lutz ; Tara Y Meyer ; Makoto Ouchi ; Mitsuo Sawamoto. Vol. 1170 Washington DC USA : American Chemical Society, 2014. pp. 327-348 (ACS Symposium Series).

@inproceedings{8e82d11557ca49099205e0b4c1a5939d,

title = "Sequence-controlled multi-block glycopolymers via Cu(0) mediated living radical polymerization",

abstract = "Synthetic glycopolymers with pendant saccharides bind to mammalian carbohydrate-recognition proteins with high affinity due to their multivalency and primary structure. However, glycoproteins function in nature via an exquisitely tuned {"}glycocode{"} and mimicking this code remains an interesting challenge in polymer chemistry. In order to address this we have synthesized glycomonomers via a [3+2] cycloaddition reaction between sugar-alkyne and azido-acrylates and these monomers were used to synthesize a series of sequence controlled glycopolymers (SCGP) using single electron transfer living radical polymerization (SET-LRP).",

author = "Qiang Zhang and Jennifer Collins and Athina Anastasaki and Russell Wallis and Mitchell, {Daniel A} and Becer, {C Remzi} and Paul Wilson and Haddleton, {David M.}",

year = "2014",

doi = "10.1021/bk-2014-1170.ch022",

language = "English",

volume = "1170",

series = "ACS Symposium Series",

publisher = "American Chemical Society",

pages = "327--348",

editor = "Jean-Fran{\c c}{\c o}is Lutz and Meyer, {Tara Y} and Makoto Ouchi and Mitsuo Sawamoto",

booktitle = "Sequence-Controlled Polymers",

address = "United States of America",

}

Zhang, Q, Collins, J, Anastasaki, A, Wallis, R, Mitchell, DA, Becer, CR, Wilson, P & Haddleton, DM 2014, Sequence-controlled multi-block glycopolymers via Cu(0) mediated living radical polymerization. in J-F Lutz, TY Meyer, M Ouchi & M Sawamoto (eds), Sequence-Controlled Polymers: Synthesis, Self-Assembly, and Properties. vol. 1170, ACS Symposium Series, vol. 1170, American Chemical Society, Washington DC USA, pp. 327-348. https://doi.org/10.1021/bk-2014-1170.ch022

Sequence-controlled multi-block glycopolymers via Cu(0) mediated living radical polymerization. / Zhang, Qiang; Collins, Jennifer; Anastasaki, Athina et al.
Sequence-Controlled Polymers: Synthesis, Self-Assembly, and Properties. ed. / Jean-Franço̧is Lutz; Tara Y Meyer; Makoto Ouchi; Mitsuo Sawamoto. Vol. 1170 Washington DC USA: American Chemical Society, 2014. p. 327-348 (ACS Symposium Series; Vol. 1170).

Research output: Chapter in Book/Report/Conference proceeding › Conference Paper › Other › peer-review

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AU - Zhang, Qiang

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AU - Wilson, Paul

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N2 - Synthetic glycopolymers with pendant saccharides bind to mammalian carbohydrate-recognition proteins with high affinity due to their multivalency and primary structure. However, glycoproteins function in nature via an exquisitely tuned "glycocode" and mimicking this code remains an interesting challenge in polymer chemistry. In order to address this we have synthesized glycomonomers via a [3+2] cycloaddition reaction between sugar-alkyne and azido-acrylates and these monomers were used to synthesize a series of sequence controlled glycopolymers (SCGP) using single electron transfer living radical polymerization (SET-LRP).

AB - Synthetic glycopolymers with pendant saccharides bind to mammalian carbohydrate-recognition proteins with high affinity due to their multivalency and primary structure. However, glycoproteins function in nature via an exquisitely tuned "glycocode" and mimicking this code remains an interesting challenge in polymer chemistry. In order to address this we have synthesized glycomonomers via a [3+2] cycloaddition reaction between sugar-alkyne and azido-acrylates and these monomers were used to synthesize a series of sequence controlled glycopolymers (SCGP) using single electron transfer living radical polymerization (SET-LRP).

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Zhang Q, Collins J, Anastasaki A, Wallis R, Mitchell DA, Becer CR et al. Sequence-controlled multi-block glycopolymers via Cu(0) mediated living radical polymerization. In Lutz JF, Meyer TY, Ouchi M, Sawamoto M, editors, Sequence-Controlled Polymers: Synthesis, Self-Assembly, and Properties. Vol. 1170. Washington DC USA: American Chemical Society. 2014. p. 327-348. (ACS Symposium Series). doi: 10.1021/bk-2014-1170.ch022

Sequence-controlled multi-block glycopolymers via Cu(0) mediated living radical polymerization

Abstract

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