Abstract
Naturally occurring glycoconjugates possess carbohydrate moieties that fulfill essential roles in many biological functions. Through conjugation of carbohydrates to therapeutics or imaging agents, naturally occurring glycoconjugates are mimicked and efficient targeting or increased cellular uptake of glycoconjugated macromolecules is achieved. In this work, linear and cyclic glucose moieties were functionalized with methacrylates via enzymatic synthesis and used as building blocks for intramolecular cross-linked single-chain glycopolymer nanoparticles (glyco-SCNPs). A set of water-soluble sub-10 nm-sized glyco-SCNPs was prepared by thiol-Michael addition cross-linking in water. Bioactivity of various glucose-conjugated glycopolymers and glyco-SCNPs was evaluated in binding studies with the glucose-specific lectin Concanavalin A and by comparing their cellular uptake efficiency in HeLa cells. Cytotoxicity studies did not reveal discernible cytotoxic effects, making these SCNPs promising candidates for ligand-based targeted imaging and drug delivery.
| Original language | English |
|---|---|
| Pages (from-to) | 95-101 |
| Number of pages | 7 |
| Journal | ACS macro letters |
| Volume | 8 |
| Issue number | 1 |
| DOIs | |
| Publication status | Published - 15 Jan 2019 |
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Glucose Single-Chain Polymer Nanoparticles for Cellular Targeting. / Kröger, A. Pia P.; Komil, Muhabbat I.; Hamelmann, Naomi M.; Juan, Alberto; Stenzel, Martina H.; Paulusse, Jos M.J. (Corresponding Author).
In: ACS macro letters, Vol. 8, No. 1, 15.01.2019, p. 95-101.Research output: Contribution to journal › Article › Academic › peer-review
TY - JOUR
T1 - Glucose Single-Chain Polymer Nanoparticles for Cellular Targeting
AU - Kröger, A. Pia P.
AU - Komil, Muhabbat I.
AU - Hamelmann, Naomi M.
AU - Juan, Alberto
AU - Stenzel, Martina H.
AU - Paulusse, Jos M.J.
PY - 2019/1/15
Y1 - 2019/1/15
N2 - Naturally occurring glycoconjugates possess carbohydrate moieties that fulfill essential roles in many biological functions. Through conjugation of carbohydrates to therapeutics or imaging agents, naturally occurring glycoconjugates are mimicked and efficient targeting or increased cellular uptake of glycoconjugated macromolecules is achieved. In this work, linear and cyclic glucose moieties were functionalized with methacrylates via enzymatic synthesis and used as building blocks for intramolecular cross-linked single-chain glycopolymer nanoparticles (glyco-SCNPs). A set of water-soluble sub-10 nm-sized glyco-SCNPs was prepared by thiol-Michael addition cross-linking in water. Bioactivity of various glucose-conjugated glycopolymers and glyco-SCNPs was evaluated in binding studies with the glucose-specific lectin Concanavalin A and by comparing their cellular uptake efficiency in HeLa cells. Cytotoxicity studies did not reveal discernible cytotoxic effects, making these SCNPs promising candidates for ligand-based targeted imaging and drug delivery.
AB - Naturally occurring glycoconjugates possess carbohydrate moieties that fulfill essential roles in many biological functions. Through conjugation of carbohydrates to therapeutics or imaging agents, naturally occurring glycoconjugates are mimicked and efficient targeting or increased cellular uptake of glycoconjugated macromolecules is achieved. In this work, linear and cyclic glucose moieties were functionalized with methacrylates via enzymatic synthesis and used as building blocks for intramolecular cross-linked single-chain glycopolymer nanoparticles (glyco-SCNPs). A set of water-soluble sub-10 nm-sized glyco-SCNPs was prepared by thiol-Michael addition cross-linking in water. Bioactivity of various glucose-conjugated glycopolymers and glyco-SCNPs was evaluated in binding studies with the glucose-specific lectin Concanavalin A and by comparing their cellular uptake efficiency in HeLa cells. Cytotoxicity studies did not reveal discernible cytotoxic effects, making these SCNPs promising candidates for ligand-based targeted imaging and drug delivery.
UR - http://www.scopus.com/inward/record.url?scp=85060027543&partnerID=8YFLogxK
U2 - 10.1021/acsmacrolett.8b00812
DO - 10.1021/acsmacrolett.8b00812
M3 - Article
VL - 8
SP - 95
EP - 101
JO - ACS macro letters
JF - ACS macro letters
SN - 2161-1653
IS - 1
ER -