On-Demand Bioadhesive Dendrimers with Reduced Cytotoxicity

Tissue adhesives based on polyamidoamine (PAMAM) dendrimer, grafted with UV-sensitive aryldiazirine (PAMAM-g-diazirine) are promising new candidates for light active adhesion on soft tissues. Diazirine carbene precursors form interfacial and intermolecular covalent crosslinks with tissues after UV l...

Full description

Bibliographic Details
Main Authors: Feng Gao, Ivan Djordjevic, Oleksandr Pokholenko, Haobo Zhang, Junying Zhang, Terry W. J. Steele
Format: Article
Language:English
Published: MDPI AG 2018-03-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/23/4/796
id doaj-2535bb1b946141108c4ea6153d6bbdc6
record_format Article
spelling doaj-2535bb1b946141108c4ea6153d6bbdc62020-11-24T22:09:52ZengMDPI AGMolecules1420-30492018-03-0123479610.3390/molecules23040796molecules23040796On-Demand Bioadhesive Dendrimers with Reduced CytotoxicityFeng Gao0Ivan Djordjevic1Oleksandr Pokholenko2Haobo Zhang3Junying Zhang4Terry W. J. Steele5School of Material Science and Engineering, Beijing University of Chemistry Technology, North Third Ring Road 15, Chaoyang District, Beijing 100029, ChinaEscuela de Ingeniería y Ciencias, Tecnologico de Monterrey, Ave. Eugenio Garza Sada 2501, Monterrey 64849, NL, MexicoSchool of Materials Science and Engineering, Division of Materials Technology, Nanyang Technological University, Singapore 639798, SingaporeSchool of Material Science and Engineering, Beijing University of Chemistry Technology, North Third Ring Road 15, Chaoyang District, Beijing 100029, ChinaSchool of Material Science and Engineering, Beijing University of Chemistry Technology, North Third Ring Road 15, Chaoyang District, Beijing 100029, ChinaSchool of Materials Science and Engineering, Division of Materials Technology, Nanyang Technological University, Singapore 639798, SingaporeTissue adhesives based on polyamidoamine (PAMAM) dendrimer, grafted with UV-sensitive aryldiazirine (PAMAM-g-diazirine) are promising new candidates for light active adhesion on soft tissues. Diazirine carbene precursors form interfacial and intermolecular covalent crosslinks with tissues after UV light activation that requires no premixing or inclusion of free radical initiators. However, primary amines on the PAMAM dendrimer surface present a potential risk due to their cytotoxic and immunological effects. PAMAM-g-diazirine formulations with cationic pendant amines converted into neutral amide groups were evaluated. In vitro toxicity is reduced by an order of magnitude upon amine capping while retaining bioadhesive properties. The in vivo immunological response to PAMAM-g-diazirine formulations was found to be optimal in comparison to standard poly(lactic-co-glycolic acid) (PLGA) thin films.http://www.mdpi.com/1420-3049/23/4/796PAMAMdendrimersbioadhesivediazirine
collection DOAJ
language English
format Article
sources DOAJ
author Feng Gao
Ivan Djordjevic
Oleksandr Pokholenko
Haobo Zhang
Junying Zhang
Terry W. J. Steele
spellingShingle Feng Gao
Ivan Djordjevic
Oleksandr Pokholenko
Haobo Zhang
Junying Zhang
Terry W. J. Steele
On-Demand Bioadhesive Dendrimers with Reduced Cytotoxicity
Molecules
PAMAM
dendrimers
bioadhesive
diazirine
author_facet Feng Gao
Ivan Djordjevic
Oleksandr Pokholenko
Haobo Zhang
Junying Zhang
Terry W. J. Steele
author_sort Feng Gao
title On-Demand Bioadhesive Dendrimers with Reduced Cytotoxicity
title_short On-Demand Bioadhesive Dendrimers with Reduced Cytotoxicity
title_full On-Demand Bioadhesive Dendrimers with Reduced Cytotoxicity
title_fullStr On-Demand Bioadhesive Dendrimers with Reduced Cytotoxicity
title_full_unstemmed On-Demand Bioadhesive Dendrimers with Reduced Cytotoxicity
title_sort on-demand bioadhesive dendrimers with reduced cytotoxicity
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2018-03-01
description Tissue adhesives based on polyamidoamine (PAMAM) dendrimer, grafted with UV-sensitive aryldiazirine (PAMAM-g-diazirine) are promising new candidates for light active adhesion on soft tissues. Diazirine carbene precursors form interfacial and intermolecular covalent crosslinks with tissues after UV light activation that requires no premixing or inclusion of free radical initiators. However, primary amines on the PAMAM dendrimer surface present a potential risk due to their cytotoxic and immunological effects. PAMAM-g-diazirine formulations with cationic pendant amines converted into neutral amide groups were evaluated. In vitro toxicity is reduced by an order of magnitude upon amine capping while retaining bioadhesive properties. The in vivo immunological response to PAMAM-g-diazirine formulations was found to be optimal in comparison to standard poly(lactic-co-glycolic acid) (PLGA) thin films.
topic PAMAM
dendrimers
bioadhesive
diazirine
url http://www.mdpi.com/1420-3049/23/4/796
work_keys_str_mv AT fenggao ondemandbioadhesivedendrimerswithreducedcytotoxicity
AT ivandjordjevic ondemandbioadhesivedendrimerswithreducedcytotoxicity
AT oleksandrpokholenko ondemandbioadhesivedendrimerswithreducedcytotoxicity
AT haobozhang ondemandbioadhesivedendrimerswithreducedcytotoxicity
AT junyingzhang ondemandbioadhesivedendrimerswithreducedcytotoxicity
AT terrywjsteele ondemandbioadhesivedendrimerswithreducedcytotoxicity
_version_ 1725810369963753472