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Structural Effects of Carbohydrate-Containing Polycations on Gene Delivery. 2. Charge Center Type

Reineke, Theresa M. and Davis, Mark E. (2003) Structural Effects of Carbohydrate-Containing Polycations on Gene Delivery. 2. Charge Center Type. Bioconjugate Chemistry, 14 (1). pp. 255-261. ISSN 1043-1802. doi:10.1021/bc025593c. https://resolver.caltech.edu/CaltechAUTHORS:20170125-084654113

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Abstract

Recent polycation structure−gene delivery studies reveal that subtle changes in the molecular structure of polycations have substantial influences on DNA-binding and condensation and on in vitro toxicity and gene delivery efficiency. In Part 1 of this structure−property study using carbohydrate-containing polycations (1), it is demonstrated that as the amidine charge center is removed further from the carbohydrate unit within the polycation structure, the toxicity increases. Inclusion of larger carbohydrate species within the polycation backbone also reduces the toxicity. Here, the effect that polycation charge center type has on toxicity and gene delivery efficiency is investigated. A series of quaternary ammonium polycations containing N,N,N‘,N‘-tetramethyl-1,6-hexanediamine, d-trehalose, and β-cyclodextrin are synthesized in order to elucidate the effects of charge center type (by comparison to the data given in Part 1) on gene delivery. In all cases, it is found that the quaternary ammonium analogues exhibit lower gene expression values and similar toxicities to their amidine analogues. Additionally, transfection experiments conducted in the presence of chloroquine reveal increased gene expression from quaternary ammonium containing polycations and not from their amidine analogues.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/bc025593cDOIArticle
http://pubs.acs.org/doi/abs/10.1021/bc025593cPublisherArticle
ORCID:
AuthorORCID
Davis, Mark E.0000-0001-8294-1477
Additional Information:© 2003 American Chemical Society. Received 9 August 2002. Published online 21 December 2002. Published in print 1 January 2003. We thank Insert Therapeutics, Inc. for partial support of this project. T.M.R. would like to thank the NIH for a National Research Service Award (1-F32 GM64919-01). We are grateful to Jeremy Heidel for his help with some of the chloroquine transfection experiments and Swaroop Mishra for amplifying the pDNA.
Funders:
Funding AgencyGrant Number
NIH Predoctoral Fellowship1-F32-GM64919-01
Issue or Number:1
DOI:10.1021/bc025593c
Record Number:CaltechAUTHORS:20170125-084654113
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20170125-084654113
Official Citation:Structural Effects of Carbohydrate-Containing Polycations on Gene Delivery. 2. Charge Center Type Theresa M. Reineke and Mark E. Davis Bioconjugate Chemistry 2003 14 (1), 255-261 DOI: 10.1021/bc025593c
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:73700
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:25 Jan 2017 20:48
Last Modified:11 Nov 2021 05:20

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