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Structural Effects of Carbohydrate-Containing Polycations on Gene Delivery. 1. Carbohydrate Size and Its Distance from Charge Centers

Reineke, Theresa M. and Davis, Mark E. (2003) Structural Effects of Carbohydrate-Containing Polycations on Gene Delivery. 1. Carbohydrate Size and Its Distance from Charge Centers. Bioconjugate Chemistry, 14 (1). pp. 247-254. ISSN 1043-1802. doi:10.1021/bc025592k. https://resolver.caltech.edu/CaltechAUTHORS:20170125-084653632

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Abstract

Cationic polymers have the ability to bind plasmid DNA (pDNA) through electrostatic interactions and condense it into particles that can be readily endocytosed by cultured cells. The effects that polycation structure has on toxicity and gene delivery efficiency are investigated here by synthesizing a series of amidine-based polycations that contain the carbohydrates d-trehalose and β-cyclodextrin (CD) within the polycation backbone. The carbohydrate size (trehalose vs CD) and its distance from the charge centers affect the gene delivery behavior in BHK-21 cells. It is found that as the charge center is further removed from the carbohydrate unit, the toxicity is increased. Also, as the size of the carbohydrate moiety is enlarged from trehalose to β-cyclodextrin, the toxicity is reduced. The absence of a carbohydrate in the polycation produces high toxicity. All carbohydrate polycations transfect BHK-21 cells to approximately the same level of gene expression.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/bc025592kDOIArticle
http://pubs.acs.org/doi/full/10.1021/bc025592kPublisherArticle
ORCID:
AuthorORCID
Davis, Mark E.0000-0001-8294-1477
Additional Information:© 2003 American Chemical Society. Received August 9, 2002; Revised Manuscript Received October 10, 2002. 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). Also, we are grateful to Swaroop Mishra for amplifying the pDNA and Jeremy Heidel for helpful discussions regarding the cell culture experiments and performing some of the toxicity studies on polymers AP6 and AP7.
Funders:
Funding AgencyGrant Number
NIH1-F32 GM64919-01
Issue or Number:1
DOI:10.1021/bc025592k
Record Number:CaltechAUTHORS:20170125-084653632
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20170125-084653632
Official Citation:Structural Effects of Carbohydrate-Containing Polycations on Gene Delivery. 1. Carbohydrate Size and Its Distance from Charge Centers Theresa M. Reineke† and and Mark E. Davis* Bioconjugate Chemistry 2003 14 (1), 247-254 DOI: 10.1021/bc025592k
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:73699
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:25 Jan 2017 19:17
Last Modified:11 Nov 2021 05:20

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