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Photolabeling studies of polymer–cell surface interaction. Evaluation of 3-[(4-azidophenyl)dithio]propionic acid as a polymer-bound photolabel

Ramaswami, V. and Tirrell, D. A. (1986) Photolabeling studies of polymer–cell surface interaction. Evaluation of 3-[(4-azidophenyl)dithio]propionic acid as a polymer-bound photolabel. Journal of Polymer Science Part A: Polymer Chemistry, 24 (2). pp. 241-253. ISSN 0887-624X. http://resolver.caltech.edu/CaltechAUTHORS:RAMjps1986

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Abstract

3-[(4-Azidophenyl)dithio]propionic acid (1a) was prepared in four steps from 4,4′-diamino-diphenyldisulfide. Attachment of 1a to poly[(3-hydroxypropyl)oxirane] was accomplished under very mild conditions via an acid-catalyzed caarbodiimide coupling. Photolysis of polymer-bound 1a with an electronic flash unit proceeded without detectable disulfide bond cleavage. Mild reduction of the disulfide bond of an analogue of 1a which carried no azido group confirmed that 1a should be useful in photolabeling studies of polymer–cell surface interaction.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1002/pola.1986.080240204DOIArticle
http://onlinelibrary.wiley.com/doi/10.1002/pola.1986.080240204/abstractPublisherArticle
ORCID:
AuthorORCID
Tirrell, D. A.0000-0003-3175-4596
Additional Information:Copyright © 1986 John Wiley & Sons, Inc. Received May 14, 1985; Accepted June 24, 1985. This work was supported in part by the Center for University of Massachusetts-Industry Research on Polymers. Support for our research programs by the Alfred P. Sloan Foundation (Research Fellowship to D.A.T.) and by a Presidential Young Investigator Award of the National Science Foundation (to D.A.T.) is also gratefully acknowledged. Fourier transform infrared spectra were recorded in the laboratory of S. L. Hsu and ultraviolet spectra in the laboratory of T. J. McCarthy. Part 10 in a series on "Interactions of Synthetic Polymers with Cell Membranes and Model Membrane Systems."
Funders:
Funding AgencyGrant Number
Center for University of Massachusetts-Industry Research on PolymersUNSPECIFIED
Alfred P. Sloan FoundationUNSPECIFIED
NSFUNSPECIFIED
Record Number:CaltechAUTHORS:RAMjps1986
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:RAMjps1986
Official Citation:Ramaswami, V. and Tirrell, D. A. (1986), Photolabeling studies of polymer–cell surface interaction. Evaluation of 3-[(4-azidophenyl)dithio]propionic acid as a polymer-bound photolabel. J. Polym. Sci. A Polym. Chem., 24: 241–253. doi: 10.1002/pola.1986.080240204
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:54608
Collection:CaltechAUTHORS
Deposited By: Anne Hormann
Deposited On:12 Feb 2015 01:04
Last Modified:12 Feb 2015 01:06

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