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Biosynthetic Incorporation and Chemical Modification of Alkene Functionality in Genetically Engineered Polymers

Deming, Timothy J. and Fournier, Maurille J. and Mason, Thomas L. and Tirrell, David A. (1997) Biosynthetic Incorporation and Chemical Modification of Alkene Functionality in Genetically Engineered Polymers. Journal of Macromolecular Science, Part A, 34 (10). pp. 2143-2150. ISSN 1060-1325. doi:10.1080/10601329708010331. https://resolver.caltech.edu/CaltechAUTHORS:DEMjmsa1997

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Abstract

Repetitive polypeptides of sequence [(AlaGly)_3ProGluGly]_(16) 3a, have been prepared in Escherichia coli as overexpressed recombinant proteins. Replacement of more than 90% of the naturally occurring proline (Pro) residues with 3,4-dehydroproline (Dhp) in sequence 3a was achieved by in vivo expression of the target protein in medium containing Dhp and lacking Pro. The resulting material (3b) was treated with H_2O_2 or Br_2 to yield polymers containing 3,4-dihydroxyproline (Dhy, 3c) and 3,4-dibromoproline (Dbr, 3d), respectively, in place of the Dhp residue. These results represent the first demonstration of the incorporation and modification of alkene functionality in recombinant proteins.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1080/10601329708010331DOIArticle
http://www.tandfonline.com/doi/abs/10.1080/10601329708010331PublisherArticle
ORCID:
AuthorORCID
Tirrell, David A.0000-0003-3175-4596
Additional Information:© 1997 Marcel Dekker. This work was supported by Contract No. DAAH04-93-G-0217 from the U. S. Army Research Office and by a grant (DMR-8914359) from the Polymers and Genetics Programs of the National Science Foundation. T. J. D. acknowledges the National Institutes of Health for a National Research Service Award postdoctoral training fellowship. NMR spectra were recorded in the University of Massachusetts NMR Facility, which is supported in part by the NSF Materials Research Science and Engineering Center at the University.
Funders:
Funding AgencyGrant Number
Army Research Office (ARO)DAAH04-93-G-0217
NSFDMR-8914359
NIH Postdoctoral FellowshipUNSPECIFIED
Issue or Number:10
DOI:10.1080/10601329708010331
Record Number:CaltechAUTHORS:DEMjmsa1997
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:DEMjmsa1997
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:53440
Collection:CaltechAUTHORS
Deposited By: Anne Hormann
Deposited On:31 Jan 2015 23:29
Last Modified:10 Nov 2021 20:02

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