Published June 1, 2012
| Version Supplemental Material + Published
Journal Article
Open
Microwave Assisted Synthesis of Py-Im Polyamides
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1.
California Institute of Technology
Abstract
Microwave synthesis was utilized to rapidly build Py-Im polyamides in high yields and purity using Boc-protection chemistry on Kaiser oxime resin. A representative polyamide targeting the 5′-WGWWCW-3′ (W = A or T) subset of the consensus Androgen and Glucocorticoid Response Elements was synthesized in 56% yield after 20 linear steps and HPLC purification. It was confirmed by Mosher amide derivatization of the polyamide that a chiral α-amino acid does not racemize after several additional coupling steps.
Additional Information
© 2012 American Chemical Society. ACS AuthorChoice. Received April 17, 2012. Research support was provided by the National Institutes of Health Research Grant GM27681. UPLC work was performed in the Center for Catalysis and Chemical Synthesis in the Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering. We thank Amanda Hargrove and Scott Virgil (California Institute of Technology) for helpful discussions. The authors declare no competing financial interest.Attached Files
Published - Puckett2012p18646Org_Lett.pdf
Supplemental Material - ol3010003_si_002.pdf
Files
ol3010003_si_002.pdf
Additional details
Identifiers
- PMCID
- PMC3365540
- Eprint ID
- 32240
- Resolver ID
- CaltechAUTHORS:20120702-142429944
Funding
- NIH
- GM-27681
Dates
- Created
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2012-07-02Created from EPrint's datestamp field
- Updated
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2021-11-09Created from EPrint's last_modified field