Rapid Parallel Synthesis of Bioactive Folded Cyclotides by Using a Tea‐Bag Approach
dc.contributor.author | Aboye, Teshome | en_US |
dc.contributor.author | Kuang, Yuting | en_US |
dc.contributor.author | Neamati, Nouri | en_US |
dc.contributor.author | Camarero, Julio A. | en_US |
dc.date.accessioned | 2015-04-02T15:12:46Z | |
dc.date.available | 2016-05-10T20:26:28Z | en |
dc.date.issued | 2015-03-23 | en_US |
dc.identifier.citation | Aboye, Teshome; Kuang, Yuting; Neamati, Nouri; Camarero, Julio A. (2015). "Rapid Parallel Synthesis of Bioactive Folded Cyclotides by Using a Tea‐Bag Approach." ChemBioChem 16(5): 827-833. | en_US |
dc.identifier.issn | 1439-4227 | en_US |
dc.identifier.issn | 1439-7633 | en_US |
dc.identifier.uri | https://hdl.handle.net/2027.42/110889 | |
dc.description.abstract | We report here the first rapid parallel production of bioactive folded cyclotides by using Fmoc‐based solid‐phase peptide synthesis in combination with a “tea‐bag” approach. Using this approach, we efficiently synthesized 15 analogues of the CXCR4 antagonist cyclotide MCo‐CVX‐5c. Cyclotides were synthesized in a single‐pot, cyclization/folding reaction in the presence of reduced glutathione. Natively folded cyclotides were quickly purified from the cyclization/folding crude mixture by activated thiol Sepharose‐based chromatography. The different folded cyclotide analogues were then tested for their ability to inhibit the CXCR4 receptor in a cell‐based assay. The results indicated that this approach can be used for the efficient chemical synthesis of libraries of cyclotides with improved biological properties that can be easily interfaced with solution or cell‐based assays for rapid screening.Let the cyclotides flood out: Bioactive folded MCoTI‐based cyclotides can be efficiently produced in parallel by using a “tea‐bag” approach in combination with highly efficient cyclization/folding protocols. This approach was successfully used to produce a small library of bioactive cyclotides with CXCR4 antagonistic activity. | en_US |
dc.publisher | WILEY‐VCH Verlag | en_US |
dc.subject.other | protein–protein interactions | en_US |
dc.subject.other | CXCR4 | en_US |
dc.subject.other | cyclotides | en_US |
dc.subject.other | protein design | en_US |
dc.subject.other | protein engineering | en_US |
dc.title | Rapid Parallel Synthesis of Bioactive Folded Cyclotides by Using a Tea‐Bag Approach | en_US |
dc.type | Article | en_US |
dc.rights.robots | IndexNoFollow | en_US |
dc.subject.hlbsecondlevel | Biological Chemistry | en_US |
dc.subject.hlbtoplevel | Health Sciences | en_US |
dc.subject.hlbtoplevel | Science | en_US |
dc.description.peerreviewed | Peer Reviewed | en_US |
dc.contributor.affiliationum | Department of Medicinal Chemistry, University of Michigan, Ann Arbor, MI 48109‐2800 (USA) | en_US |
dc.contributor.affiliationother | Department of Chemistry, University of Southern California, Los Angeles, CA 90089‐9121 (USA) | en_US |
dc.contributor.affiliationother | Department of Pharmacology and Pharmaceutical Sciences, University of Southern California, Los Angeles, CA 90089‐9121 (USA) | en_US |
dc.description.bitstreamurl | http://deepblue.lib.umich.edu/bitstream/2027.42/110889/1/cbic_201402691_sm_miscellaneous_information.pdf | |
dc.description.bitstreamurl | http://deepblue.lib.umich.edu/bitstream/2027.42/110889/2/827_ftp.pdf | |
dc.identifier.doi | 10.1002/cbic.201402691 | en_US |
dc.identifier.source | ChemBioChem | en_US |
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dc.owningcollname | Interdisciplinary and Peer-Reviewed |
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