Harnessing the Evolvability of Tricyclic Microviridins To Dissect Protease-Inhibitor Interactions

Weiz AR, Ishida K, Quitterer F, Meyer S, Kehr J-C, Müller K, Groll M, Hertweck C, Dittmann E (2014)
Angewandte Chemie International Edition 53(14): 3735-3738.

Journal Article | Published | English

No fulltext has been uploaded

Author
; ; ; ; ; ; ; ;
Abstract
Understanding and controlling proteolysis is an important goal in therapeutic chemistry. Among the natural products specifically inhibiting proteases microviridins are particularly noteworthy. Microviridins are ribosomally produced and posttranslationally modified peptides that are processed into a unique, cagelike architecture. Here, we report a combined rational and random mutagenesis approach that provides fundamental insights into selectivity-conferring moieties of microviridins. The potent variant microviridin J was co-crystallized with trypsin, and for the first time the three-dimensional structure of microviridins was determined and the mode of inhibition revealed.
Publishing Year
ISSN
PUB-ID

Cite this

Weiz AR, Ishida K, Quitterer F, et al. Harnessing the Evolvability of Tricyclic Microviridins To Dissect Protease-Inhibitor Interactions. Angewandte Chemie International Edition. 2014;53(14):3735-3738.
Weiz, A. R., Ishida, K., Quitterer, F., Meyer, S., Kehr, J. - C., Müller, K., Groll, M., et al. (2014). Harnessing the Evolvability of Tricyclic Microviridins To Dissect Protease-Inhibitor Interactions. Angewandte Chemie International Edition, 53(14), 3735-3738.
Weiz, A. R., Ishida, K., Quitterer, F., Meyer, S., Kehr, J. - C., Müller, K., Groll, M., Hertweck, C., and Dittmann, E. (2014). Harnessing the Evolvability of Tricyclic Microviridins To Dissect Protease-Inhibitor Interactions. Angewandte Chemie International Edition 53, 3735-3738.
Weiz, A.R., et al., 2014. Harnessing the Evolvability of Tricyclic Microviridins To Dissect Protease-Inhibitor Interactions. Angewandte Chemie International Edition, 53(14), p 3735-3738.
A.R. Weiz, et al., “Harnessing the Evolvability of Tricyclic Microviridins To Dissect Protease-Inhibitor Interactions”, Angewandte Chemie International Edition, vol. 53, 2014, pp. 3735-3738.
Weiz, A.R., Ishida, K., Quitterer, F., Meyer, S., Kehr, J.-C., Müller, K., Groll, M., Hertweck, C., Dittmann, E.: Harnessing the Evolvability of Tricyclic Microviridins To Dissect Protease-Inhibitor Interactions. Angewandte Chemie International Edition. 53, 3735-3738 (2014).
Weiz, Annika R., Ishida, Keishi, Quitterer, Felix, Meyer, Sabine, Kehr, Jan-Christoph, Müller, Kristian, Groll, Michael, Hertweck, Christian, and Dittmann, Elke. “Harnessing the Evolvability of Tricyclic Microviridins To Dissect Protease-Inhibitor Interactions”. Angewandte Chemie International Edition 53.14 (2014): 3735-3738.
This data publication is cited in the following publications:
This publication cites the following data publications:

1 Citation in Europe PMC

Data provided by Europe PubMed Central.

Natural Product Biosynthetic Diversity and Comparative Genomics of the Cyanobacteria.
Dittmann E, Gugger M, Sivonen K, Fewer DP., Trends Microbiol. 23(10), 2015
PMID: 26433696

23 References

Data provided by Europe PubMed Central.


Turk, Nat. Rev. Drug Discovery 5(), 2006
Cyanobacterial peptides - nature's own combinatorial biosynthesis.
Welker M, von Dohren H., FEMS Microbiol. Rev. 30(4), 2006
PMID: 16774586

Ishitsuka, J. Am. Chem. Soc. 112(), 1990
Ribosomally synthesized and post-translationally modified peptide natural products: overview and recommendations for a universal nomenclature.
Arnison PG, Bibb MJ, Bierbaum G, Bowers AA, Bugni TS, Bulaj G, Camarero JA, Campopiano DJ, Challis GL, Clardy J, Cotter PD, Craik DJ, Dawson M, Dittmann E, Donadio S, Dorrestein PC, Entian KD, Fischbach MA, Garavelli JS, Goransson U, Gruber CW, Haft DH, Hemscheidt TK, Hertweck C, Hill C, Horswill AR, Jaspars M, Kelly WL, Klinman JP, Kuipers OP, Link AJ, Liu W, Marahiel MA, Mitchell DA, Moll GN, Moore BS, Muller R, Nair SK, Nes IF, Norris GE, Olivera BM, Onaka H, Patchett ML, Piel J, Reaney MJ, Rebuffat S, Ross RP, Sahl HG, Schmidt EW, Selsted ME, Severinov K, Shen B, Sivonen K, Smith L, Stein T, Sussmuth RD, Tagg JR, Tang GL, Truman AW, Vederas JC, Walsh CT, Walton JD, Wenzel SC, Willey JM, van der Donk WA., Nat Prod Rep 30(1), 2013
PMID: 23165928

AUTHOR UNKNOWN, 0
Post-translational modification in microviridin biosynthesis.
Philmus B, Christiansen G, Yoshida WY, Hemscheidt TK., Chembiochem 9(18), 2008
PMID: 19035375

Ziemert, Angew. Chem. 120(), 2008

AUTHOR UNKNOWN, Angew. Chem. Int. Ed. 47(), 2008
Leader peptide and a membrane protein scaffold guide the biosynthesis of the tricyclic peptide microviridin.
Weiz AR, Ishida K, Makower K, Ziemert N, Hertweck C, Dittmann E., Chem. Biol. 18(11), 2011
PMID: 22118675

AUTHOR UNKNOWN, 0

Murakami, Phytochemistry 45(), 1997

Okino, Tetrahedron 51(), 1995
Cyanobacterial protease inhibitor microviridin J causes a lethal molting disruption in Daphnia pulicaria.
Rohrlack T, Christoffersen K, Kaebernick M, Neilan BA., Appl. Environ. Microbiol. 70(8), 2004
PMID: 15294849

Shin, Tetrahedron 52(), 1996
Exploiting the natural diversity of microviridin gene clusters for discovery of novel tricyclic depsipeptides.
Ziemert N, Ishida K, Weiz A, Hertweck C, Dittmann E., Appl. Environ. Microbiol. 76(11), 2010
PMID: 20363789
Atomic structure of the trypsin-A90720A complex: a unified approach to structure and function.
Lee AY, Smitka TA, Bonjouklian R, Clardy J., Chem. Biol. 1(2), 1994
PMID: 9383379

AUTHOR UNKNOWN, 0
Cyanopeptolins, new depsipeptides from the cyanobacterium Microcystis sp. PCC 7806.
Martin C, Oberer L, Ino T, Konig WA, Busch M, Weckesser J., J. Antibiot. 46(10), 1993
PMID: 8244882
Binding structure of elastase inhibitor scyptolin A.
Matern U, Schleberger C, Jelakovic S, Weckesser J, Schulz GE., Chem. Biol. 10(10), 2003
PMID: 14583266
Comparison of cyanopeptolin genes in Planktothrix, Microcystis, and Anabaena strains: evidence for independent evolution within each genus.
Rounge TB, Rohrlack T, Tooming-Klunderud A, Kristensen T, Jakobsen KS., Appl. Environ. Microbiol. 73(22), 2007
PMID: 17921284
Discovery, biosynthesis, and engineering of lantipeptides.
Knerr PJ, van der Donk WA., Annu. Rev. Biochem. 81(), 2012
PMID: 22404629

Export

0 Marked Publications

Open Data PUB

Web of Science

View record in Web of Science®

Sources

PMID: 24591244
PubMed | Europe PMC

Search this title in

Google Scholar