Chemoenzymatic and template-directed synthesis of bioactive macrocyclic peptides

Microbiology and Molecular Biology Reviews : MMBR
Jan Grünewald, Mohamed A Marahiel

Abstract

Non-ribosomally synthesized peptides have compelling biological activities ranging from antimicrobial to immunosuppressive and from cytostatic to antitumor. The broad spectrum of applications in modern medicine is reflected in the great structural diversity of these natural products. They contain unique building blocks, such as d-amino acids, fatty acids, sugar moieties, and heterocyclic elements, as well as halogenated, methylated, and formylated residues. In the past decades, significant progress has been made toward the understanding of the biosynthesis of these secondary metabolites by nonribosomal peptide synthetases (NRPSs) and their associated tailoring enzymes. Guided by this knowledge, researchers genetically redesigned the NRPS template to synthesize new peptide products. Moreover, chemoenzymatic strategies were developed to rationally engineer nonribosomal peptides products in order to increase or alter their bioactivities. Specifically, chemical synthesis combined with peptide cyclization mediated by nonribosomal thioesterase domains enabled the synthesis of glycosylated cyclopeptides, inhibitors of integrin receptors, peptide/polyketide hybrids, lipopeptide antibiotics, and streptogramin B antibiotics. In addition ...Continue Reading

References

Jun 1, 1990·The Journal of Antibiotics·L D BoeckD M Berry
Jun 1, 1990·The Journal of Antibiotics·D S FukudaJ S Mynderse
Jan 1, 1971·Advances in Enzymology and Related Areas of Molecular Biology·F LipmannR Roskoski
Sep 10, 1969·Biochemical and Biophysical Research Communications·V MasseyP A Sullivan
Jan 1, 1984·Annual Review of Microbiology·J C Barna, D H Williams
Nov 1, 1994·Current Genetics·G Weber, E Leitner
Jun 28, 1996·The Journal of Biological Chemistry·T SteinH R Morris
Nov 1, 1996·Chemistry & Biology·R H LambalotC T Walsh
Mar 31, 1998·Molecular & General Genetics : MGG·A SchneiderM A Marahiel
Aug 26, 1998·The Journal of Biological Chemistry·T StachelhausM A Marahiel
Feb 18, 1999·Chemistry & Biology·D Konz, M A Marahiel
Mar 27, 1999·Journal of Bacteriology·B Nowak-ThompsonJ E Loper
Jul 28, 1999·Chemistry & Biology·T StachelhausM A Marahiel
Feb 26, 2000·Proceedings of the National Academy of Sciences of the United States of America·D E EhmannC T Walsh
May 17, 2000·Proceedings of the National Academy of Sciences of the United States of America·H D MootzM A Marahiel
Oct 6, 2000·The Journal of Antimicrobial Chemotherapy·F P Tally, M F DeBruin

❮ Previous
Next ❯

Citations

May 16, 2008·Applied Microbiology and Biotechnology·Anika Kremer, Shu-Ming Li
May 13, 2011·Applied Microbiology and Biotechnology·D Randall SimpsonKathleen E Duncan
Jul 20, 2013·Journal of the American Chemical Society·Douglas A HansenDavid H Sherman
Jan 26, 2008·Molecular Pharmaceutics·Elizabeth A FelnagleMichael G Thomas
Aug 21, 2007·Nature Chemical Biology·Nadia KadiGregory L Challis
Dec 11, 2007·Nature Chemical Biology·Carsten D RichterKira J Weissman
Sep 28, 2007·Natural Product Reports·Stefano DonadioMargherita Sosio
Jul 27, 2007·Natural Product Reports·Florian Kopp, Mohamed A Marahiel
Jul 29, 2009·Natural Product Reports·Alexander Koglin, Christopher T Walsh
Jul 9, 2011·Chemical Communications : Chem Comm·Zhimeng WuZhongwu Guo
Jun 27, 2013·Proceedings of the National Academy of Sciences of the United States of America·Don Duy NguyenPieter C Dorrestein
Jun 5, 2010·The Journal of Biological Chemistry·Lars Robbel, Mohamed A Marahiel
Jun 16, 2012·The Journal of Biological Chemistry·James P Tam, Clarence T T Wong
Oct 5, 2007·Nucleic Acids Research·Ségolène CabocheGregory Kucherov
Sep 7, 2007·Microbiology and Molecular Biology Reviews : MMBR·Marcus Miethke, Mohamed A Marahiel
Jul 31, 2012·Canadian Journal of Microbiology·Chrystal L BerryTeresa R de Kievit
Jan 27, 2010·BMC Evolutionary Biology·Kathryn E Bushley, B Gillian Turgeon
May 29, 2008·Future Microbiology·Grigoris D AmoutziasDimitris Mossialos
Feb 6, 2014·Chemical Communications : Chem Comm·Weigang HuangQisheng Zhang
Aug 9, 2007·Future Microbiology·Dimitris Mossialos, Grigoris D Amoutzias
Aug 25, 2012·Future Medicinal Chemistry·Áron Roxin, Gang Zheng
Nov 9, 2006·Proceedings of the National Academy of Sciences of the United States of America·Kien T NguyenRichard H Baltz
Oct 11, 2014·International Journal of Molecular Sciences·Ana Maria Carmona-Ribeiro, Letícia Dias de Melo Carrasco
Oct 26, 2013·Drug Discovery Today·Kristopher JosephsonJack W Szostak
Jan 16, 2013·Biotechnology Advances·Santi M MandalOctavio L Franco
Mar 1, 2012·Current Opinion in Chemical Biology·Heather L Condurso, Steven D Bruner
Feb 6, 2008·Current Opinion in Chemical Biology·Atsushi OhtaHiroaki Suga
Nov 13, 2007·Current Opinion in Biotechnology·Florian Kopp, Mohamed A Marahiel
Oct 30, 2007·Life Sciences·Alexandra TerskiyRichard D Howells
Sep 22, 2007·Current Opinion in Chemical Biology·Alan L Harvey

❮ Previous
Next ❯

Related Concepts

Related Feeds

Adhesion Molecules in Health and Disease

Cell adhesion molecules are a subset of cell adhesion proteins located on the cell surface involved in binding with other cells or with the extracellular matrix in the process called cell adhesion. In essence, cell adhesion molecules help cells stick to each other and to their surroundings. Cell adhesion is a crucial component in maintaining tissue structure and function. Discover the latest research on adhesion molecule and their role in health and disease here.

Antifungals (ASM)

An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.

Antifungals

An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.