A route to diastereomerically pure phenylglycine thioester peptides: crucial intermediates for investigating glycopeptide antibiotic biosynthesis

Julien Tailhades, Melanie Schoppet, Anja Greule, Madeleine Peschke, Clara Brieke and Max J. Cryle

Chem. Commun., 2018, 54, 2146
DOI: 10.1039/C7CC09409D

Diversity of nature's assembly lines – recent discoveries in non-ribosomal peptide synthesis

Jennifer A. E. Payne, Melanie Schoppet, Mathias Henning Hansen and Max J. Cryle

Mol. BioSyst., 2017, 13, 9
DOI: 10.1039/C6MB00675B

Halogenation of glycopeptide antibiotics occurs at the amino acid level during non-ribosomal peptide synthesis

Tiia Kittilä, Claudia Kittel, Julien Tailhades, Diane Butz, Melanie Schoppet, Anita Büttner, Rob J. A. Goode, Ralf B. Schittenhelm, Karl-Heinz van Pee, Roderich D. Süssmuth, Wolfgang Wohlleben, Max J. Cryle and Evi Stegmann

Chem. Sci., 2017, 8, 5992
DOI: 10.1039/C7SC00460E

Unrivalled diversity: the many roles and reactions of bacterial cytochromes P450 in secondary metabolism

Anja Greule, Jeanette E. Stok, James J. De Voss and Max J. Cryle

Nat. Prod. Rep., 2018, 35, 757
DOI: 10.1039/C7NP00063D

A proof-reading mechanism for non-proteinogenic amino acid incorporation into glycopeptide antibiotics

Milda Kaniusaite, Julien Tailhades, Edward A. Marschall, Robert J. A. Goode, Ralf B. Schittenhelm and Max J. Cryle

Chem. Sci., 2019, 10, 9466
DOI: 10.1039/C9SC03678D

Structural aspects of phenylglycines, their biosynthesis and occurrence in peptide natural products

Rashed S. Al Toma, Clara Brieke, Max J. Cryle and Roderich D. Süssmuth

Nat. Prod. Rep., 2015, 32, 1207
DOI: 10.1039/C5NP00025D

Design and synthesis of peptide inhibitor conjugates as probes of the Cytochrome P450s from glycopeptide antibiotic biosynthesis

Clara Brieke, Theresa Maier, Martin Schröter and Max J. Cryle

Med. Chem. Commun., 2016, 7, 132
DOI: 10.1039/C5MD00332F

The biosynthetic implications of late-stage condensation domain selectivity during glycopeptide antibiotic biosynthesis

Melanie Schoppet, Madeleine Peschke, Anja Kirchberg, Vincent Wiebach, Roderich D. Süssmuth, Evi Stegmann and Max J. Cryle

Chem. Sci., 2019, 10, 118
DOI: 10.1039/C8SC03530J

More than just recruitment: the X-domain influences catalysis of the first phenolic coupling reaction in A47934 biosynthesis by Cytochrome P450 StaH

Veronika Ulrich, Madeleine Peschke, Clara Brieke and Max J. Cryle

Mol. BioSyst., 2016, 12, 2992
DOI: 10.1039/C6MB00373G

Understanding the crucial interactions between Cytochrome P450s and non-ribosomal peptide synthetases during glycopeptide antibiotic biosynthesis

Madeleine Peschke, Melanie Gonsior, Roderich D Süssmuth and Max J Cryle

Current Opinion in Structural Biology, 2016, 41, 46
DOI: 10.1016/j.sbi.2016.05.018

Developments in Glycopeptide Antibiotics

Mark A. T. Blaskovich, Karl A. Hansford, Mark S. Butler, ZhiGuang Jia, Alan E. Mark and Matthew A. Cooper

ACS Infect. Dis., 2018, 4, 715
DOI: 10.1021/acsinfecdis.7b00258

Enantioselective Synthesis of D‐α‐(Uracil‐5‐yl)glycine Derivatives and Their Racemization‐Free Incorporation into a Model Peptide

Nicole M. Weckenmann and Boris J. Nachtsheim

Eur J Org Chem, 2015, 2015, 6624
DOI: 10.1002/ejoc.201500914

Sequential In Vitro Cyclization by Cytochrome P450 Enzymes of Glycopeptide Antibiotic Precursors Bearing the X‐Domain from Nonribosomal Peptide Biosynthesis

Clara Brieke, Madeleine Peschke, Kristina Haslinger and Max J. Cryle

Angewandte Chemie, 2015, 127, 15941
DOI: 10.1002/ange.201507533

F-O-G Ring Formation in Glycopeptide Antibiotic Biosynthesis is Catalysed by OxyE

Madeleine Peschke, Clara Brieke and Max J. Cryle

Sci Rep, 2016, 6
DOI: 10.1038/srep35584

Investigating Cytochrome P450 specificity during glycopeptide antibiotic biosynthesis through a homologue hybridization approach

Clara Brieke, Miroslaw Tarnawski, Anja Greule and Max J. Cryle

Journal of Inorganic Biochemistry, 2018, 185, 43
DOI: 10.1016/j.jinorgbio.2018.05.001

X-domain of peptide synthetases recruits oxygenases crucial for glycopeptide biosynthesis

Kristina Haslinger, Madeleine Peschke, Clara Brieke, Egle Maximowitsch and Max J. Cryle

Nature, 2015, 521, 105
DOI: 10.1038/nature14141

Exploring the Flexibility of the Glycopeptide Antibiotic Crosslinking Cascade for Extended Peptide Backbones

Y. T. Candace Ho, Ralf B. Schittenhelm, Dumitrita Iftime, Evi Stegmann, Julien Tailhades and Max J. Cryle

ChemBioChem, 2023, 24
DOI: 10.1002/cbic.202200686

Sequential In Vitro Cyclization by Cytochrome P450 Enzymes of Glycopeptide Antibiotic Precursors Bearing the X‐Domain from Nonribosomal Peptide Biosynthesis

Clara Brieke, Madeleine Peschke, Kristina Haslinger and Max J. Cryle

Angew Chem Int Ed, 2015, 54, 15715
DOI: 10.1002/anie.201507533

Chlorinated Glycopeptide Antibiotic Peptide Precursors Improve Cytochrome P450-Catalyzed Cyclization Cascade Efficiency

Madeleine Peschke, Clara Brieke, Rob J. A. Goode, Ralf B. Schittenhelm and Max J. Cryle

Biochemistry, 2017, 56, 1239
DOI: 10.1021/acs.biochem.6b01102

The Thioesterase Domain in Glycopeptide Antibiotic Biosynthesis Is Selective for Cross-Linked Aglycones

Madeleine Peschke, Clara Brieke, Michael Heimes and Max J. Cryle

ACS Chem. Biol., 2018, 13, 110
DOI: 10.1021/acschembio.7b00943

Biochemical and Structural Characterization of MycCI, a Versatile P450 Biocatalyst from the Mycinamicin Biosynthetic Pathway

Matthew D. DeMars, Fang Sheng, Sung Ryeol Park, Andrew N. Lowell, Larissa M. Podust and David H. Sherman

ACS Chem. Biol., 2016, 11, 2642
DOI: 10.1021/acschembio.6b00479

SNaPe: a versatile method to generate multiplexed protein fusions using synthetic linker peptides forin vitroapplications

Veronika Ulrich and Max J. Cryle

J. Pept. Sci., 2017, 23, 16
DOI: 10.1002/psc.2943

Kistamicin biosynthesis reveals the biosynthetic requirements for production of highly crosslinked glycopeptide antibiotics

Anja Greule, Thierry Izoré, Dumitrita Iftime, Julien Tailhades, Melanie Schoppet, Yongwei Zhao, Madeleine Peschke, Iftekhar Ahmed, Andreas Kulik, Martina Adamek, Robert J. A. Goode, Ralf B. Schittenhelm, Joe A. Kaczmarski, Colin J. Jackson, Nadine Ziemert, Elizabeth H. Krenske, James J. De Voss, Evi Stegmann and Max J. Cryle

Nat Commun, 2019, 10
DOI: 10.1038/s41467-019-10384-w

Structure of the terminal PCP domain of the non‐ribosomal peptide synthetase in teicoplanin biosynthesis

Kristina Haslinger, Christina Redfield and Max J. Cryle

Proteins, 2015, 83, 711
DOI: 10.1002/prot.24758

Understanding the Glycopeptide Antibiotic Crosslinking Cascade: In Vitro Approaches Reveal the Details of a Complex Biosynthesis Pathway

Yongwei Zhao, Y. T. Candace Ho, Julien Tailhades and Max Cryle

ChemBioChem, 2021, 22, 43
DOI: 10.1002/cbic.202000309

Biochemical and structural characterisation of the second oxidative crosslinking step during the biosynthesis of the glycopeptide antibiotic A47934

Veronika Ulrich, Clara Brieke and Max J Cryle

Beilstein J. Org. Chem., 2016, 12, 2849
DOI: 10.3762/bjoc.12.284

Enzymatic Cascade To Evaluate the Tricyclization of Glycopeptide Antibiotic Precursor Peptides as a Prequel to Biosynthetic Redesign

Julien Tailhades, Yongwei Zhao, Melanie Schoppet, Anja Greule, Robert J. A. Goode, Ralf B. Schittenhelm, James J. De Voss and Max J. Cryle

Org. Lett., 2019, 21, 8635
DOI: 10.1021/acs.orglett.9b03245

Regulation of the P450 Oxygenation Cascade Involved in Glycopeptide Antibiotic Biosynthesis

Madeleine Peschke, Kristina Haslinger, Clara Brieke, Jochen Reinstein and Max J. Cryle

J. Am. Chem. Soc., 2016, 138, 6746
DOI: 10.1021/jacs.6b00307