摘要: Stereospecific generation of α-amino ketones from common acids is difficult to achieve, often employing superstoichiometric alkylating reagents and requiring multiple protecting group manipulations. In contrast, the α-oxoamine synthase protein family performs this transformation stereospecifically in a single step without need for groups. Herein, we detail characterization 8-amino-7-oxononanoate (AONS) domain four-domain polyketide-like SxtA, which natively mediates formation ethyl ketone derivative arginine. The function each four domains elucidated, leading revised proposal initiation saxitoxin biosynthesis, potent neurotoxin. We also demonstrate synthetic potential SxtA AONS, applied synthesis panel novel ketones. 1 Introduction 2 Native Module Activity 3 New Reactions with AONS 4 Conclusions Outlook
thieme-connect.de参考文章(30)
Sylvie Garneau-Tsodikova, Pieter C. Dorrestein, Neil L. Kelleher, Christopher T. Walsh, Protein Assembly Line Components in Prodigiosin Biosynthesis: Characterization of PigA,G,H,I,J Journal of the American Chemical Society. ,vol. 128, pp. 12600- 12601 ,(2006) , 10.1021/JA063611L
Thomas R. Schneider, Eva Gerhardt, Minsu Lee, Po-Huang Liang, Karen S. Anderson, Ilme Schlichting, Loop closure and intersubunit communication in tryptophan synthase. Biochemistry. ,vol. 37, pp. 5394- 5406 ,(1998) , 10.1021/BI9728957
Luis EN Quadri, Paul H Weinreb, Ming Lei, Michiko M Nakano, Peter Zuber, Christopher T Walsh, None, CHARACTERIZATION OF SFP, A BACILLUS SUBTILIS PHOSPHOPANTETHEINYL TRANSFERASE FOR PEPTIDYL CARRIER PROTEIN DOMAINS IN PEPTIDE SYNTHETASES Biochemistry. ,vol. 37, pp. 1585- 1595 ,(1998) , 10.1021/BI9719861
Troco K. Mihali, Wayne W. Carmichael, Brett A. Neilan, A Putative Gene Cluster from a Lyngbya wollei Bloom that Encodes Paralytic Shellfish Toxin Biosynthesis PLoS ONE. ,vol. 6, pp. e14657- ,(2011) , 10.1371/JOURNAL.PONE.0014657
Pierre LeMagueres, Hookang Im, Anna Dvorak, Ulrich Strych, Michael Benedik, Kurt L. Krause, Crystal structure at 1.45 A resolution of alanine racemase from a pathogenic bacterium, Pseudomonas aeruginosa, contains both internal and external aldimine forms. Biochemistry. ,vol. 42, pp. 14752- 14761 ,(2003) , 10.1021/BI030165V
Scott P. Webster, Dmitriy Alexeev, Dominic J. Campopiano, Rory M. Watt, Marina Alexeeva, Lindsay Sawyer, Robert L. Baxter, Mechanism of 8-amino-7-oxononanoate synthase: spectroscopic, kinetic, and crystallographic studies. Biochemistry. ,vol. 39, pp. 516- 528 ,(2000) , 10.1021/BI991620J
Pieter C. Dorrestein, Stefanie B. Bumpus, Christopher T. Calderone, Sylvie Garneau-Tsodikova, Zachary D. Aron, Paul D. Straight, Roberto Kolter, Christopher T. Walsh, Neil L. Kelleher, Facile detection of acyl and peptidyl intermediates on thiotemplate carrier domains via phosphopantetheinyl elimination reactions during tandem mass spectrometry. Biochemistry. ,vol. 45, pp. 12756- 12766 ,(2006) , 10.1021/BI061169D
X. Liu, J. Sheng, R. Curtiss III, Fatty acid production in genetically modified cyanobacteria Proceedings of the National Academy of Sciences of the United States of America. ,vol. 108, pp. 6899- 6904 ,(2011) , 10.1073/PNAS.1103014108
Andrea Schmidt, J Sivaraman, Yunge Li, Robert Larocque, João ARG Barbosa, Christopher Smith, Allan Matte, Joseph D Schrag, Miroslaw Cygler, None, Three-dimensional structure of 2-amino-3-ketobutyrate CoA ligase from Escherichia coli complexed with a PLP-substrate intermediate: inferred reaction mechanism. Biochemistry. ,vol. 40, pp. 5151- 5160 ,(2001) , 10.1021/BI002204Y
Isabel Astner, Jörg O Schulze, Joop van den Heuvel, Dieter Jahn, Wolf-Dieter Schubert, Dirk W Heinz, Crystal structure of 5-aminolevulinate synthase, the first enzyme of heme biosynthesis, and its link to XLSA in humans. The EMBO Journal. ,vol. 24, pp. 3166- 3177 ,(2005) , 10.1038/SJ.EMBOJ.7600792