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Enzymatic assembly of the salinosporamide γ-lactam-β-lactone anticancer warhead

Journal Article · · Nature Chemical Biology

Not provided.

Research Organization:
Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States). Advanced Light Source (ALS)
Sponsoring Organization:
USDOE
DOE Contract Number:
AC02-05CH11231
OSTI ID:
1982158
Journal Information:
Nature Chemical Biology, Vol. 18, Issue 5; ISSN 1552-4450
Publisher:
Nature Publishing Group
Country of Publication:
United States
Language:
English

References (56)

EORTC 1709/CCTG CE.8: A phase III trial of marizomib in combination with temozolomide-based radiochemotherapy versus temozolomide-based radiochemotherapy alone in patients with newly diagnosed glioblastoma. journal May 2021
Salinosporamide A: A Highly Cytotoxic Proteasome Inhibitor from a Novel Microbial Source, a Marine Bacterium of the New Genus Salinospora journal January 2003
New Cytotoxic Salinosporamides from the Marine Actinomycete Salinispora tropica journal July 2005
Structure−Activity Relationship Studies of Salinosporamide A (NPI-0052), a Novel Marine Derived Proteasome Inhibitor journal May 2005
Engineered Biosynthesis of Antiprotealide and Other Unnatural Salinosporamide Proteasome Inhibitors journal May 2008
Function-Oriented Biosynthesis of β-Lactone Proteasome Inhibitors in Salinispora tropica journal September 2009
Crystal Structures of Salinosporamide A (NPI-0052) and B (NPI-0047) in Complex with the 20S Proteasome Reveal Important Consequences of β-Lactone Ring Opening and a Mechanism for Irreversible Binding journal April 2006
Biosynthetic Convergence of Salinosporamides A and B in the Marine Actinomycete Salinispora tropica journal February 2007
Biosynthesis of the salinosporamide A polyketide synthase substrate chloroethylmalonyl-coenzyme A from S-adenosyl-L-methionine journal July 2009
Prephenate Decarboxylases: A New Prephenate-Utilizing Enzyme Family That Performs Nonaromatizing Decarboxylation en Route to Diverse Secondary Metabolites journal October 2010
Concise Total Synthesis of (±)-Salinosporamide A, (±)-Cinnabaramide A, and Derivatives via a Bis-cyclization Process:  Implications for a Biosynthetic Pathway? journal May 2007
Bioinspired Total Synthesis and Human Proteasome Inhibitory Activity of (−)-Salinosporamide A, (−)-Homosalinosporamide A, and Derivatives Obtained via Organonucleophile Promoted Bis-cyclizations journal November 2010
Assembly-Line Enzymology for Polyketide and Nonribosomal Peptide Antibiotics:  Logic, Machinery, and Mechanisms journal August 2006
β-Lactone formation during product release from a nonribosomal peptide synthetase journal May 2017
Salinosporamide Natural Products: Potent 20 S Proteasome Inhibitors as Promising Cancer Chemotherapeutics journal October 2010
Cyclization of fungal nonribosomal peptides by a terminal condensation-like domain journal August 2012
A Hydrolase‐Catalyzed Cyclization Forms the Fused Bicyclic β‐Lactone in Vibralactone journal March 2020
β-Lactam formation by a non-ribosomal peptide synthetase during antibiotic biosynthesis journal January 2015
Unique features of the ketosynthase domain in a nonribosomal peptide synthetase–polyketide synthase hybrid enzyme, tenuazonic acid synthetase 1 journal August 2020
Biosynthesis of the mycotoxin tenuazonic acid by a fungal NRPS–PKS hybrid enzyme journal October 2015
Biosynthetic strategies for tetramic acid formation journal January 2021
Mining the Cinnabaramide Biosynthetic Pathway to Generate Novel Proteasome Inhibitors journal March 2011
Basic local alignment search tool journal October 1990
The Natural Product Domain Seeker NaPDoS: A Phylogeny Based Bioinformatic Tool to Classify Secondary Metabolite Gene Diversity journal March 2012
Roles of Conserved Active Site Residues in the Ketosynthase Domain of an Assembly Line Polyketide Synthase journal August 2016
Biosynthesis of polyketides by trans-AT polyketide synthases journal January 2016
A dual transacylation mechanism for polyketide synthase chain release in enacyloxin antibiotic biosynthesis journal September 2019
Structural Basis for Cyclization Specificity of Two Azotobacter Type III Polyketide Synthases journal November 2013
Epothilone C Macrolactonization and Hydrolysis Are Catalyzed by the Isolated Thioesterase Domain of Epothilone Polyketide Synthase journal February 2003
Salinosporamides D−J from the Marine Actinomycete Salinispora tropica, Bromosalinosporamide, and Thioester Derivatives Are Potent Inhibitors of the 20S Proteasome journal January 2007
Antiprotealide Is a Natural Product journal January 2009
Enantioselective Total Synthesis of (−)-Salinosporamide A (NPI-0052) journal May 2007
Chemoenzymatic Synthesis of Acyl Coenzyme A Substrates Enables in Situ Labeling of Small Molecules and Proteins journal September 2015
Facile Detection of Acyl and Peptidyl Intermediates on Thiotemplate Carrier Domains via Phosphopantetheinyl Elimination Reactions during Tandem Mass Spectrometry journal October 2006
Structure and Mechanism of the 6-Deoxyerythronolide B Synthase journal June 2007
A Mechanistic and Kinetic Study of the β-Lactone Hydrolysis of Salinosporamide A (NPI-0052), A Novel Proteasome Inhibitor journal August 2007
Stabilization Effect of Resin on the Production of Potent Proteasome Inhibitor NPI-0052 During Submerged Fermentation of Salinispora tropica journal July 2007
Structure of a modular polyketide synthase journal June 2014
Using Dali for Protein Structure Comparison book January 2020
Structural and Mechanistic Analysis of Protein Interactions in Module 3 of the 6-Deoxyerythronolide B Synthase journal August 2007
Structural and evolutionary relationships of “AT-less” type I polyketide synthase ketosynthases journal September 2015
A Close Look at a Ketosynthase from a Trans-Acyltransferase Modular Polyketide Synthase journal March 2014
The 1.8 Å crystal structure and active-site architecture of β-ketoacyl-acyl carrier protein synthase III (FabH) from Escherichia coli journal February 2000
The Proteasome in Modern Drug Discovery: Second Life of a Highly Valuable Drug Target journal August 2017
Antileukemic Activity and Mechanism of Drug Resistance to the Marine Salinispora tropica Proteasome Inhibitor Salinosporamide A (Marizomib) journal April 2014
Identification of a Thioesterase Bottleneck in the Pikromycin Pathway through Full-Module Processing of Unnatural Pentaketides journal September 2017
β-Lactone Synthetase Found in the Olefin Biosynthesis Pathway journal January 2017
cblaster: a remote search tool for rapid identification and visualization of homologous gene clusters journal June 2021
clinker & clustermap.js: automatic generation of gene cluster comparison figures journal January 2021
High efficiency intergeneric conjugal transfer of plasmid DNA from Escherichia coli to methyl DNA-restricting streptomycetes journal October 1997
XDS journal January 2010
Phaser crystallographic software journal July 2007
The 2.7-A crystal structure of a 194-kDa homodimeric fragment of the 6-deoxyerythronolide B synthase journal July 2006
I-TASSER: a unified platform for automated protein structure and function prediction journal March 2010
PHENIX: a comprehensive Python-based system for macromolecular structure solution journal January 2010
Coot model-building tools for molecular graphics journal November 2004