Identification and characterization of the echinocandin B biosynthetic gene cluster from Emericella rugulosa NRRL 11440.

PubWeight™: 1.00‹?› | Rank: Top 15%

🔗 View Article (PMC 3482383)

Published in J Am Chem Soc on October 01, 2012

Authors

Ralph A Cacho1, Wei Jiang, Yit-Heng Chooi, Christopher T Walsh, Yi Tang

Author Affiliations

1: Department of Chemical and Biomolecular Engineering, University of California, Los Angeles, 420 Westwood Plaza, Los Angeles, California 90095, USA.

Articles citing this

Short pathways to complexity generation: fungal peptidyl alkaloid multicyclic scaffolds from anthranilate building blocks. ACS Chem Biol (2013) 1.08

Recent advances in natural product discovery. Curr Opin Biotechnol (2014) 0.95

Genomics-driven discovery of the pneumocandin biosynthetic gene cluster in the fungus Glarea lozoyensis. BMC Genomics (2013) 0.88

EcdGHK are three tailoring iron oxygenases for amino acid building blocks of the echinocandin scaffold. J Am Chem Soc (2013) 0.85

Next-generation sequencing approach for connecting secondary metabolites to biosynthetic gene clusters in fungi. Front Microbiol (2015) 0.82

Evolution of Chemical Diversity in Echinocandin Lipopeptide Antifungal Metabolites. Eukaryot Cell (2015) 0.81

A genome-wide survey of the secondary metabolite biosynthesis genes in the wheat pathogen Parastagonospora nodorum. Mycology (2014) 0.81

Identification of Middle Chain Fatty Acyl-CoA Ligase Responsible for the Biosynthesis of 2-Alkylmalonyl-CoAs for Polyketide Extender Unit. J Biol Chem (2015) 0.80

Engineering of Glarea lozoyensis for exclusive production of the pneumocandin B0 precursor of the antifungal drug caspofungin acetate. Appl Environ Microbiol (2014) 0.79

Improved pestalotiollide B production by deleting competing polyketide synthase genes in Pestalotiopsis microspora. J Ind Microbiol Biotechnol (2016) 0.77

Aspergillus section Nidulantes (formerly Emericella): Polyphasic taxonomy, chemistry and biology. Stud Mycol (2016) 0.75

Structural basis of nonribosomal peptide macrocyclization in fungi. Nat Chem Biol (2016) 0.75

Biosynthesis of Antibiotic Leucinostatins in Bio-control Fungus Purpureocillium lilacinum and Their Inhibition on Phytophthora Revealed by Genome Mining. PLoS Pathog (2016) 0.75

Echinocandin B biosynthesis: a biosynthetic cluster from Aspergillus nidulans NRRL 8112 and reassembly of the subclusters Ecd and Hty from Aspergillus pachycristatus NRRL 11440 reveals a single coherent gene cluster. BMC Genomics (2016) 0.75

Identification of homophenylalanine biosynthetic genes from the cyanobacterium Nostoc punctiforme PCC73102 and application to its microbial production by Escherichia coli. Appl Environ Microbiol (2013) 0.75

Articles cited by this

De novo assembly of human genomes with massively parallel short read sequencing. Genome Res (2009) 45.91

International study of the prevalence and outcomes of infection in intensive care units. JAMA (2009) 11.57

Sequencing of Aspergillus nidulans and comparative analysis with A. fumigatus and A. oryzae. Nature (2005) 7.74

Modular Peptide Synthetases Involved in Nonribosomal Peptide Synthesis. Chem Rev (1997) 5.89

Impact of treatment strategy on outcomes in patients with candidemia and other forms of invasive candidiasis: a patient-level quantitative review of randomized trials. Clin Infect Dis (2012) 5.83

FeII/alpha-ketoglutarate-dependent hydroxylases and related enzymes. Crit Rev Biochem Mol Biol (2004) 5.61

Biosynthesis of complex polyketides in a metabolically engineered strain of E. coli. Science (2001) 4.24

Fusion PCR and gene targeting in Aspergillus nidulans. Nat Protoc (2006) 4.22

A versatile and efficient gene-targeting system for Aspergillus nidulans. Genetics (2005) 3.68

Synthesis and antifungal activity of novel cationic pneumocandin B(o) derivatives. J Med Chem (1994) 3.52

NRPSpredictor2--a web server for predicting NRPS adenylation domain specificity. Nucleic Acids Res (2011) 3.19

Epidemiology of invasive candidiasis. Curr Opin Crit Care (2010) 2.16

Natural products to drugs: daptomycin and related lipopeptide antibiotics. Nat Prod Rep (2005) 1.85

Peptide bond formation in nonribosomal peptide biosynthesis. Catalytic role of the condensation domain. J Biol Chem (1998) 1.85

Functional dissection of surfactin synthetase initiation module reveals insights into the mechanism of lipoinitiation. Chem Biol (2010) 1.72

Molecular genetic mining of the Aspergillus secondary metabolome: discovery of the emericellamide biosynthetic pathway. Chem Biol (2008) 1.66

4'-phosphopantetheine transfer in primary and secondary metabolism of Bacillus subtilis. J Biol Chem (2001) 1.64

Segregation of random amplified DNA markers in F1 progeny of conifers. Theor Appl Genet (1991) 1.63

Identification of peptaibols from Trichoderma virens and cloning of a peptaibol synthetase. J Biol Chem (2002) 1.47

Two separate gene clusters encode the biosynthetic pathway for the meroterpenoids austinol and dehydroaustinol in Aspergillus nidulans. J Am Chem Soc (2012) 1.42

Fungal indole alkaloid biosynthesis: genetic and biochemical investigation of the tryptoquialanine pathway in Penicillium aethiopicum. J Am Chem Soc (2011) 1.41

Pneumocandins from Zalerion arboricola. I. Discovery and isolation. J Antibiot (Tokyo) (1992) 1.35

Biochemical characterization of peptidyl carrier protein (PCP), the thiolation domain of multifunctional peptide synthetases. Chem Biol (1996) 1.18

Acyltransferase mediated polyketide release from a fungal megasynthase. J Am Chem Soc (2009) 1.18

Cloning, sequencing, and biochemical characterization of the nostocyclopeptide biosynthetic gene cluster: molecular basis for imine macrocyclization. Gene (2004) 1.13

Cryptocandin, a potent antimycotic from the endophytic fungus Cryptosporiopsis cf. quercina. Microbiology (1999) 1.09

Studies on aculeacin. I. Isolation and characterization of aculeacin A. J Antibiot (Tokyo) (1977) 1.09

Anidulafungin compared with fluconazole in severely ill patients with candidemia and other forms of invasive candidiasis: support for the 2009 IDSA treatment guidelines for candidiasis. Crit Care (2011) 1.09

Purification and initial characterization of proline 4-hydroxylase from Streptomyces griseoviridus P8648: a 2-oxoacid, ferrous-dependent dioxygenase involved in etamycin biosynthesis. Biochem J (1996) 1.09

Semisynthetic chemical modification of the antifungal lipopeptide echinocandin B (ECB): structure-activity studies of the lipophilic and geometric parameters of polyarylated acyl analogs of ECB. J Med Chem (1995) 1.08

[Metabolites of microorganisms. 143. Echinocandin B, a novel polypeptide-antibiotic from Aspergillus nidulans var. echinulatus: isolation and structural components]. Helv Chim Acta (1974) 1.06

Cyclization of fungal nonribosomal peptides by a terminal condensation-like domain. Nat Chem Biol (2012) 1.04

Biosynthesis of mustard oil glucosides: 3-benzylmalic acid, a precursor of 2-amino-4-phenylbutyric acid and of gluconasturtiin. Can J Biochem (1968) 1.03

The loading module of mycosubtilin: an adenylation domain with fatty acid selectivity. J Am Chem Soc (2007) 1.02

Synthesis of new analogs of echinocandin B by enzymatic deacylation and chemical reacylation of the echinocandin B peptide: synthesis of the antifungal agent cilofungin (LY121019). J Antibiot (Tokyo) (1989) 1.02

Deacylation of echinocandin B by Actinoplanes utahensis. J Antibiot (Tokyo) (1989) 1.01

Expression profiles of genes encoded by the supernumerary chromosome controlling AM-toxin biosynthesis and pathogenicity in the apple pathotype of Alternaria alternata. Mol Plant Microbe Interact (2007) 1.00

FK463, a novel water-soluble echinocandin lipopeptide: synthesis and antifungal activity. J Antibiot (Tokyo) (1999) 1.00

A fragmented aflatoxin-like gene cluster in the forest pathogen Dothistroma septosporum. Fungal Genet Biol (2007) 0.98

Crystal structure and biochemical studies of the trans-acting polyketide enoyl reductase LovC from lovastatin biosynthesis. Proc Natl Acad Sci U S A (2012) 0.96

Biosynthesis of 4-methylproline in cyanobacteria: cloning of nosE and nosF genes and biochemical characterization of the encoded dehydrogenase and reductase activities. J Org Chem (2003) 0.95

Mulundocandin, a new lipopeptide antibiotic. I. Taxonomy, fermentation, isolation and characterization. J Antibiot (Tokyo) (1987) 0.92

Role of DptE and DptF in the lipidation reaction of daptomycin. FEBS J (2008) 0.88

Conversion of the amino acid sequence gly-pro-pro in protein to gly-pro-hyp by collagen proline hydroxylase. Arch Biochem Biophys (1967) 0.87

Adding the lipo to lipopeptides: do more with less. Chem Biol (2010) 0.85

Two induced fungal polyketide pathways converge into antiproliferative spiroanthrones. Chembiochem (2011) 0.84

Gramicidin S synthetase. Stability of reactive thioester intermediates and formation of 3-amino-2-piperidone. Eur J Biochem (1983) 0.83

Novel proline hydroxylase activities in the pneumocandin-producing fungus Glarea lozoyensis responsible for the formation of trans 3- and trans 4-hydroxyproline. Appl Microbiol Biotechnol (2003) 0.82

Polyphasic characterization of "Aspergillus nidulans var. roseus" ATCC 58397. Folia Microbiol (Praha) (2011) 0.80

Synthesis of the antifungal beta-1,3-glucan synthase inhibitor CANCIDAS (caspofungin acetate) from pneumocandin B0. J Org Chem (2007) 0.80

Pneumocandins from Zalerion arboricola. III. Structure elucidation. J Antibiot (Tokyo) (1992) 0.79

Caspofungin: when and how? The microbiologist's view. Mycoses (2011) 0.79

Anidulafungin: a drug evaluation of a new echinocandin. Expert Opin Pharmacother (2008) 0.77

Total synthesis of echinocandins. II. Total synthesis of echinocandin D via efficient peptide coupling reactions. J Am Chem Soc (1986) 0.76

Articles by these authors

High-throughput DNA methylation profiling using universal bead arrays. Genome Res (2006) 8.05

Assembly-line enzymology for polyketide and nonribosomal Peptide antibiotics: logic, machinery, and mechanisms. Chem Rev (2006) 7.69

Antibiotics for emerging pathogens. Science (2009) 7.39

Ribosomally synthesized and post-translationally modified peptide natural products: overview and recommendations for a universal nomenclature. Nat Prod Rep (2013) 5.38

Genetics and assembly line enzymology of siderophore biosynthesis in bacteria. Microbiol Mol Biol Rev (2002) 5.12

Epidermal growth factor receptor and Ink4a/Arf: convergent mechanisms governing terminal differentiation and transformation along the neural stem cell to astrocyte axis. Cancer Cell (2002) 5.11

Negative regulation of the deacetylase SIRT1 by DBC1. Nature (2008) 4.29

Non-heme Fe(IV)-oxo intermediates. Acc Chem Res (2007) 3.55

PRC1 is a microtubule binding and bundling protein essential to maintain the mitotic spindle midzone. J Cell Biol (2002) 3.51

Highly efficient differentiation of human ES cells and iPS cells into mature pancreatic insulin-producing cells. Cell Res (2009) 3.44

Improved graft mesenchymal stem cell survival in ischemic heart with a hypoxia-regulated heme oxygenase-1 vector. J Am Coll Cardiol (2005) 3.40

Osteogenic activity of the fourteen types of human bone morphogenetic proteins (BMPs). J Bone Joint Surg Am (2003) 3.36

Modulation of Rho GTPase signaling regulates a switch between adipogenesis and myogenesis. Cell (2003) 3.36

Two interconverting Fe(IV) intermediates in aliphatic chlorination by the halogenase CytC3. Nat Chem Biol (2007) 3.33

Mutant LRRK2(R1441G) BAC transgenic mice recapitulate cardinal features of Parkinson's disease. Nat Neurosci (2009) 3.24

Exercise and pharmacological treatment of depressive symptoms in patients with coronary heart disease: results from the UPBEAT (Understanding the Prognostic Benefits of Exercise and Antidepressant Therapy) study. J Am Coll Cardiol (2012) 3.19

Parkin, PINK1, and DJ-1 form a ubiquitin E3 ligase complex promoting unfolded protein degradation. J Clin Invest (2009) 3.17

Generation of induced pluripotent stem cells from adult rhesus monkey fibroblasts. Cell Stem Cell (2008) 3.15

Lysine propionylation and butyrylation are novel post-translational modifications in histones. Mol Cell Proteomics (2007) 3.09

Acetylation of p53 augments its site-specific DNA binding both in vitro and in vivo. Proc Natl Acad Sci U S A (2004) 3.06

Functional analysis of human microtubule-based motor proteins, the kinesins and dyneins, in mitosis/cytokinesis using RNA interference. Mol Biol Cell (2005) 3.04

Increased tissue factor expression on circulating monocytes in chronic HIV infection: relationship to in vivo coagulation and immune activation. Blood (2009) 2.92

Cryptic chlorination by a non-haem iron enzyme during cyclopropyl amino acid biosynthesis. Nature (2005) 2.91

New antibiotics from bacterial natural products. Nat Biotechnol (2006) 2.72

The evolution of gene collectives: How natural selection drives chemical innovation. Proc Natl Acad Sci U S A (2008) 2.71

Safety and efficacy of sertraline for depression in patients with heart failure: results of the SADHART-CHF (Sertraline Against Depression and Heart Disease in Chronic Heart Failure) trial. J Am Coll Cardiol (2010) 2.68

Complete reconstitution of a highly reducing iterative polyketide synthase. Science (2009) 2.68

The pathogen-associated iroA gene cluster mediates bacterial evasion of lipocalin 2. Proc Natl Acad Sci U S A (2006) 2.63

Image-based genome-wide siRNA screen identifies selective autophagy factors. Nature (2011) 2.58

BluB cannibalizes flavin to form the lower ligand of vitamin B12. Nature (2007) 2.53

Crystal structure of the non-haem iron halogenase SyrB2 in syringomycin biosynthesis. Nature (2006) 2.52

Retracted CD4+ T cell autoimmunity to hypocretin/orexin and cross-reactivity to a 2009 H1N1 influenza A epitope in narcolepsy. Sci Transl Med (2013) 2.51

How pathogenic bacteria evade mammalian sabotage in the battle for iron. Nat Chem Biol (2006) 2.45

Near-infrared fluorescent nanoparticles as combined MR/optical imaging probes. Bioconjug Chem (2002) 2.45

Prognosis of patients taking selective serotonin reuptake inhibitors before coronary artery bypass grafting. Am J Cardiol (2006) 2.40

Omega-3 fatty acids prevent inflammation and metabolic disorder through inhibition of NLRP3 inflammasome activation. Immunity (2013) 2.39

Dynamic thiolation-thioesterase structure of a non-ribosomal peptide synthetase. Nature (2008) 2.39

Connective tissue growth factor (CTGF) is regulated by Wnt and bone morphogenetic proteins signaling in osteoblast differentiation of mesenchymal stem cells. J Biol Chem (2004) 2.35

Tembusu virus in ducks, china. Emerg Infect Dis (2011) 2.30

Cell cycle-dependent translocation of PRC1 on the spindle by Kif4 is essential for midzone formation and cytokinesis. Proc Natl Acad Sci U S A (2004) 2.29

Nature's inventory of halogenation catalysts: oxidative strategies predominate. Chem Rev (2006) 2.24

Thirteen posttranslational modifications convert a 14-residue peptide into the antibiotic thiocillin. Proc Natl Acad Sci U S A (2009) 2.22

Facile detection of acyl and peptidyl intermediates on thiotemplate carrier domains via phosphopantetheinyl elimination reactions during tandem mass spectrometry. Biochemistry (2006) 2.22

The identification of bacillaene, the product of the PksX megacomplex in Bacillus subtilis. Proc Natl Acad Sci U S A (2007) 2.22

Short-term BMP-4 treatment initiates mesoderm induction in human embryonic stem cells. Blood (2007) 2.18

CCN1/Cyr61 is regulated by the canonical Wnt signal and plays an important role in Wnt3A-induced osteoblast differentiation of mesenchymal stem cells. Mol Cell Biol (2006) 2.15

SyrB2 in syringomycin E biosynthesis is a nonheme FeII alpha-ketoglutarate- and O2-dependent halogenase. Proc Natl Acad Sci U S A (2005) 2.12

Halogenation strategies in natural product biosynthesis. Chem Biol (2008) 2.08

Efficacy of platelet-rich plasma combined with allograft bone in the management of displaced intra-articular calcaneal fractures: a prospective cohort study. J Orthop Res (2012) 2.04

Selective translocation of intracellular Smoothened to the primary cilium in response to Hedgehog pathway modulation. Proc Natl Acad Sci U S A (2009) 2.04

Genetically encoded short peptide tag for versatile protein labeling by Sfp phosphopantetheinyl transferase. Proc Natl Acad Sci U S A (2005) 2.03

Vancomycin assembly: nature's way. Angew Chem Int Ed Engl (2003) 1.99

MiRNA-miRNA synergistic network: construction via co-regulating functional modules and disease miRNA topological features. Nucleic Acids Res (2010) 1.94

Genetically encoded short peptide tags for orthogonal protein labeling by Sfp and AcpS phosphopantetheinyl transferases. ACS Chem Biol (2007) 1.94

A novel intracellular protein delivery platform based on single-protein nanocapsules. Nat Nanotechnol (2009) 1.94

The unfolded protein response modulates disease severity in Pelizaeus-Merzbacher disease. Neuron (2002) 1.91

Incorporation of glucose analogs by GtfE and GtfD from the vancomycin biosynthetic pathway to generate variant glycopeptides. Chem Biol (2002) 1.90

A singular enzymatic megacomplex from Bacillus subtilis. Proc Natl Acad Sci U S A (2006) 1.89

Phosphorylation of Tip60 by GSK-3 determines the induction of PUMA and apoptosis by p53. Mol Cell (2011) 1.87

A comprehensive analysis of the dual roles of BMPs in regulating adipogenic and osteogenic differentiation of mesenchymal progenitor cells. Stem Cells Dev (2009) 1.87

Labeling proteins with small molecules by site-specific posttranslational modification. J Am Chem Soc (2004) 1.84

The 15-lipoxygenase-1 product 13-S-hydroxyoctadecadienoic acid down-regulates PPAR-delta to induce apoptosis in colorectal cancer cells. Proc Natl Acad Sci U S A (2003) 1.84

Toll-like receptor ligands induce human T cell activation and death, a model for HIV pathogenesis. PLoS One (2008) 1.83

The structure of VibH represents nonribosomal peptide synthetase condensation, cyclization and epimerization domains. Nat Struct Biol (2002) 1.82

Robust in vitro activity of RebF and RebH, a two-component reductase/halogenase, generating 7-chlorotryptophan during rebeccamycin biosynthesis. Proc Natl Acad Sci U S A (2005) 1.82

An orthotopic model of human osteosarcoma growth and spontaneous pulmonary metastasis. Clin Exp Metastasis (2005) 1.82

Site-specific protein labeling by Sfp phosphopantetheinyl transferase. Nat Protoc (2006) 1.82

Convergence of isoprene and polyketide biosynthetic machinery: isoprenyl-S-carrier proteins in the pksX pathway of Bacillus subtilis. Proc Natl Acad Sci U S A (2006) 1.80

Cellular microRNAs inhibit replication of the H1N1 influenza A virus in infected cells. J Virol (2010) 1.80

Yersiniabactin synthetase: a four-protein assembly line producing the nonribosomal peptide/polyketide hybrid siderophore of Yersinia pestis. Chem Biol (2002) 1.75

A transglutaminase homologue as a condensation catalyst in antibiotic assembly lines. Nature (2007) 1.74

Spatiotemporal control of spindle midzone formation by PRC1 in human cells. Proc Natl Acad Sci U S A (2006) 1.73

Wnt/beta-catenin signaling pathway as a novel cancer drug target. Curr Cancer Drug Targets (2004) 1.72

A cryptographic approach to securely share and query genomic sequences. IEEE Trans Inf Technol Biomed (2008) 1.71

Inhibitor of DNA binding/differentiation helix-loop-helix proteins mediate bone morphogenetic protein-induced osteoblast differentiation of mesenchymal stem cells. J Biol Chem (2004) 1.71

Tgf-Beta signaling in development. Sci STKE (2007) 1.70

Chlorination by a long-lived intermediate in the mechanism of flavin-dependent halogenases. Biochemistry (2007) 1.69

Substrate-triggered formation and remarkable stability of the C-H bond-cleaving chloroferryl intermediate in the aliphatic halogenase, SyrB2. Biochemistry (2009) 1.69

Terrequinone A biosynthesis through L-tryptophan oxidation, dimerization and bisprenylation. Nat Chem Biol (2007) 1.68

Structural basis for the selectivity of the external thioesterase of the surfactin synthetase. Nature (2008) 1.66

Genetic variants in STAT4 and HLA-DQ genes confer risk of hepatitis B virus-related hepatocellular carcinoma. Nat Genet (2012) 1.64

High-cost imaging in elderly patients with stage IV cancer. J Natl Cancer Inst (2012) 1.63

Mass spectrometric interrogation of thioester-bound intermediates in the initial stages of epothilone biosynthesis. Chem Biol (2004) 1.61

Defective N-acetylaspartate catabolism reduces brain acetate levels and myelin lipid synthesis in Canavan's disease. Proc Natl Acad Sci U S A (2005) 1.60

Notch activates cell cycle reentry and progression in quiescent cardiomyocytes. J Cell Biol (2008) 1.59

The genetic and molecular basis for sunscreen biosynthesis in cyanobacteria. Science (2010) 1.59

Insulin-like growth factor 2 (IGF-2) potentiates BMP-9-induced osteogenic differentiation and bone formation. J Bone Miner Res (2010) 1.58

Dichlorination of a pyrrolyl-S-carrier protein by FADH2-dependent halogenase PltA during pyoluteorin biosynthesis. Proc Natl Acad Sci U S A (2005) 1.58

Decreased expression of CD36 in circumvallate taste buds of high-fat diet induced obese rats. Acta Histochem (2010) 1.58

Assembling the glycopeptide antibiotic scaffold: The biosynthesis of A47934 from Streptomyces toyocaensis NRRL15009. Proc Natl Acad Sci U S A (2002) 1.57

Total biosynthesis: in vitro reconstitution of polyketide and nonribosomal peptide pathways. Nat Prod Rep (2008) 1.56

An unusual role for a mobile flavin in StaC-like indolocarbazole biosynthetic enzymes. Chem Biol (2012) 1.56

Enzymatic synthesis of aromatic polyketides using PKS4 from Gibberella fujikuroi. J Am Chem Soc (2007) 1.55

Functional CT for quantifying tumor perfusion in antiangiogenic therapy in a rat model. Radiology (2005) 1.55

Codon randomization for rapid exploration of chemical space in thiopeptide antibiotic variants. Chem Biol (2012) 1.55

BMP-9-induced osteogenic differentiation of mesenchymal progenitors requires functional canonical Wnt/beta-catenin signalling. J Cell Mol Med (2008) 1.54

A polyketide macrolactone synthase from the filamentous fungus Gibberella zeae. Proc Natl Acad Sci U S A (2008) 1.54

Osteogenic BMPs promote tumor growth of human osteosarcomas that harbor differentiation defects. Lab Invest (2008) 1.54

Halogenation of unactivated carbon centers in natural product biosynthesis: trichlorination of leucine during barbamide biosynthesis. J Am Chem Soc (2006) 1.53