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Data Science-Driven Analysis of Substrate-Permissive Diketopiperazine Reverse Prenyltransferase NotF

Journal Article · · J. Am. Chem. Soc.
DOI:https://doi.org/10.1021/jacs.2c06631· OSTI ID:1901248
Research Organization:
Advanced Photon Source (APS), Argonne National Laboratory (ANL), Argonne, IL (US)
Sponsoring Organization:
DOE - Office Of Science; NIH; NSF
OSTI ID:
1901248
Journal Information:
J. Am. Chem. Soc., Journal Name: J. Am. Chem. Soc. Journal Issue: (42) Vol. 144
Country of Publication:
United States
Language:
ENGLISH

References (73)

Isolation of Talathermophilins from the Thermophilic Fungus Talaromyces thermophilus YM3-4 journal October 2011
Evolution of aromatic prenyltransferases in the biosynthesis of indole derivatives journal October 2009
Roquefortine E, a Diketopiperazine from an Australian Isolate of Gymnoascus reessii journal October 2005
Multidimensional steric parameters in the analysis of asymmetric catalytic reactions journal March 2012
Concise syntheses of the 1,7-dihydropyrano[2,3-g]indole ring system of the stephacidins, aspergamides and norgeamides journal December 2005
Notoamides A–D: Prenylated Indole Alkaloids Isolated from a Marine-Derived Fungus,Aspergillus sp. journal March 2007
Novel Procedure for Modeling Ligand/Receptor Induced Fit Effects journal January 2006
A New Prenylated Indole Diketopiperazine Alkaloid from Eurotium cristatum journal November 2014
Evolutionary Relationships of Microbial Aromatic Prenyltransferases journal November 2011
Multisite Prenylation of 4-Substituted Tryptophans by Dimethylallyltryptophan Synthase journal January 2013
Total Synthesis of Gypsetin, Deoxybrevianamide E, Brevianamide E, and Tryprostatin B:  Novel Constructions of 2,3-Disubstituted Indoles journal December 1999
Shornephine A: Structure, Chemical Stability, and P-Glycoprotein Inhibitory Properties of a Rare Diketomorpholine from an Australian Marine-Derived Aspergillus sp. journal September 2014
Biomimetic Total Synthesis of Malbrancheamide and Malbrancheamide B journal March 2008
Biosynthesis and Structure–Activity Relationship Studies of Okaramines That Target Insect Glutamate-Gated Chloride Channels journal January 2018
Three Novel, Structurally Unique Spirocyclic Alkaloids from the Halotolerant B-17 Fungal Strain ofAspergillus variecolor journal December 2007
The structure of dimethylallyl tryptophan synthase reveals a common architecture of aromatic prenyltransferases in fungi and bacteria journal August 2009
Predictive and mechanistic multivariate linear regression models for reaction development journal January 2018
(±)-Uncarilins A and B, Dimeric Isoechinulin-Type Alkaloids from Uncaria rhynchophylla journal February 2017
Bio-mining the microbial treasures of the ocean: New natural products journal September 2011
Monoisoprenylated cyclo-L-alanyl-L-tryptophanyl. Biosynthetic precursor of echinulin journal April 1973
Mechanism of Dimethylallyltryptophan Synthase: Evidence for a Dimethylallyl Cation Intermediate in an Aromatic Prenyltransferase Reaction journal September 2009
Applications of dimethylallyltryptophan synthases and other indole prenyltransferases for structural modification of natural products journal July 2009
Distinct mechanisms for spiro-carbon formation reveal biosynthetic pathway crosstalk journal October 2013
New Diketopiperazine Alkaloids from Penicillium fellutanum journal March 2000
Identification of a brevianamide F reverse prenyltransferase BrePT from Aspergillus versicolor with a broad substrate specificity towards tryptophan-containing cyclic dipeptides journal June 2012
Reinvestigation of the substrate specificity of a reverse prenyltransferase NotF from Aspergillus sp. MF297-2 journal March 2020
Comparative analysis of the biosynthetic systems for fungal bicyclo[2.2.2]diazaoctane indole alkaloids: the (+)/(−)-notoamide, paraherquamide and malbrancheamide pathways journal January 2012
Enzymatic studies on aromatic prenyltransferases journal March 2020
Bioorthogonal Click Chemistry: Covalent Labeling in Living Systems journal December 2007
Molecular Basis of Iterative C–H Oxidation by TamI, a Multifunctional P450 Monooxygenase from the Tirandamycin Biosynthetic Pathway journal November 2020
Catalytic Mechanism of Stereospecific Formation of cis-Configured Prenylated Pyrroloindoline Diketopiperazines by Indole Prenyltransferases journal December 2013
Discovery and Biocatalytic Application of a PLP-Dependent Amino Acid γ-Substitution Enzyme That Catalyzes C–C Bond Formation journal May 2020
Bioinspired Indole Prenylation Reactions in Water journal August 2017
Fungal-derived brevianamide assembly by a stereoselective semipinacolase journal May 2020
Concise, biomimetic total synthesis of d,l-marcfortine C journal July 2007
Reversal of anticancer multidrug resistance by the ardeemins journal July 1998
Biosynthesis of Complex Indole Alkaloids: Elucidation of the Concise Pathway of Okaramines journal July 2017
5-N-Acetylardeemin, a novel heterocyclic compound which reverses multiple drug resistance in tumor cells. II. Isolation and elucidation of the structure of 5-N-acetylardeemin and two congeners. journal January 1993
Molecular insights into the enzyme promiscuity of an aromatic prenyltransferase journal December 2016
Molecular Basis for Spirocycle Formation in the Paraherquamide Biosynthetic Pathway journal January 2020
Isolation and structure (X-ray analysis) of marcfortine A, a new alkaloid from Penicillium roqueforti journal January 1980
Prenylation of Aromatic Secondary Metabolites: A New Frontier for Development of Novel Drugs journal February 2014
Machine Learning in Enzyme Engineering journal December 2019
Predicting the Substrate Scope of the Flavin‐Dependent Halogenase BrvH journal August 2020
An Artificial Pathway for Isoprenoid Biosynthesis Decoupled from Native Hemiterpene Metabolism journal January 2019
A Mild and General Larock Indolization Protocol for the Preparation of Unnatural Tryptophans journal September 2016
Austamide, a new toxic metabolite from journal January 1971
Structural basis for the promiscuous biosynthetic prenylation of aromatic natural products journal June 2005
Prenyltransferases as key enzymes in primary and secondary metabolism journal July 2015
Lewis Acid Catalyzed Displacement of Trichloroacetimidates in the Synthesis of Functionalized Pyrroloindolines journal August 2016
Indole diketopiperazine alkaloids from the deep-sea-derived fungus Aspergillus sp. FS445 journal May 2021
Eurotiumins A–E, Five New Alkaloids from the Marine-Derived Fungus Eurotium sp. SCSIO F452 journal April 2018
Total synthesis of (−)-penicimutanin a and related congeners journal January 2020
Inversion of Extender Unit Selectivity in the Erythromycin Polyketide Synthase by Acyltransferase Domain Engineering journal November 2016
Enzyme evolution in fungal indole alkaloid biosynthesis journal April 2020
Purification and properties of dimethylallylpyrophosphate: Tryptophan dimethylallyl transferase, the first enzyme of ergot alkaloid biosynthesis in Claviceps. sp. SD 58 journal November 1976
Function and Structure of MalA/MalA′, Iterative Halogenases for Late-Stage C–H Functionalization of Indole Alkaloids journal August 2017
Computational-Based Mechanistic Study and Engineering of Cytochrome P450 MycG for Selective Oxidation of 16-Membered Macrolide Antibiotics journal October 2020
Structure and Function of NzeB, a Versatile C–C and C–N Bond-Forming Diketopiperazine Dimerase journal August 2020
The ABBA family of aromatic prenyltransferases: broadening natural product diversity journal February 2008
Flavin‐Dependent Monooxygenases NotI and NotI′ Mediate Spiro‐Oxindole Formation in Biosynthesis of the Notoamides journal May 2020
Prenylated indole derivatives from fungi: structure diversity, biological activities, biosynthesis and chemoenzymatic synthesis journal January 2010
Genome-Based Characterization of Two Prenylation Steps in the Assembly of the Stephacidin and Notoamide Anticancer Agents in a Marine-Derived Aspergillus sp. journal September 2010
Stereoselective Synthesis of Brevianamide E journal November 2011
Structure and Catalytic Mechanism of a Cyclic Dipeptide Prenyltransferase with Broad Substrate Promiscuity journal September 2012
Pursuit of Noncovalent Interactions for Strategic Site-Selective Catalysis journal March 2017
Quantitative Analysis of Substrate Specificity of Haloalkane Dehalogenase LinB from Sphingomonas paucimobilis UT26 journal February 2005
Tyrosine O -Prenyltransferase SirD Catalyzes S -, C -, and N -Prenylations on Tyrosine and Tryptophan Derivatives journal October 2013
Fungal indole alkaloid biogenesis through evolution of a bifunctional reductase/Diels–Alderase journal September 2019
Use of an Induced Fit Receptor Structure in Virtual Screening journal January 2006
Structure, Bioactivity and Synthesis of Natural Products with Hexahydropyrrolo[2,3-b]indole journal January 2011
A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective “Ligation” of Azides and Terminal Alkynes journal July 2002
Structure−Function Analysis of an Enzymatic Prenyl Transfer Reaction Identifies a Reaction Chamber with Modifiable Specificity journal November 2010

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