Terpenoid Biosynthesis Off the Beaten Track: Unconventional Cyclases and Their Impact on Biomimetic Synthesis

One-Pot Enzymatic Synthesis of Merochlorin A and B

(2014) Robin Teufel et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Bioinspired Total Synthesis of Sespenine

(2014) Yu Sun et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A Multitasking Vanadium-Dependent Chloroperoxidase as an Inspiration for the Chemical Synthesis of the Merochlorins

(2014) Stefan Diethelm et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Gold(I) as an Artificial Cyclase: Short Stereodivergent Syntheses of (−)-Epiglobulol and (−)-4β,7α- and (−)-4α,7α-Aromadendranediols

(2014) Javier Carreras et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Selective Bromocyclization of 2-Geranylphenols Promoted by Phosphite-Urea Cooperative Catalysts

(2014) Yasuhiro Sawamura et al.   CHIRALITY

Diastereoselective Pt Catalyzed Cycloisomerization of Polyenes to Polycycles

(2014) Michael J. Geier et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Cyclolavandulyl Skeleton Biosynthesis via Both Condensation and Cyclization Catalyzed by an Unprecedented Member of the cis-Isoprenyl Diphosphate Synthase Superfamily

(2014) Taro Ozaki et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A Methyltransferase Initiates Terpene Cyclization in Teleocidin B Biosynthesis

(2014) Takayoshi Awakawa et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Total synthesis and isolation of citrinalin and cyclopiamine congeners

(2014) Eduardo V. Mercado-Marin et al.   NATURE

Biosynthesis of Ambiguine Indole Alkaloids in Cyanobacterium Fischerella ambigua

(2013) Matthew L. Hillwig et al.   ACS Chemical Biology

Asymmetric Electrophilic Fluorocyclization with Carbon Nucleophiles

(2013) Jamie R. Wolstenhulme et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Total Synthesis of (+)-Asperolide C by Iridium-Catalyzed Enantioselective Polyene Cyclization

(2013) Oliver F. Jeker et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Regiodivergent NC and NN Aryl Coupling Reactions of Indoloterpenes and Cycloether Formation Mediated by a Single Bacterial Flavoenzyme

(2013) Martin Baunach et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Identification of Novel Sesterterpene/Triterpene Synthase fromBacillus clausii

(2013) Tsutomu Sato et al.   CHEMBIOCHEM

Catalytic C–C Bond-Forming Multi-Component Cascade or Domino Reactions: Pushing the Boundaries of Complexity in Asymmetric Organocatalysis

(2013) Chandra M. R. Volla et al.   CHEMICAL REVIEWS

Contemporary Carbocation Chemistry: Applications in Organic Synthesis

(2013) Rajasekhar Reddy Naredla et al.   CHEMICAL REVIEWS

An Enantiospecific Polyene Cyclization Initiated by an Enantiomerically Pure Bromonium Ion

(2013) D. Christopher Braddock et al.   CHIRALITY

Stereoselective Bromofunctionalization of Alkenes

(2013) Chong Kiat Tan et al.   CHIRALITY

The Fumagillin Biosynthetic Gene Cluster in Aspergillus fumigatus Encodes a Cryptic Terpene Cyclase Involved in the Formation of β-trans-Bergamotene

(2013) Hsiao-Ching Lin et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Catalytic Enantioselective Cyclization and C3-Fluorination of Polyenes

(2013) Nikki A. Cochrane et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Cyclization of Squalene from Both Termini: Identification of an Onoceroid Synthase and Enzymatic Synthesis of Ambrein

(2013) Daijiro Ueda et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A Cytochrome P450 Serves as an Unexpected Terpene Cyclase during Fungal Meroterpenoid Biosynthesis

(2013) Yit-Heng Chooi et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Reconstitution of Biosynthetic Machinery for Indole-Diterpene Paxilline in Aspergillus oryzae

(2013) Koichi Tagami et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Intramolecular Vinyl Quinone Diels–Alder Reactions: Asymmetric Entry to the Cordiachrome Core and Synthesis of (−)-Isoglaziovianol

(2013) Florian Löbermann et al.   ORGANIC LETTERS

Reconstituted biosynthesis of fungal meroterpenoid andrastin A

(2013) Yudai Matsuda et al.   TETRAHEDRON

Bacterial Synthesis of Diverse Indole Terpene Alkaloids by an Unparalleled Cyclization Sequence

(2012) Zhongli Xu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Catalytic, Asymmetric Halofunctionalization of Alkenes-A Critical Perspective

(2012) Scott E. Denmark et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Terretonin Biosynthesis Requires Methylation as Essential Step for Cyclization

(2012) Yudai Matsuda et al.   CHEMBIOCHEM

2,5-Diketopiperazines: Synthesis, Reactions, Medicinal Chemistry, and Bioactive Natural Products

(2012) Alan D. Borthwick   CHEMICAL REVIEWS

Structure and Function of ∆1-Tetrahydrocannabinolic Acid (THCA) Synthase, the Enzyme Controlling the Psychoactivity of Cannabis sativa

(2012) Yoshinari Shoyama et al.   JOURNAL OF MOLECULAR BIOLOGY

Merochlorins A–D, Cyclic Meroterpenoid Antibiotics Biosynthesized in Divergent Pathways with Vanadium-Dependent Chloroperoxidases

(2012) Leonard Kaysser et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Identification and Characterization of Xiamycin A and Oxiamycin Gene Cluster Reveals an Oxidative Cyclization Strategy Tailoring Indolosesquiterpene Biosynthesis

(2012) Huixian Li et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Terpenoid synthase structures: a so far incomplete view of complex catalysis

(2012) Yang Gao et al.   NATURAL PRODUCT REPORTS

Another aspect of nature's ingenuity

(2012) Joe Chappell   NATURE

An alternative route to cyclic terpenes by reductive cyclization in iridoid biosynthesis

(2012) Fernando Geu-Flores et al.   NATURE

Synthesis of highly strained terpenes by non-stop tail-to-head polycyclization

(2012) Sergey V. Pronin et al.   Nature Chemistry

Squalene-Hopene Cyclases

(2011) Gabriele Siedenburg et al.   APPLIED AND ENVIRONMENTAL MICROBIOLOGY

Bioinspired terpene synthesis: a radical approach

(2011) José Justicia et al.   CHEMICAL SOCIETY REVIEWS

Bifunctional Triterpene/Sesquarterpene Cyclase: Tetraprenyl-β-curcumene Cyclase Is Also Squalene Cyclase in Bacillus megaterium

(2011) Tsutomu Sato et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Sesquarterpenes (C35Terpenes) Biosynthesized via the Cyclization of a Linear C35Isoprenoid by a Tetraprenyl-β-curcumene Synthase and a Tetraprenyl-β-curcumene Cyclase: Identification of a New Terpene Cyclase

(2011) Tsutomu Sato et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Biochemical Characterization of NotB as an FAD-Dependent Oxidase in the Biosynthesis of Notoamide Indole Alkaloids

(2011) Shengying Li et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A Stereoselective Vanadium-Dependent Chloroperoxidase in Bacterial Antibiotic Biosynthesis

(2011) Peter Bernhardt et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A family of multicyclic indolosesquiterpenes from a bacterial endophyte

(2011) Ling Ding et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Biomimetic Synthesis of (−)-Pycnanthuquinone C through the Diels-Alder Reaction of a Vinyl Quinone

(2010) Florian Löbermann et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Xiamycin, a pentacyclic indolosesquiterpene with selective anti-HIV activity from a bacterial mangrove endophyte

(2010) Ling Ding et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Simple Reagents for Direct Halonium-Induced Polyene Cyclizations

(2010) Scott A. Snyder et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Not just passing through

(2010) Jason M. Crawford et al.   Nature Chemistry

Reconstitution of a fungal meroterpenoid biosynthesis reveals the involvement of a novel family of terpene cyclases

(2010) Takayuki Itoh et al.   Nature Chemistry

A-D-A-D-A-Type Oligothiophenes for Vacuum-Deposited Organic Solar Cells

(2010) Simon Steinberger et al.   ORGANIC LETTERS

Trinuclear metal clusters in catalysis by terpenoid synthases

(2010) Julie A. Aaron et al.   PURE AND APPLIED CHEMISTRY

Exploring the Chemistry and Biology of Vanadium-dependent Haloperoxidases

(2009) Jaclyn M. Winter et al.   JOURNAL OF BIOLOGICAL CHEMISTRY

Mechanistic considerations of halogenating enzymes

(2009) Alison Butler et al.   NATURE

A Novel Pathway for Sesquiterpene Biosynthesis from Z,Z-Farnesyl Pyrophosphate in the Wild Tomato Solanum habrochaites

(2009) C. Sallaud et al.   PLANT CELL

Unearthing the roots of the terpenome

(2008) David W Christianson   CURRENT OPINION IN CHEMICAL BIOLOGY

Increasing Complexity of a Diterpene Synthase Reaction with a Single Residue Switch

(2008) Dana Morrone et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Chemical wizardry? The generation of diversity in terpenoid biosynthesis

(2008) Rudolf K. Allemann   PURE AND APPLIED CHEMISTRY

The genetic basis for indole-diterpene chemical diversity in filamentous fungi

(2007) Sanjay Saikia et al.