Article
Chemistry, Multidisciplinary
Yaojie Gao, Yuchun Zhao, Jie Zhou, Maohua Yang, Lin Lin, Wenning Wang, Meifeng Tao, Zixin Deng, Ming Jiang
Summary: The study investigated the biosynthetic pathway of type II polyketide murayaquinone, focusing on the role of MrqM in the second polyketide ring cyclization. Results from gene deletion experiments and structural elucidation of intermediates showed that MrqM is essential for the proper biosynthesis of murayaquinone. Additionally, it was suggested that MrqD, previously thought to be involved in ring cyclization, might actually play a different role in the chain releasing step of murayaquinone biosynthesis.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Matteo Faltracco, Said Ortega-Rosales, Elwin Janssen, Razvan C. Cioc, Christophe M. L. Vande Velde, Eelco Ruijter
Summary: The unexpected discovery in a seemingly trivial reaction led to the selective formation of a new carbazole product. This reaction, by carefully varying substituents, revealed a complex cascade mechanism with at least 10 elementary steps that could be directed towards different carbazole derivatives.
Article
Chemistry, Multidisciplinary
Ivan E. Romero, Al Postigo, Sergio M. Bonesi
Summary: This review focuses on the synthesis of carbazole derivatives using various methods, such as direct irradiation, photosensitization, photoredox, electrochemical, and thermal cyclization reactions. The methods described in this review enable efficient formation of new C-C and C-heteroatom bonds under mild conditions and allow for broad substrate diversity and functional group tolerance.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Organic
Eisuke Sato, Ayaka Yukiue, Koichi Mitsudo, Seiji Suga
Summary: Anodic oxidation was used to achieve the aromatization of 1,2,3,4-tetrahydrocarbazoles. Nitrogen-protected tetrahydrocarbazoles were converted to carbazoles with the use of bromide as a mediator. The presence of AcOH and the inexpensive bromide source LiBr allowed for efficient transformation.
Article
Chemistry, Multidisciplinary
Andrew J. J. Devine, Alice E. E. Parnell, Catherine R. R. Back, Nicholas R. R. Lees, Samuel T. T. Johns, Ainul Z. Z. Zulkepli, Rob Barringer, Katja Zorn, James E. M. Stach, Matthew P. P. Crump, Martin A. A. Hayes, Marc W. W. van der Kamp, Paul R. R. Race, Christine L. L. Willis
Summary: This study reveals the key epoxidation reaction in the synthesis of Abyssomicin C and the structure of the enzyme AbyV involved in this reaction. The combination of selective carbon-13 labeling with NMR spectroscopy proves to be an important tool in studying enzyme-catalyzed reactions in vitro.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Zhidong Jiang, Jianhui Zhou, Haoran Zhu, Hong Liu, Yu Zhou
Summary: A novel Rh(III)-catalyzed C-H activation/annulation cascade of indole-enaminones with diazo compounds was reported, generating diversely functionalized carbazole frameworks with good to excellent yields. The most notable feature is the formation of a novel [5 + 1] cyclization product, accompanied by the complete removal of acetyl and N,N-dimethyl groups from the substrates, rather than the expected [4 + 2] cyclization products.
Review
Pharmacology & Pharmacy
Babita Madan, David M. Virshup, W. David J. Nes, David Leaver
Summary: Cholesterol biosynthesis plays a vital role in human metabolism and its deregulation can impact cancer cell viability. The amphipathic property and shape of the cholesterol molecule contribute to its importance in cell viability and normal development. Cholesterol can also convert to metabolites with distinct functions, leading to a complex interplay between cholesterol synthesis and overall steroidogenesis. Inhibitor studies suggest a potential role of disrupted cholesterol biosynthesis, along with imported cholesterol, in cancer development.
BIOCHEMICAL PHARMACOLOGY
(2022)
Article
Chemistry, Organic
Matteo Faltracco, Matteo Damian, Eelco Ruijter
Summary: In this study, a cascade reaction involving indolecarboxaldehydes and phosphonate-functionalized donor-acceptor cyclopropanes was used to synthesize functionalized dihydrocarbazoles and cyclohepta[cd]indoles in formal (3 + 3) and (4 + 3) cycloadditions. A slight modification to the reaction conditions also enabled access to fully aromatic heterocyclic scaffolds through the thermal loss of an electron-rich aryl moiety.
Article
Chemistry, Organic
Subhendu Pramanik, Sarat Chatterjee, Rumjhum Banerjee, Chinmay Chowdhury
Summary: This study presents a direct synthesis method for carbazoles containing aryl and aryl ketone groups. The reaction involves Pd(II)-catalyzed cascade reactions, which enables the fast assembly of carbazoles through four carbon-carbon bond formations. The absence of aldehyde substrates leads to the formation of C4-aryl-substituted carbazoles. The method is versatile for the synthesis of biscarbazole derivatives.
Editorial Material
Chemistry, Multidisciplinary
Sanath K. Kandy, Jonathan R. Chekan
Summary: While natural products from plants have been a valuable source of bioactive molecules, understanding their biosynthetic pathways has always been a challenging task. Strychnine, known for its neurotoxicity and use as a rodent pesticide, has attracted significant interest for synthesis, but little was known about its biosynthesis. A recent report from the O'Connor lab has successfully solved this long-standing puzzle by employing modern transcriptomics and transient expression techniques to identify the enzymes responsible for strychnine production, as well as an unexpected non-enzymatic step.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Huaxing Zhang, Qiang Guo, Hu Cheng, Chunhao Ran, Di Wu, Jingbo Lan
Summary: The regioselective intramolecular radical nucleophilic addition/rearrangement of 2-aryl diazaboroles promoted by Ag(I) has been achieved for the first time to construct phenazine structures. This novel protocol, based on a reversed regioselectivity mechanism, allows the preparation of sterically hindered phenazines, which exhibit emission bands from green to red with high quantum yields and moderate fluorescence lifetimes as solid films.
CHEMICAL COMMUNICATIONS
(2022)
Review
Food Science & Technology
Jihui Zhu, Yeming Bai, Robert G. Gilbert
Summary: Starch provides a significant portion of human food energy and its structural features impact human health. The chain length distribution (CLD) is a crucial structural feature that affects properties like starch digestibility. Digestion rate of starch-containing foods is closely linked to the prevalence and treatment of diseases such as diabetes, cardiovascular disease, and obesity. This review focuses on measuring CLDs, modeling the biosynthesis process, and understanding the relationship between CLD properties and health implications, with the potential to improve food properties through plant breeding.
Article
Chemistry, Multidisciplinary
Peter 't Hart, Pascal Hommen, Anais Noisier, Adrian Krzyzanowski, Darijan Schueler, Arthur T. Porfetye, Mohammad Akbarzadeh, Ingrid R. Vetter, Helene Adihou, Herbert Waldmann
Summary: Researchers have developed peptide inhibitors targeting RbAp48 protein, successfully inhibiting the interaction between RbAp48 and MTA1 with high stability. Through a structure-based design strategy, the goal of improving affinity was achieved.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Vanessa Harms, Viktoria Ravkina, Andreas Kirschning
Summary: The sesquiterpene cyclases PenA, Omp6/7, and BcBOT2 enzymatically convert FPP ether into new tetrahydrofurano terpenoids, showing similar catalytic pathways and inducing similar folding of their diphosphate substrates despite low levels of amino acid sequence similarity. Some of the new terpenoids exhibit distinct olfactory properties.
Article
Biochemistry & Molecular Biology
Neil Lorente Cobo, Stephanie Sibinelli-Sousa, Jacob Biboy, Waldemar Vollmer, Ethel Bayer-Santos, Gerd Prehna
Summary: This study reveals the structure and function of the T6SS effector Tlde1a from Salmonella Typhimurium. Tlde1a possesses a unique LD-transpeptidase fold, which is structurally altered to create its toxic effect and plays an important role in bacterial competition.
JOURNAL OF BIOLOGICAL CHEMISTRY
(2022)
Review
Biochemistry & Molecular Biology
Masaya Kobayashi, Tomohisa Kuzuyama
Article
Chemistry, Multidisciplinary
Masaya Kobayashi, Takeo Tomita, Kazuo Shin-ya, Makoto Nishiyama, Tomohisa Kuzuyama
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2019)
Article
Chemistry, Multidisciplinary
Ryuhei Nagata, Hironori Suemune, Masaya Kobayashi, Tetsuro Shinada, Kazuo Shin-ya, Makoto Nishiyama, Tomoya Hino, Yusuke Sato, Tomohisa Kuzuyama, Shingo Nagano
Summary: This study elucidated the crystal structures of a new subclass of aromatic substrate PTs, and highlighted the essential roles of Ile and Asp residues in interactions with prenyl acceptors. A novel deprotonation mechanism involving a catalytic triad for aromatic substrate PTs was proposed based on structural and mutational analyses.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Takeo Tomita, Masaya Kobayashi, Yuma Karita, Yoko Yasuno, Tetsuro Shinada, Makoto Nishiyama, Tomohisa Kuzuyama
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2017)
