Article
Chemistry, Multidisciplinary
Yi-Ming Shi, Jan J. Crames, Laura Czech, Kenan A. J. Bozhuyuk, Yan-Ni Shi, Merle Hirschmann, Stefanie Lamberth, Peter Claus, Nicole Paczia, Christian Ruckert, Jorn Kalinowski, Gert Bange, Helge B. Bode
Summary: This study reveals the biosynthetic potential of a widespread benzobactin gene cluster and identifies the acyl AMP-ligase responsible for the last cyclization step. Genome mining of Pseudomonas chlororaphis uncovered the presence of the gene cluster in different bacterial species, highlighting the regulatory mechanisms and structural diversity of benzobactin biosynthesis.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Tzu-Yu Chen, Jinfeng Chen, Yijie Tang, Jiahai Zhou, Yisong Guo, Wei-chen Chang
Summary: This review highlights the significance of isonitrile group in natural products and discusses the biosynthetic pathways and enzymes involved. Two fundamentally distinctive approaches and recent progress in elucidating isonitrile group formation mechanisms are also presented.
CHINESE JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Vladimir V. Voronin, Mikhail V. Polynski, Maria S. Ledovskaya
Summary: A novel synthetic approach has been developed for the synthesis of 2,3,6-trisubstituted pyridines, their deuterated derivatives, and doubly-labeled pyridines. The method involves the catalyst-free [4+2] cycloaddition of 1,2,4-triazines and in situ generated acetylene or labeled acetylene.
CHEMISTRY-AN ASIAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Therese Horch, Evelyn M. Molloy, Florian Bredy, Veit G. Haensch, Kirstin Scherlach, Kyle L. Dunbar, Jonathan Franke, Christian Hertweck
Summary: This study reports a previously overlooked biosynthetic pathway for benzoxazoles in anaerobic bacteria, expanding their chemical space and distribution range. The research reveals differences in biosynthesis between anaerobic bacteria and actinomycetes, and demonstrates the synthetic utility of the discovered pathway.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Sandra A. C. Figueiredo, Marco Preto, Gabriela Moreira, Teresa P. Martins, Kathleen Abt, Andre Melo, Vitor M. Vasconcelos, Pedro N. Leao
Summary: The study utilizes the lack of functional beta-oxidation pathway in cyanobacteria to efficiently stable-isotope-label their fatty acid derived lipidome by supplementing with deuterated fatty acids, enabling easy detection of natural product signatures. This strategy has been successfully demonstrated in two cultured cyanobacteria, leading to the discovery of analogues of the multidrug-resistance reverting hapalosin and novel, cytotoxic lactylate-nocuolin A hybrids - the nocuolactylates.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Jie Liu, Gregor S. Cremosnik, Felix Otte, Axel Pahl, Sonja Sievers, Carsten Strohmann, Herbert Waldmann
Summary: This study presents the design and synthesis of a collection of 155 pyrroquinoline pseudo-NPs, combining fragments characteristic of tetrahydroquinoline and pyrrolidine classes in novel arrangements. Cheminformatic analysis and biological evaluation revealed chemically diverse pseudo-NP classes with distinct bioactivity patterns, dependent on fragment connectivity and regioisomeric arrangement.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Kuga Arima, Satoko Akiyama, Kazuo Shin-ya, Kenichi Matsuda, Toshiyuki Wakimoto
Summary: Heterocycles with N-N bonds are important components of synthetic drugs and natural products, but their biosynthetic logic is poorly understood. Through gene knockouts and biochemical experiments, we have revealed the major steps in actinopyridazinone biosynthesis, including the unprecedented mechanism involving carrier protein-mediated dihydropyridazinone formation.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Review
Biotechnology & Applied Microbiology
Oliver Bogojevic, Jens Vinge Nygaard, Lars Wiking, Carl Arevang, Zheng Guo
Summary: Phospholipids are versatile molecules with important roles in biological systems. However, natural phospholipids are limited in structural variety and quantity, which necessitates the development of new synthesis methods. This review discusses the latest progress in obtaining designer phospholipids from natural resources through structural retrieval, redesign, and synthesis. It also explores genetic engineering and synthetic modifications for the production of specific phospholipid species and isotopically labeled phospholipids for biomedical applications. Additionally, the review highlights the application of green chemistry principles in phospholipid semi-synthesis.
BIOTECHNOLOGY ADVANCES
(2022)
Article
Chemistry, Organic
Vladimir V. Voronin, Maria S. Ledovskaya, Konstantin S. Rodygin, Valentine P. Ananikov
Summary: This work presents a universal synthetic approach for the synthesis of D-2-labeled nitrogen heterocycles through cycloaddition reactions using in situ generated dideuteroacetylene. By using 1,4-dioxane as a solvent, the method allowed for high levels of deuteration up to 99%. It was demonstrated to be suitable for the synthesis of various D-2-labeled heterocycles such as triazoles, isoxazoles, pyrazoles, and pyridazines.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Jinduo Cheng, Wei Ding, Qi Zhang
Summary: The study found that ChuW is an enzyme that not only catalyzes the known methyltransferase activity, but also catalyzes the demetallation of heme, a reaction that is radical SAM-dependent and does not require external reductant. This new function of ChuW reveals the remarkable catalytic diversity of radical SAM enzymes.
CHINESE JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Applied
Junfu Ji, Xinyu Liu, Xiaosong Hu, Fang Chen, Christoph Bueschl, Rainer Schuhmacher, Andrew L. Waterhouse, Lingjun Ma
Summary: This study successfully identified quinone reaction products in wine using a stable-isotope labelling approach combined with high-resolution mass spectrometry. Different nucleophiles were found to react in white wines and red wines.
Article
Chemistry, Multidisciplinary
Soojun Park, Jiwoo Lee, Jae Hyun Kim, Yeji Jeong, Seokwoo Lee, Su Won Lee, Sanghee Kim
Summary: A concise total synthesis of salinosporamides and cinnabaramides was achieved through the combined use of memory of chirality and dynamic kinetic resolution principles, involving aldol reactions and hydrolysis reactions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Hui Tao, Takahiro Mori, Xingxing Wei, Yudai Matsuda, Ikuro Abe
Summary: This study investigated the biosynthesis mechanism of Calbistrins through heterologous and in vitro reconstitution, as well as a structural biological study. The analysis revealed that the decalin and polyene portions of Calbistrins are synthesized by the single PKS CalA, with the aid of the enzymes CalK and CalH. Additionally, the esterification of the two polyketide parts is catalyzed by the acyltransferase CalD, uncovering a novel dual-functional PKS and broadening the understanding of fungal synthesis of diverse polyketide natural products.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Biochemistry & Molecular Biology
Vincent Courdavault, Sarah E. O'Connor, Michael K. Jensen, Nicolas Papon
Summary: Plant natural products are essential for human health, but their complex structures make profitable production through total chemical synthesis difficult. Hence, industrial processes still rely on extraction from plant materials. Advances in biotechnological manufacturing have led to significant progress in producing PNPs in heterologous hosts.
NATURAL PRODUCT REPORTS
(2021)
Article
Biochemistry & Molecular Biology
Dongqi Yi, Vinayak Agarwal
Summary: Natural products containing the alpha-pyrone moiety are produced by polyketide synthases (PKSs) in bacteria, fungi, and plants. This study demonstrates that truncating a tetraketide natural product producing PKS assembly line allows for a thioesterase-independent off-loading of an alpha-pyrone polyketide natural product. By engineering the truncated PKS in vitro, it is shown that a ketosynthase (KS) domain with relaxed substrate selectivity can expand the chemical space of alpha-pyrone polyketide natural products.
ACS CHEMICAL BIOLOGY
(2023)
