Article
Biotechnology & Applied Microbiology
Purna Bahadur Poudel, Dipesh Dhakal, Jong Cheol Lee, Jae Kyung Sohng
Summary: Methylation plays important roles in various biological processes, and this study characterized the function of ThnM3 in regioselective modifications of 1,8-dihydroxynaphthalene.
ENZYME AND MICROBIAL TECHNOLOGY
(2024)
Article
Chemistry, Organic
Rui Yang, Haiqing He, Zixi Chen, Yingying Huang, Guozhi Xiao
Summary: The study presents a one-pot glycosylation strategy for synthesizing both glycans and nucleosides based on ortho-(1-phenylvinyl)benzyl glycosides. It offers several advantages such as no aglycon transfers, no interference of departing species, and no unpleasant odor, and allows for the construction of up to four different glycosidic linkages.
Article
Chemistry, Organic
Zhiyuan Chen, Guozhi Xiao
Summary: The highly branched tetradecasaccharide repeating unit and shorter sequences of GLSWA-1 from Ganoderma lucidum, which possess immune-enhancing activities, were prepared using a one-pot glycan assembly strategy that features orthogonal one-pot glycosylation, one-pot assembly of oligosaccharides, and modular and convergent [4+5+5] assembly of the highly branched tetradecasaccharide.
Article
Biochemistry & Molecular Biology
Ye Eun Kim, Hyunsung Cho, Yoo Jin Lim, Chorong Kim, Sang Hyup Lee
Summary: This study presented the one-pot synthesis of novel multisubstituted 1-alkoxyindoles 1 and their mechanistic investigations. The optimized conditions for the reaction were discussed, focusing on the alkylation step and the formation of intermediates. The significance lies in the development of efficient one-pot reactions and the generation of new 1-alkoxyindoles.
Article
Chemistry, Multidisciplinary
Hirofumi Endo, Masaharu Ochi, Md Azadur Rahman, Tomoaki Hamada, Takahiro Kawano, Toshiki Nokami
Summary: Unnatural cyclic oligosaccharides composed of N-acetylglucosamine with alpha-1,4-glycosidic linkages have been successfully synthesized using electrochemical synthesis. The study also demonstrated that this method can be utilized for the isomerization of linear oligosaccharides and intramolecular glycosylation for cyclization.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Monika Bhardwaj, Debaraj Mukherjee
Summary: This study reports a new method for the rapid synthesis of 2-deoxy-3-thio pyranoses and their O-glycosides through the reaction of glycals with two different types of nucleophiles in the presence of SnCl4. The reaction involves thioaryl substitution at C-3 and alpha-selective O-glycosylation at C-1, combining two reactions with three interventions. The method offers operational simplicity at 0 degrees C in 10-20 minutes and is compatible with a wide range of primary and secondary alcohols, yielding products in good to excellent yields. Moreover, the strategy has the potential for the synthesis of various natural products and drug molecules, as supported by control experiments.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Xingchun Sun, Zhiyuan Chen, Rui Yang, Mei Wang, Xiufang Wang, Qi Zhang, Guozhi Xiao
Summary: This study achieved the first stereoselective one-pot synthesis of the icosasaccharide motif of EPS-1A glycan from Cordyceps sinensis. The synthetic approach showed high stereoselectivity and efficiently assembled the target icosasaccharide through different strategies.
Article
Chemistry, Multidisciplinary
Meng-Yang Chang, Min-Chen Tsai, Chun-Yi Lin
Summary: The paper presents a one-pot facile route for the synthesis of functionalized flavones mediated by BiCl3/RuCl3, involving intermolecular ortho-acylation of substituted phenols with cinnamoyl chlorides, and intramolecular cyclodehydrogenation of the resulting o-hydroxychalcones. The reaction conditions are discussed.
Article
Biochemical Research Methods
Caihong Tang, Yue Zeng, Jianxin Zhang, Xing Zheng, Feng Tang, Xu Yao, Zhong-Xing Jiang, Wei Shi, Wei Huang
Summary: In this study, a facile and efficient method was developed to assemble dual-site-specific ADCs with defined DARs at both the N-glycosylation site and K248 site, either with the same payloads or with two types of payloads. The constructed dual-site ADCs showed acceptable homogeneity, excellent buffer stability, and enhanced in vitro and in vivo efficiency.
BIOCONJUGATE CHEMISTRY
(2023)
Article
Chemistry, Organic
Taeok Kim, Michael R. Bell, V. Narasimharao Thota, Todd L. Lowary
Summary: This study reports a one-pot strategy for functionalizing pyranoside 1,2-cis-diols with two different ester protecting groups. The approach selectively acylates through orthoester hydrolysis promoted by a carboxylic acid, and after removal of water and introduction of a coupling agent, the carboxylic acid is esterified with the liberated hydroxyl group. Although applied to 1,2-cis-diols on pyranoside scaffolds, this method can be applicable to similar motifs on any six-membered ring.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Microbiology
Imen Nouioui, Gabriele Poetter, Marlen Jando, Michael Goodfellow
Summary: A genome-based polyphasic study confirmed a novel species of Nocardia in an actinorhizal root nodule based on genomic analysis and taxonomic characteristics.
ARCHIVES OF MICROBIOLOGY
(2022)
Article
Chemistry, Analytical
Junmin Li, Xuejiao Hu, Xiaoming Wang, Jianing Yang, Lei Zhang, Qianyun Deng, Xiqin Zhang, Zixia Wang, Tieying Hou, Shan Li
Summary: A novel one-tube rapid diagnostic approach based on formamide and colorimetric RT-LAMP was established for the detection of SARS-CoV-2 without the extraction of specific viral RNA. The technique showed high specificity and could visually detect the virus within 45 minutes.
ANALYTICA CHIMICA ACTA
(2021)
Article
Chemistry, Organic
Xuemei Zhong, Xiaoya Zhao, Jiaming Ao, Yan Huang, Yuhua Liu, Siai Zhou, Bizhi Li, Akihiro Ishiwata, Qianglin Fang, Chongguang Yang, Hui Cai, Feiqing Ding
Summary: This study presents a one-pot strategy for stereocontrolled glycosylation to generate both alpha- and beta-glycosides by altering reaction conditions. The selective formation of beta-glycosides was achieved by activating the perbenzylated trichloroacetimidate with a catalytic amount of SnCl4 at -40 degrees C. On the other hand, alpha-glycosides were obtained as the major products at room temperature by using 3.0 equivalents of SnCl4 and/or TiCl4. Control experiments and DFT calculations provided mechanistic insights into the glycosylation reaction, revealing a sequential occurrence of beta-glycosylation and anomerization.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Biochemistry & Molecular Biology
Flavio Cermola, Serena Vella, Marina DellaGreca, Angela Tuzi, Maria Rosaria Iesce
Summary: The synthesis of glycosides and modified nucleosides is a wide research field in organic chemistry, involving classical coupling reactions and alternative strategies for new C-nucleosides. In this study, a three-step one-pot procedure based on singlet oxygen cycloaddition was used to obtain novel pyridazine C-nucleosides, demonstrating pharmacological interest and stereoselectivity.
Article
Microbiology
Zhenzhen Huang, Chuan He, Zishan Wang, Xianxian Luo, Xiujun Sun, Junwei Zhao, Xingyu Gao, Wensheng Xiang, Jia Song, Xiangjing Wang
Summary: A novel ligninase-producing actinomycete strain NEAU-G4(T) was isolated and identified as a new species of Nocardia, with the potential to degrade lignin and produce bioactive compounds.
INTERNATIONAL JOURNAL OF SYSTEMATIC AND EVOLUTIONARY MICROBIOLOGY
(2022)
Article
Biochemistry & Molecular Biology
Sumangala Darsandhari, Dipesh Dhakal, Biplav Shrestha, Sanghun Lee, Narae Jung, Hye Jin Jung, Jae Kyung Sohng
Summary: In this study, a biotransformation system was used to produce 4'-O-methylated quercetin (tamarixetin), which demonstrated better inhibitory effects on cancer cell growth and melanogenesis compared to other methylated derivatives of quercetin.
BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY
(2021)
Review
Biotechnology & Applied Microbiology
Dipesh Dhakal, Manyun Chen, Hendrik Luesch, Yousong Ding
Summary: In summary, cyanobacteria have great potential for producing new natural products, but progress in discovering these compounds has been slow due to silent biosynthetic gene clusters and difficulties with cyanobacterial strains. Heterologous expression in genetically tractable hosts is a promising approach for unlocking the discovery of new cyanobacterial natural products.
JOURNAL OF INDUSTRIAL MICROBIOLOGY & BIOTECHNOLOGY
(2021)
Review
Chemistry, Multidisciplinary
Van Thuy Thi Pham, Chung Thanh Nguyen, Dipesh Dhakal, Hue Thi Nguyen, Tae-Su Kim, Jae Kyung Sohng
Summary: Streptomyces is an important source of natural products used in therapeutic antibiotics, anticancer agents, pesticides, and dyes. Advances in metabolite analysis have led to the characterization of many new secondary metabolites. Techniques like OSMAC, overexpression/deletion of regulatory genes, ribosome engineering, and promoter replacement have been utilized to enhance the production titer of target compounds. Heterologous expression of BGCs has successfully been employed for the detection, characterization, and production of many secondary metabolites.
APPLIED SCIENCES-BASEL
(2021)
Review
Biochemistry & Molecular Biology
Nguyen Huy Thuan, Anil Shrestha, Nguyen Thanh Trung, Vinay Bharadwaj Tatipamula, Duong Van Cuong, Nguyen Xuan Canh, Nguyen Van Giang, Tae-Su Kim, Jae Kyung Sohng, Dipesh Dhakal
Summary: Taxifolin and its derivatives are medicinally important flavanonols that are widely distributed in plants and can be synthesized through plant- and microbial-based platforms. These compounds are mainly biosynthesized via the phenylpropanoid pathway, and the detailed investigation of their biosynthesis has provided the foundation for the reconstruction of relevant biosynthetic pathways.
BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY
(2022)
Review
Multidisciplinary Sciences
Dake Liu, Garret M. Rubin, Dipesh Dhakal, Manyun Chen, Yousong Ding
Summary: Peptidic natural products (PNPs) serve as a valuable source of lead compounds for drug discovery, but their chemical synthesis faces challenges such as the unavailability of constituent amino acids. Advances in biosynthesis and biocatalysis offer a promising alternative for the synthesis of PNPs.
Article
Biochemistry & Molecular Biology
Ramesh Prasad Pandey, Dipesh Dhakal, Samir Bahadur Thapa, Puspalata Bashyal, Tae-Su Kim, Jae Kyung Sohng
Summary: Epothilone A was biotransformed into three metabolites by Nocardia sp. and recombinant Nocardia overexpressing a specific cytochrome P450, resulting in two hydroxylated derivatives (M1 and M2) and deoxyepothilone A (M3). These newly produced metabolites are expected to exhibit novel cytotoxic effects and may be further studied in pharmacological research.
BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Jeffrey S. Rush, Prakash Parajuli, Alessandro Ruda, Jian Li, Amol Arunrao Pohane, Svetlana Zamakhaeva, Mohammad M. Rahman, Jennifer C. Chang, Artemis Gogos, Cameron W. Kenner, Gerard Lambeau, Michael J. Federle, Konstantin Korotkov, Goran Widmalm, Natalia Korotkova
Summary: The study characterizes the linkage between the polysaccharide GAC and peptidoglycan in the cell wall of Group A Streptococcus, a bacterial pathogen. It identifies a protein, PplD, that deacetylates the linkage and protects the pathogen against host cationic antimicrobial proteins.
NATURE COMMUNICATIONS
(2022)
Editorial Material
Biotechnology & Applied Microbiology
Luan Luong Chu, Jingwen Zhou, Dipesh Dhakal, Jae Kyung Sohng
FRONTIERS IN BIOENGINEERING AND BIOTECHNOLOGY
(2021)
Editorial Material
Microbiology
Dipesh Dhakal, Eung-Soo Kim, Mattheos Koffas
FRONTIERS IN MICROBIOLOGY
(2022)
Article
Biotechnology & Applied Microbiology
Apurv Mhatre, Somnath Shinde, Amit Kumar Jha, Alberto Rodriguez, Zohal Wardak, Abigail Jansen, John M. Gladden, Anthe George, Ryan W. Davis, Arul M. Varman
Summary: Engineered Corynebacterium glutamicum strain efficiently utilized carbon substrates from biomass hydrolysates to produce bio-products such as L-lactate. The study confirmed the preference of C. glutamicum for coumarate as the carbon source among aromatics, opening new possibilities for bio-production.
FRONTIERS IN BIOENGINEERING AND BIOTECHNOLOGY
(2022)
Article
Biotechnology & Applied Microbiology
Purna Bahadur Poudel, Ramesh Prasad Pandey, Dipesh Dhakal, Tae-Su Kim, Trang Thi Huyen Nguyen, Hye Jin Jung, Hee Jeong Shin, Binod Timalsina, Jae Kyung Sohng
Summary: In this study, a sugar-O-methyltransferase ThnM1 was identified and functionally characterized. The enzyme showed promiscuity and regiospecific activity at the 2'-OH of rhamnose. By using engineered Escherichia coli, a methoxy-rhamnosyl derivative of quinizarin was successfully produced. The cytotoxicity of the derivative was studied and compared with that of quinizarin. This study provides insights into the potential diversification of natural products through the methylation of the rhamnose moiety.
APPLIED AND ENVIRONMENTAL MICROBIOLOGY
(2022)
Article
Biochemistry & Molecular Biology
Purna Bahadur Poudel, Dipesh Dhakal, Rubin Thapa Magar, Jae Kyung Sohng
Summary: Anthraquinone and its derivatives have remarkable biological properties, such as anticancer, antibacterial, antifungal, and antiviral activities. This study developed a recombinant Escherichia coli strain to modify chrysazin to chrysazin-8-O-alpha-l-rhamnoside (CR) and chrysazin-8-O-alpha-l-2'-O-methylrhamnoside (CRM), which showed higher antibacterial and anticancer properties than chrysazin.
Article
Plant Sciences
Dipesh Dhakal, Sofia Kokkaliari, Garret M. Rubin, Valerie J. Paul, Yousong Ding, Hendrik Luesch
Summary: In this study, a biosynthetic gene cluster (BGC) for Lyngbyastatins (Lbns) was identified and characterized in a marine cyanobacterium. The BGC was found to encode enzymes responsible for the production of compounds 1 and 2, which have anti-cancer activity. Similar BGCs were also identified in the genomes of other marine cyanobacteria.
JOURNAL OF NATURAL PRODUCTS
(2022)
Letter
Chemistry, Organic
Dipesh Dhakal, Dimitris Kallifidas, Manyun Chen, Sofia Kokkaliari, Qi-Yin Chen, Valerie J. Paul, Yousong Ding, Hendrik Luesch
Summary: A subcluster of cytotoxic apratoxin A was isolated from an environmental DNA library and engineered for expression in Anabaena sp. PCC7120. By further engineering with a rhamnose-inducible promoter, a chiral building block necessary for the synthesis of apratoxin analogues was successfully produced, marking the first synthetic biology attempt for this type of polyketide fragment.
Article
Chemistry, Multidisciplinary
Van Thuy Thi Pham, Hue Thi Nguyen, Chung Thanh Nguyen, Ye Seul Choi, Dipesh Dhakal, Tae-Su Kim, Hye Jin Jung, Tokutaro Yamaguchi, Jae Kyung Sohng
Summary: By activating the new antibacterial compound peucemycin using an OSMAC strategy, researchers discovered that it is a novel gamma-pyrone macrolide. Peucemycin was successfully activated at 18 degrees Celsius, showing potential antibacterial activity and a suppressive effect on the viability of cancer cell lines.
