Article
Chemistry, Organic
Ariza Khanam, Mohan Javed, Mohan Lal, Pintu Kumar Mandal
Summary: Trichloroisocyanuric acid (TCCA) and PPh3 are used in a mild dehydrative glycosylation reaction to produce glycosides. The reaction shows good functional group tolerance and can be used with a wide variety of nucleophiles, resulting in good to excellent yields. The reaction progress is monitored by mass and NMR spectroscopy, and alkoxyphosphonium ions are hypothesized to be the reactive intermediate.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Carlos V. Doerner, Jose S. S. Neto, Climei R. Cabreira, Sumbal Saba, Louis P. Sandjo, Jamal Rafique, Antonio L. Braga, Francisco F. de Assis
Summary: Here, an original and sustainable synthetic methodology for the synthesis of 3-selanyl-isoflavones from 2-hydroxyphenyl enaminones and diorganoyl diselenides is presented. The reaction, promoted by trichloroisocyanuric acid and using ethanol as a solvent, proceeds in a one-pot manner under mild conditions. Using this protocol, 22 examples of 3-selanyl-isoflavones were prepared in yields ranging from 34% to 95%.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Jay Prakash Soni, Akshay Kumawat, Manda Sathish, Sachin Yadav, Nayan Arvind Jadhav, Nagula Shankaraiah
Summary: A catalyst-free, site-selective diverse functionalization of latent C-H bonds in 1-aryl-beta-carbolines and natural norharmane and harmine has been achieved. This method utilizes cost-effective, eco-friendly reagents to enable the functionalization of these compounds, providing moderate to good yields. It is applicable to a broad range of substrate functionalities and can successfully chlorinate and brominate natural alkaloids. Further diversification of the products is also possible through reduction and Suzuki coupling reactions.
Article
Biochemistry & Molecular Biology
Yang-Fan Guo, Tao Luo, Guang-Jing Feng, Chun-Yang Liu, Hai Dong
Summary: An improved method for efficiently synthesizing 2-OH thioaryl glycosides from per-protected glycals was developed. The method involved the oxidation of glycals with oxone to prepare 1,2-anhydro sugars, followed by reaction with NaBH4 and aryl disulfides. This method was also used in a one-pot reaction to synthesize glycosyl donors with both armed and NGP effects.
Article
Chemistry, Physical
Govardhan Duguta, Bhooshan Muddam, Chinna Rajanna Kamatala, Umesh Kumar Utkoor
Summary: This study investigates the interactions between trichloroisocyanuric acid and carboxamides during the nitration of heterocyclic compounds. The analysis of reaction kinetics and solvent properties suggests the importance of dielectric constant and other solvent properties in controlling the reaction. Negative entropies of activation and isokinetic temperature values indicate the significance of enthalpy and entropy factors in the reaction process.
INTERNATIONAL JOURNAL OF CHEMICAL KINETICS
(2021)
Article
Biochemistry & Molecular Biology
Ariza Khanam, Shashiprabha Dubey, Pintu Kumar Mandal
Summary: A simple and efficient protocol for the preparation of alpha-glycosyl chlorides using stable and cheap TCCA as chlorinating agent is described. This method is applicable to a wide range of substrates and compatible with labile hydroxyl protecting groups. Furthermore, a one-pot glycosylation can be carried out to transform glycosyl hemiacetals to O-glycosides without separation or purification of the alpha-glycosyl chloride donors.
CARBOHYDRATE RESEARCH
(2023)
Article
Biochemical Research Methods
Qiuyan Sun, Fang Guo, Shichao Ren, Liang Zhang, Xinhe Liu, Chun Li, Xudong Feng
Summary: Glycosylation is an important method of modifying natural products and is usually catalyzed by UDP-glycosyltransferase. The high regioselectivity UDP-arabinosyltransferase for pentacyclic triterpenoids is rarely reported. This research establishes an arabinosylation platform that shows great potential in enhancing the pharmacological activity of natural products.
ACS SYNTHETIC BIOLOGY
(2023)
Article
Chemistry, Organic
Kevin Muru, Maude Cloutier, Arianne Provost-Savard, Sabrina Di Cintio, Oceane Burton, Justin Cordeil, Marie-Christine Groleau, Jean Legault, Eric Deziel, Charles Gauthier
Summary: The study presents a total synthesis of a chimeric glycolipid incorporating both sponge-derived agminoside E and bacterial rhamnolipids. The synthesis of the branched pentaglucolipid skeleton involved a [3 + 2] disconnection approach, with key glycosidic bonds synthesized through stereoselective glycosylations. This work lays the foundation for the total synthesis of sponge-derived agminosides and the exploration of their biological functions in sponges.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
Samanta Yadav, Paranthaman Vijayan, Sunil Yadav, Rajeev Gupta
Summary: This study synthesized three mononuclear Ru(ii) complexes as catalysts for transfer hydrogenation reactions, with tridentate phosphine-carboxamide based ligands providing a NNP coordination environment. These Ru(ii) complexes showed additional coordination with CO, Cl, and CH3OH. The research also revealed the involvement of Ru-H intermediates in the catalysis process.
DALTON TRANSACTIONS
(2021)
Article
Biochemistry & Molecular Biology
Alexanndra Behm, Jessica Hafner, Natalie Goeckner, Matthew Lohman, Cristina De Meo
Summary: In this study, the reactivities of phenylthio alpha- and beta-sialyl donors protected at C-4 with tert-butyldimethyl silyl (TBDMS) and tri-isopropylsilyl (TIPS) groups in coupling reactions with different types of galactosyl acceptors were compared. The effect of solvent and donor's anomeric configuration on the reactions were investigated. The results demonstrate the significant influence of silicon groups at C-4 in sialylation reactions, with overall performance optimized using acetonitrile.
CARBOHYDRATE RESEARCH
(2022)
Article
Chemistry, Inorganic & Nuclear
Yuyao Wang, Junyan Li, Weiyi Tong, Zhenhao Shen, Lin Li, Qiang Zhang, Jihong Yu
Summary: This study reports the synthesis of mesoporogen-free single-crystalline hierarchical Beta nanozeolites for the first time, achieved by l-lysine-assisted regulation of zeolite growth kinetics. The as-prepared hierarchical Beta nanozeolite shows improved properties in gas- and liquid-phase catalytic reactions, making it promising for industrial applications.
INORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Multidisciplinary Sciences
Zhaohui Zhong, Guanqing Liu, Zhongjie Tang, Shuyue Xiang, Liang Yang, Lan Huang, Yao He, Tingting Fan, Shishi Liu, Xuelian Zheng, Tao Zhang, Yiping Qi, Jian Huang, Yong Zhang
Summary: In this study, a probiotic sourced CRISPR-LrCas9 system with a similar PAM requirement to Cas12a was reported, and its high efficiency in various genome editing applications was demonstrated.
NATURE COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Sevilya N. Yunusova, Alexander S. Novikov, Natalia S. Soldatova, Mikhail A. Vovk, Dmitrii S. Bolotin
Summary: Hypervalent iodine(iii)-derivatives have higher catalytic activity than other aliphatic and aromatic iodine(i)- or bromine(i)-containing substrates for a Knorr-type reaction, with dibenziodolium triflate showing the highest activity for generating N-acyl pyrazoles. The catalytic activity of iodine(iii) is attributed to its binding with a ketone, as indicated by H-1 NMR titration data and DFT calculations.
Article
Biotechnology & Applied Microbiology
Mohamed Yassin Ali, Qing Chang, Quande Yan, Zheng Qian, Xiang Guo, Kieran Thow, Jinhong Wu, Yong Zhang, Yan Feng
Summary: A UGT109A3 enzyme from Bacillus subtilis was found to glycosylate glycyrrhetinic acid (GA) to form 3,30-O-beta-D-diglucoside-GA. Coupling microbial UGT109A3 with plant SUS allows for efficient and economical biosynthesis of GA-diglucoside, which exhibits improved water solubility and dose-dependent cytotoxicity against human colon carcinoma cells.
FRONTIERS IN BIOENGINEERING AND BIOTECHNOLOGY
(2021)
Article
Chemistry, Multidisciplinary
Yuya Tsutsui, Daiki Tanaka, Yoshiyuki Manabe, Yuka Ikinaga, Kumpei Yano, Koichi Fukase, Akihito Konishi, Makoto Yasuda
Summary: We describe the synthesis and characterization of a photoactivated boron-based Lewis acid catalyst with a cage-shaped triphenolic ligand and three pyrenylmethyl moieties. This catalyst functions as a photoactivated Lewis acid catalyst due to the flexible three pyrenylmethyl moieties, which drive the deformation of the cage-shaped scaffold through intramolecular excimer formations of the pyrenes. Mannich-type reactions and glycosylations are significantly accelerated under 370 nm light irradiations. Notably, various glycosyl fluorides, which are not easily activated in photocatalytic systems, can be activated by the improved catalytic activity of this catalyst.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Organic
Mana Mohan Mukherjee, Rina Ghosh
JOURNAL OF ORGANIC CHEMISTRY
(2017)
Article
Chemistry, Organic
Aritra Chaudhury, Rina Ghosh
ORGANIC & BIOMOLECULAR CHEMISTRY
(2017)
Article
Chemistry, Multidisciplinary
Debashis Roy, Arijit Chakraborty, Rina Ghosh
Article
Chemistry, Organic
Aritra Chaudhury, Mana Mohan Mukherjee, Rina Ghosh
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2018)
Article
Spectroscopy
Debashis Roy, Arijit Chakraborty, Rina Ghosh
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
(2018)
Letter
Biochemistry & Molecular Biology
Haimanti Adhikari, Rina Ghosh, Kalyan K. Mukherjea
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
(2020)
Article
Optics
Debashis Roy, Lucy Haque, Suman Das, Arijit Chakraborty, Rina Ghosh
JOURNAL OF LUMINESCENCE
(2019)
Article
Biochemistry & Molecular Biology
Mana Mohan Mukherjee, Nabamita Basu, Shantanu Nandi, Rina Ghosh
CARBOHYDRATE RESEARCH
(2019)
Review
Biochemistry & Molecular Biology
Nabamita Basu, Rina Ghosh
Summary: Carbohydrates play essential roles in human health, but they can also be involved in detrimental processes such as microbial infections and cancer metastasis. Vaccination is recommended as the best preventive measure for managing pathogenic processes caused by bacteria, as it can lead to the eradication of bacterial diseases. However, existing vaccines, while effective in preventing bacterial diseases, also have some disadvantages.
CARBOHYDRATE RESEARCH
(2021)
Review
Biochemistry & Molecular Biology
Mana Mohan Mukherjee, Rina Ghosh, John A. Hanover
Summary: Carbohydrates and glycoconjugates play a crucial role in various biological processes and have significant potential in diagnostic and therapeutic applications. However, achieving efficient and stereoselective glycosylation remains challenging and requires precise protection of functional groups and optimization of external factors such as catalysts, solvents, and temperatures.
FRONTIERS IN MOLECULAR BIOSCIENCES
(2022)
Article
Chemistry, Physical
Debashis Roy, Rakesh Puttreddy, Kari Rissanen, Arijit Chakraborty, Rina Ghosh
Summary: A new coumarin derivative has been synthesized and characterized, demonstrating its potential as a transition metal ion sensor. The compound exhibits unique photo-physical properties and solvatochromism behaviors in different solvents and pH conditions. It can act as a simple fluorimetric and colorimetric chemosensor for the detection of Ni2+, Co2+, and Cu2+ ions, and also shows binding ability with calf-thymus DNA.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Chemistry, Multidisciplinary
Debashis Roy, Arijit Chakraborty, Rina Ghosh
Summary: A simple coumarin derived chemosensor, HNHC, has been designed and synthesized. It shows colorimetric and turn-off fluorescence response to Cu2+ at the nano molar level. The chemosensor HNHC exhibits excellent selectivity and sensitivity in a wide linear range, with detection limits of 9.13x10(-8) M for Cu2+, 1.17x10(-7) M for F-, and 5.64x10(-7) M for CN-. Moreover, HNHC shows potential antioxidant activity due to its excellent free radical scavenging capability.
Review
Chemistry, Multidisciplinary
Mana Mohan Mukherjee, Sajal Kumar Maity, Rina Ghosh
Article
Chemistry, Multidisciplinary
Sarita Mishra, Soumik Roy, Rina Ghosh, Diganta Dey, Banasri Hazra
JOURNAL OF THE INDIAN CHEMICAL SOCIETY
(2020)
Review
Polymer Science
Nabamita Basu, Arijit Chakraborty, Rina Ghosh
