Article
Chemistry, Multidisciplinary
Sirun Yang, Dennis Larsen, Maria Pellegrini, Sebastian Meier, Dale F. Mierke, Sophie R. Beeren, Ivan Aprahamian
Summary: The high water solubility of gamma-cyclodextrin can lower synthetic yield and increase production costs, but a photoremovable hydrazone template has been shown to increase efficiency in enzymatic synthesis and reduce costs. The Z isomer of the hydrazone switch is preferentially included in gamma-CD, leading to a 6-fold increase in yield. This discovery may pave the way for designing adaptive materials based on gamma-CD.
Article
Biochemistry & Molecular Biology
Jiumn-Yih Wu, Tzi-Yuan Wang, Hsiou-Yu Ding, Yun-Rong Zhang, Shu-Yuan Lin, Te-Sheng Chang
Summary: Researchers found that an enzyme from Bacillus thuringiensis could convert vitexin into two new compounds with higher aqueous solubility, which enhances the potential applications of vitexin.
Article
Chemistry, Multidisciplinary
Hendrik Hessefort, Angelina Gross, Simone Seeleithner, Markus Hessefort, Tanja Kirsch, Lukas Perkams, Klaus Ole Bundgaard, Karen Gottwald, David Rau, Christopher Guenther Franz Graf, Elisabeth Rozanski, Sascha Weidler, Carlo Unverzagt
Summary: The in-vivo activity of EPO is carbohydrate-dependent, with the number of sialic acid residues regulating its circulatory half-life. A chemoenzymatic approach was developed for obtaining glycoforms of EPO with and without sialic acids. Synthetic EPOs showed biological recognition by forming 1:1 complexes with recombinant EPO receptor.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Agriculture, Multidisciplinary
Pablo Gallego-Lobillo, Elisa G. Doyaguez, Maria Luisa Jimeno, Mar Villamiel, Oswaldo Hernandez-Hernandez
Summary: New trehalose derivatives were synthesized through transgalactosylation reactions using beta-galactosidase, with the enzymes from B. circulans and A. oryzae showing the best results. Trisaccharides were found to be the most abundant oligosaccharides, while the pentasaccharide [beta-Galp-(1 -> 4)](3)-trehalose was characterized for the first time. The study indicates the potential of using commercially available beta-galactosidases for the production of trehalose-derived oligosaccharides with functional properties.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Gael M. Vos, Yunfei Wu, Roosmarijn van der Woude, Robert P. de Vries, Geert-Jan Boons
Summary: This paper introduces a chemo-enzymatic strategy for synthesizing poly-N-acetyl lactosamines (polyLacNAc) in a regioselective manner. The strategy involves enzymatic assembly of oligo-LacNAc chains and modification at specific positions using traceless blocking groups. The methodology allows for the synthesis of polyLacNAc chains with various topologies.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Review
Chemistry, Organic
Qingjiang Li, Zhongwu Guo
Summary: Glycosphingolipids are major vertebrate glycolipids that form microdomains on cell surfaces and act as signaling molecules through the link between ceramide and glycan. They play important roles in signal transduction, cell interactions, and are related to various diseases.
SYNTHESIS-STUTTGART
(2021)
Article
Chemistry, Physical
Hui Xia, Zihan Zhang, Ji Ding, Kehan Jiang, Feng Xue
Summary: In this study, a highly efficient natural glycosyltransferase (GT) called AtUGT was identified through homologous sequence analysis. AtUGT displayed the highest activity of 0.45 U/mg in converting p-hydroxybenzyl alcohol into Gastrodin. Under optimized conditions, 2.67 g/L of Gastrodin was successfully synthesized with a conversion rate of 94.34%. This study provides a novel and effective method for the synthesis of Gastrodin.
Article
Agriculture, Multidisciplinary
Huayi Pan, Liang Xiao, Kexin Tang, Haojun Xia, Yan Li, Honghua Jia, Ping Wei, Ming Yan
Summary: This study identified five plant-derived uridine diphosphate glycosyltransferases (UGTs) that can catalyze the glucosylation of stevia glycosides (SGs). Among them, LbUGT from Lycium barbarum was found to have high activity towards rubusoside. The study also revealed that LbUGT can catalyze β-1,6-glucosylation and β-1,2-glucosylation of rubusoside, resulting in a di-glycosylated product with significantly increased sweetness and reduced bitterness.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2022)
Article
Chemistry, Physical
Sabine Schelch, Romana Koszagova, Jurgen Kuballa, Bernd Nidetzky
Summary: The individual immobilization of enzymes from Neisseria meningitis and Pasteurella dagmatis was studied. The use of a cationic binding module for immobilization showed excellent results. The immobilized enzymes were able to catalyze the synthesis reaction of the model substrate and could be recycled multiple times with only a small loss in activity.
Article
Biotechnology & Applied Microbiology
Yunze Sun, Yiran Wu, Dachuan Ma, Jian-Jun Li, Xianming Liu, Yuanjiang You, Jun Lu, Zhen Liu, Xin Cheng, Yuguang Du
Summary: Glycans are important natural biopolymers with diverse functions. However, the tedious manual processes and high reagent consumption hinder the development of automatic glycan sequencing and synthesis. In this study, enzymatic degradation and synthesis of glycans were successfully conducted on a digital microfluidic device, enabling the development of automated glycan synthesizers and sequencers. The study also demonstrated the successful enzymatic degradation of tetra-N-acetyl chitotetraose and the two-step enzymatic synthesis of lacto-N-tetraose on the digital microfluidic platform. This work paves the way for the future development of automatic enzymatic glycan synthesizers and sequencers.
FRONTIERS IN BIOENGINEERING AND BIOTECHNOLOGY
(2023)
Article
Biochemistry & Molecular Biology
Patinya Haewpetch, Prakarn Rudeekulthamrong, Jarunee Kaulpiboon
Summary: This study successfully synthesized maltitol with high yield and evaluated its antibacterial activity. The synthesized maltitol showed similar sweetness to standard maltitol and inhibited the growth of Streptococcus mutans. This has important implications for the development of products such as anticariogenic agents.
Article
Chemistry, Physical
Te-Sheng Chang, Chien-Min Chiang, Tzi-Yuan Wang, Yu-Li Tsai, Yu-Wei Wu, Huei-Ju Ting, Jiumn-Yih Wu
Summary: Ganoderma lucidum is a medicinal fungus with triterpenoids as its main bioactive compounds. Through enzymatic reactions, various triterpenoid glycosides can be synthesized, which have higher aqueous solubility and potential applications in future drug development.
Review
Agriculture, Multidisciplinary
Jiawei Meng, Yingying Zhu, Hao Wang, Hongzhi Cao, Wanmeng Mu
Summary: Human milk oligosaccharides (HMOs) are considered the new gold standard for premium infant formula due to their unique beneficial effects for infants. HMOs are a collection of unconjugated glycans, with over 200 distinct structures identified. The production of HMOs involves glycosylation using specific glycosyltransferases and nucleotide sugar donors.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2023)
Article
Biotechnology & Applied Microbiology
Jiu-Ying Sun, Jian-Qun Deng, Ran-Ran Du, Si-Yu Xin, Ya-Lin Cao, Zhen Lu, Xue-Ping Guo, Feng-Shan Wang, Ju-Zheng Sheng
Summary: In this study, a novel bacterial beta-1,4 N-acetylglucosaminyltransferase (EcGnT) derived from Escherichia coli was identified and characterized for the efficient synthesis of hyaluronic acid (HA) oligosaccharides. The EcGnT exhibited superior activity compared to the commonly used PmHAS in the initial steps of HA synthesis, making it a better option for de novo HA oligosaccharide production. A biocatalytic approach was developed using the disaccharide produced by EcGnT as a starting material, followed by stepwise synthesis of longer oligosaccharides using PmHAS, enabling size-controlled production of HA oligosaccharides.
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY
(2023)
Article
Chemistry, Physical
Titaporn Chaisin, Prakarn Rudeekulthamrong, Jarunee Kaulpiboon
Summary: This study investigated the structure of synthesized hesperidin glycosides (HGs) and their antibacterial and alpha-glucosidase inhibitory activities. The results indicated that HGs have the potential to be developed into antibacterial drugs and treatments for alpha-glucosidase-associated type 2 diabetes.
Article
Chemistry, Medicinal
Shibin Zhao, Julian Maceren, Mia Chung, Samantha Stone, Raphael Geiben, Melissa L. Boby, Bradley S. Sherborne, Derek S. Tan
Summary: Antibiotic resistance is a major threat to public health, with Gram-negative bacteria presenting unique challenges due to their low permeability and efflux pumps. Limited understanding of the chemical rules for overcoming these barriers hinders antibacterial drug discovery. Efforts to address this issue, such as screening compound libraries and using cheminformatic analysis, have led to the design of sulfamidoadenosines with diverse substituents, showing potential utility in accumulation in Escherichia coli.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Jichun Li, Qing Li, Shuai Xia, Jiahuang Tu, Longbo Zheng, Qian Wang, Shibo Jiang, Chao Wang
Summary: This study successfully developed a short peptide mimetic as a MERS-CoV fusion inhibitor by reproducing the key recognition features of the HR2 helix. The resulting 23-mer lipopeptide showed comparable inhibitory effect to the 36-mer HR2 peptide HR2P-M2. This has important implications for developing short peptide-based antiviral agents to treat MERS-CoV infection.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Krista Jaunsleine, Linda Supe, Jana Spura, Sten van Beek, Anna Sandstrom, Jessica Olsen, Carina Halleskog, Tore Bengtsson, Ilga Mutule, Benjamin Pelcman
Summary: Beta(2)-adrenergic receptor agonists can stimulate glucose uptake by skeletal muscle cells and are therefore potential treatments for type 2 diabetes. The chirality of compounds has a significant impact on the activity of these agonists. This study found that certain synthesized compounds showed higher glucose uptake activity. These findings provide important information for the design of novel beta(2)AR agonists for T2D treatment.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Xin Xu, Jia Chen, Guan Wang, Xiaojuan Zhang, Qiang Li, Xiaobo Zhou, Fengying Guo, Min Li
Summary: The study focuses on EZH2, a promising therapeutic target for various types of cancers. Researchers designed and synthesized a series of novel derivatives aiming to enhance the EZH2 inhibition activity. Among them, compound 28 displayed potent EZH2 inhibition activity and showed high anti-proliferative effects in lymphoma cell lines and xenograft mouse models. The study suggests that compound 28 has potential as a therapeutic candidate for EZH2-associated cancers.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Wei Zhang, Wei Liu, Ya-Dong Zhao, Li-Zi Xing, Ji Xu, Rui-Jun Li, Yun-Xiao Zhang
Summary: This study developed a series of aromatic amide derivatives based on Rhein and investigated their inhibitory activity against alpha-Syn aggregation. Two of these compounds showed promising potential in treating Parkinson's disease by stabilizing alpha-Syn's conformation and disassembling alpha-Syn oligomers and fibrils.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Mani Sharma, S. S. S. S. Sudha Ambadipudi, Neeraj Kumar Chouhan, V. Lakshma Nayak, Srihari Pabbaraja, Sai Balaji Andugulapati, Ramakrishna Sistla
Summary: Therapeutically active lipids in drug delivery systems can enhance the safety and efficacy of treatment. The liposome formulation created using synthesized biologically active lipids showed additive anti-cancer effects and reduced tumorigenic potential.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
