Article
Chemistry, Multidisciplinary
Vasco Corti, Riccardo Riccioli, Ada Martinelli, Sofia Sandri, Mariafrancesca Fochi, Luca Bernardi
Summary: This study presents a one-pot approach to enantioenriched beta-branched beta-trifluoromethyl alpha-amino acid derivatives, grounded on the reduction - ring opening of Erlenmeyer-Plochl azlactones. The configurations of the two chirality centers of the products are established during each of the two catalytic steps, enabling a stereodivergent process.
Article
Chemistry, Organic
Hualing He, Xiaoxue Tang, Yang Cao, Jon C. Antilla
Summary: A catalytic enantioselective reduction of alpha-trifluoromethylated imines has been developed using a BINOL-derived boro-phosphate as catalyst and catecholborane as hydride source. This method provides an efficient route to prepare synthetically useful chiral alpha-trifluoromethylated amines in high yields and excellent enantioselectivities under mild conditions (up to 98% yield and 96% ee).
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Fangyuan Wang, Tilong Yang, Ting Wu, Long-Sheng Zheng, Congcong Yin, Yongjie Shi, Xiang-Yu Ye, Gen-Qiang Chen, Xumu Zhang
Summary: A catalytic protocol for the enantio- and diastereoselective reduction of alpha-substituted-beta-keto carbonitriles is described, providing high yields of beta-hydroxy carbonitrile compounds with excellent selectivity. The methodology is suitable for rapid access to pharmaceutical intermediates Ipenoxazone and Tapentadol.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Tanja Kaehler, Jonas Lorenz, Darren M. C. Ould, Dorothea Engl, Micol Santi, Lukas Gierlichs, Thomas Wirth, Rebecca L. Melen
Summary: A series of alpha-aryl or alpha-alkyl functionalised beta-hydroxy and beta-keto esters were successfully synthesized by reacting alpha-diazoesters with boranes, and aldehydes, ketones, anhydrides, nitriles, esters or isocyanates. The mild reaction protocol yielded 26 examples with up to 73% yield.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Kaixia Jian, Bingnan Li, Shuxian Zhu, Qingqing Xuan, Qiuling Song
Summary: In this study, a catalyst-free and efficient method using H3N•BH3 for the chemoselective reduction of α,β-unsaturated cycloketones and acyclic α,β-unsaturated ketones is described. The method is expedient, green, and applicable.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Peng-Ju Xia, Fu Liu, Ying-Ming Pan, Meng-Ping Yang, Yun-Yi Yang
Summary: A photocatalytic protocol for the synthesis of beta-amino acid ester and beta-amino ketone derivatives using oxime oxalate and oxime phenylglyoxylate as difunctionalization reagents has been developed. This method allows the generation of iminyl and alkoxycarbonyl/benzoyl radicals through N-O bond homolysis and decarbonation, resulting in the production of more than 40 highly functionalized compounds.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Vishal M. Zade, Laxmikant D. Gangnale, Paresh R. Athawale, D. Srinivasa Reddy
Summary: A reliable one-step method for the direct deoxygenation of α-hydroxy ketones has been developed using a silyl lithium reagent and acetic anhydride. The method is metal-catalyst-free and does not require prefunctionalization of the hydroxy group. The deoxygenation of different types of alcohols achieved high yields up to 98%. Additionally, double deoxygenation of α,β-dihydroxy ketones to produce enones in a single step was also demonstrated.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Letter
Chemistry, Organic
Jian Xue, Zhengli Luo, Jisheng Huang, Yaqi Deng, Suzhen Dong, Shunying Liu
Summary: An asymmetric catalytic approach for the construction of C3-multifunctionalization alpha-hydroxy-beta-amino pyridines has been developed. The method utilizes two chiral catalysts to modulate the reaction independently, leading to high yield and good enantioselectivity. The resulting products exhibit selective antiosteosarcoma activity on 143B cells.
Article
Chemistry, Multidisciplinary
Jianrong Steve Zhou, Siyu Guo, Xiaohu Zhao, Yonggui Robin Chi
Summary: Nickel complexes ligated by strongly donating diphosphines catalyze enantioselective hydrogenation for the preparation of acyclic and cyclic beta-amido esters, with a combination of acetic acid and indium powder providing protons and electrons to form nickel hydrido complexes under umpolung hydrogenation conditions.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Bin He, Jingyuan Song, Congcong Yin, Gen-Qiang Chen, Xumu Zhang
Summary: Asymmetric hydrogenation of aryldibenzylamino ketones catalyzed by the Ir/f-phamidol system was achieved through dynamic kinetic resolution, producing chiral compounds with high selectivity. This method offers excellent conversion and enantioselectivity, making it applicable in the synthesis of drug candidates and chiral ligands.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Yuan-Yuan Gao, Chun-Lin Zhang, Lei Dai, You-Feng Han, Song Ye
Summary: The unprecedented dynamic kinetic resolution (DKR) of hemiaminals without alpha-hydrogen was developed via N-heterocyclic carbene catalyzed O-acylation, resulting in high yields of esters with good to high enantioselectivities.
Article
Chemistry, Organic
Jiyang Guo, Xiao Gao, Dong Qian, Huibin Wang, Xian Jia, Wenhe Zhang, Bin Qin, Song You
Summary: The study presents a biocatalytic strategy for synthesizing chiral beta-hydroxy sulfones, utilizing KRED-catalyzed asymmetric reduction of prochiral ketones with high conversion rates and enantioselectivities.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Guiying Xiao, Chaochao Xie, Qianling Guo, Guofu Zi, Guohua Hou, Yuping Huang
Summary: A highly efficient asymmetric hydrogenation method has been developed for the synthesis of chiral gamma-hydroxy acid derivatives. The method shows excellent enantioselectivity and has the potential to be applied in the synthesis of chiral compounds and key intermediates for pharmaceutical synthesis.
Article
Chemistry, Organic
Yuya Araki, Masato Hanada, Yoshiko Iguchi, Haruki Mizoguchi, Akira Sakakura
Summary: This report describes the enantioselective direct-aldol reaction of alpha-imino esters with glyoxylate esters using a catalytic amount of Co(OAc)(2)-pybox complex. The reaction achieved good yield and enantioselectivity. The N-Boc-protected amino acid derivatives were obtained through hydrolysis of the imine moiety and Boc protection of the aldol products.
Article
Chemistry, Organic
Silvia Vera, Ana Vazquez, Ricardo Rodriguez, Sandra Del Pozo, Inaki Urruzuno, Abel de Cozar, Antonia Mielgo, Claudio Palomo
Summary: This study reports a highly enantio- and syn-selective synthesis of beta-hydroxy alpha-amino acids from glycine imine derivatives under Bronsted base catalysis. The key lies in the use of benzophenone-derived imine of glycine o-nitroanilide as a pronucleophile, where the o-nitroanilide framework provides an efficient hydrogen-bonding platform that accounts for nucleophile reactivity and diastereoselectivity.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
S. Pauliina Turunen, Pernilla von Nandelstadh, Tiina Ohman, Erika Gucciardo, Brinton Seashore-Ludlow, Beatriz Martins, Ville Rantanen, Huini Li, Katrin Hopfner, Paivi Ostling, Markku Varjosalo, Kaisa Lehti
CELL DEATH AND DIFFERENTIATION
(2019)
Article
Chemistry, Multidisciplinary
Maurice Michel, Torkild Visnes, Evert J. Homan, Brinton Seashore-Ludlow, Mattias Hedenstrom, Elisee Wiita, Karl Vallin, Cynthia B. J. Paulin, Jiaxi Zhang, Olov Wallner, Martin Scobie, Andreas Schmidt, Annika Jenmalm-Jensen, Ulrika Warpman Berglund, Thomas Helleday
Article
Cell Biology
Elaine M. Oberlick, Matthew G. Rees, Brinton Seashore-Ludlow, Francisca Vazquez, Geoffrey M. Nelson, Neekesh V. Dharia, Barbara A. Weir, Aviad Tsherniak, Mahmoud Ghandi, John M. Krill-Burger, Robin M. Meyers, Xiaofeng Wang, Phil Montgomery, David E. Root, Jake M. Bieber, Sandi Radko, Jaime H. Cheah, C. Suk-Yee Hon, Alykhan F. Shamji, Paul A. Clemons, Peter J. Park, Michael A. Dyer, Todd R. Golub, Kimberly Stegmaier, William C. Hahn, Elizabeth A. Stewart, Stuart L. Schreiber, Charles W. M. Roberts
Meeting Abstract
Hematology
Tom Erkers, Brinton Seashore-Ludlow, Nona Struyf, Francesco Marabita, Tojo James, Disha Malani, Mattias Vesterlund, Matthias Stalhl, Yudi Pawitan, Soren Lehmann, Paivi Ostling, Janne Lehtio, Olli Kallioniemi
Article
Biochemical Research Methods
Brinton Seashore-Ludlow, Hanna Axelsson, Thomas Lundback
Article
Biochemical Research Methods
Yan Zhou Tran, Rezan Minozada, Xiaofang Cao, Henrik J. Johansson, Rui M. Branca, Brinton Seashore-Ludlow, Lukas M. Orre
MOLECULAR & CELLULAR PROTEOMICS
(2020)
Article
Oncology
Thomas P. Howard, Elaine M. Oberlick, Matthew G. Rees, Taylor E. Arnoff, Minh-Tam Pham, Lisa Brenan, Mariana DoCarmo, Andrew L. Hong, Guillaume Kugener, Hsien-Chao Chou, Yiannis Drosos, Kaeli M. Mathias, Pilar Ramos, Brinton Seashore-Ludlow, Andrew O. Giacomelli, Xiaofeng Wang, Burgess B. Freeman, Kaley Blankenship, Lauren Hoffmann, Hong L. Tiv, Prafulla C. Gokhale, Cory M. Johannessen, Elizabeth A. Stewart, Stuart L. Schreiber, William C. Hahn, Charles W. M. Roberts
CLINICAL CANCER RESEARCH
(2020)
Review
Immunology
Vida Hashemi, Shohreh Farhadi, Mitra Ghasemi Chaleshtari, Brinton Seashore-Ludlow, Ali Masjedi, Mohammad Hojjat-Farsangi, Afshin Namdar, Amir Ajjoolabady, Hamed Mohammadi, Ghasem Ghalamfarsa, Farhad Jadidi-Niaragh
INTERNATIONAL IMMUNOPHARMACOLOGY
(2020)
Article
Hematology
Tian Mou, Yudi Pawitan, Matthias Stahl, Mattias Vesterlund, Wenjiang Deng, Rozbeh Jafari, Anna Bohlin, Albin Osterroos, Loannis Siavelis, Helena Backvall, Tom Erkers, Santeri Kiviluoto, Brinton Seashore-Ludlow, Paivi Ostling, Lukas M. Orre, Olli Kallioniemi, Soren Lehmann, Janne Lehtio, Trung Nghia Vu
Summary: This study identified 729 subtype-specific mRNAs in acute myeloid leukemia (AML) through RNA sequencing data analysis and protein validation, providing a rich collection of potential protein-based biomarkers for the AML community. An interactive resource has been made available to enable broader exploration of subtype-specific mRNA expression by the scientific community.
AMERICAN JOURNAL OF HEMATOLOGY
(2021)
Article
Oncology
Anna Huguet Ninou, Jemina Lehto, Dimitrios Chioureas, Hannah Stigsdotter, Korbinian Schelzig, Emma Akerlund, Greta Gudoityte, Ulrika Joneborg, Joseph Carlson, Jos Jonkers, Brinton Seashore-Ludlow, Nina Marie Susanne Gustafsson
Summary: DNA-damaging chemotherapeutics, such as platinum drugs, rely on the DNA repair capacity of cancer cells for efficacy, but cancer cells often develop resistance by altering their DNA damage response pathways. Targeting PFKFB3, which is commonly overexpressed in cancer, sensitizes cancer cells to platinum drugs and improves treatment efficacy by modulating the Fanconi anemia DNA repair pathway. Inhibition of PFKFB3 disrupts the assembly of key FA repair factors, prevents fork restart, and ultimately leads to an accumulation of DNA damage in replicating cells and fork collapse, enhancing the effectiveness of ICL-inducing cancer treatments.
Article
Oncology
Kumar Sanjiv, Jose Manuel Calderon-Montano, Therese M. Pham, Tom Erkers, Viktoriia Tsuber, Ingrid Almlof, Andreas Hoglund, Yaser Heshmati, Brinton Seashore-Ludlow, Akhilesh Nagesh Danda, Helge Gad, Elisee Wiita, Camilla Gokturk, Azita Rasti, Stefanie Friedrich, Anders Centio, Montserrat Estruch, Thea Kristin Vatsveen, Nona Struyf, Torkild Visnes, Martin Scobie, Tobias Koolmeister, Martin Henriksson, Olov Wallner, Teresa Sandvall, Soren Lehmann, Kim Theilgaard-Monch, Mathew J. Garnett, Paivi Ostling, Julian Walfridsson, Thomas Helleday, Ulrika Warpman Berglund
Summary: TH1579 kills AML cells by inducing mitotic arrest, increasing intracellular ROS levels, and enhancing oxidative DNA damage. It shows a significant therapeutic window, is well tolerated in animals, and can be combined with standard-of-care treatments to further improve efficacy. TH1579 significantly improves survival in two different AML disease models in vivo.
Article
Medicine, General & Internal
Martin Jadersten, Ingrid Lilienthal, Nikolaos Tsesmetzis, Magda Lourda, Sofia Bengtzen, Anna Bohlin, Cornelia Arnroth, Tom Erkers, Brinton Seashore-Ludlow, Geraldine Giraud, Giti S. Barkhordar, Sijia Tao, Linda Fogelstrand, Leonie Saft, Paivi Ostling, Raymond F. Schinazi, Baek Kim, Torsten Schaller, Gunnar Juliusson, Stefan Deneberg, Soren Lehmann, Georgios Z. Rassidakis, Martin Hoglund, Jan-Inge Henter, Nikolas Herold
Summary: The addition of hydroxyurea to standard chemotherapy in newly diagnosed AML patients appears to be safe and effective, resulting in high rates of complete remission and reduced measurable residual disease. Targeted inhibition of SAMHD1 by hydroxyurea enhances the efficacy of cytarabine treatment.
JOURNAL OF INTERNAL MEDICINE
(2022)
Article
Cell Biology
Juuli Raivola, Alice Dini, Hanna Karvonen, Emilia Piki, Kari Salokas, Wilhelmiina Niininen, Laura Kaleva, Kaiyang Zhang, Mariliina Arjama, Greta Gudoityte, Brinton Seashore-Ludlow, Markku Varjosalo, Olli Kallioniemi, Sampsa Hautaniemi, Astrid Murumagi, Daniela Ungureanu
Summary: In this study, PTK7 was identified as a potential therapeutic target in ovarian cancer. It was found to modulate cell adhesion and Rho-GTPase signaling, sustain epithelial-mesenchymal transition (EMT) and cell plasticity, and mediate aberrant Wnt signaling. Targeting PTK7 exhibited synergistic activity with chemotherapeutic agents and inhibitors in ovarian cancer, providing a new approach for its treatment.
CELL DEATH & DISEASE
(2022)
Article
Chemistry, Analytical
Martin Trossbach, Marta de Lucas Sanz, Brinton Seashore-Ludlow, Haakan N. Joensson
Summary: Droplet microfluidics technology has great potential in laboratory applications, but many labs struggle to fully harness its capabilities. Researchers have developed a portable droplet production setup using inexpensive commercial parts, enabling quick and easy generation of droplets of various sizes with dynamic tuning capabilities.
Article
Biochemical Research Methods
Niklas Sandstroem, Valentina Carannante, Karl Olofsson, Patrick A. Sandoz, Elisabeth L. Moussaud-Lamodiere, Brinton Seashore-Ludlow, Hanna Van Ooijen, Quentin Verron, Thomas Frisk, Madoka Takai, Martin Wiklund, Paeivi Ostling, Bjorn Onfelt
Summary: In this study, a methodology based on a multichambered microwell chip is presented, which allows for direct assessment of drug or immune cell cytotoxic efficacy. The methodology enables long-term cell culture, efficient screening, and high-quality imaging. The feasibility of this methodology is demonstrated through drug cytotoxicity screening and cellular cytotoxicity screening experiments.
CELL REPORTS METHODS
(2022)
