Tailor-Made Amino Acids in Pharmaceutical Industry: Synthetic Approaches to Aza-Tryptophan Derivatives |
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| Authors: | Dr Jianlin Han Dr Nataliya V Lyutenko Dr Alexander E Sorochinsky Ayaka Okawara Dr Hiroyuki Konno Dr Sarah White Dr Vadim A Soloshonok |
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| Institution: | 1. Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources International Innovation Center for Forest Chemicals and Materials College of Chemical Engineering, Nanjing Forestry University, Nanjing, 210037 P. R. China;2. Department of Fine Organic Synthesis V.P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry, The National Academy of Sciences of Ukraine, 1 Murmanska str., Kyiv, 02094 Ukraine;3. Graduate School of Science and Engineering, Yamagata University, 4-3-16, Jonan, Yonezawa, Yamagata, 992-8510 Japan;4. Oakwood Chemical, Inc., 730 Columbia Hwy. N, Estill, SC, 29918 USA;5. Department of Organic Chemistry I Faculty of Chemistry, University of the Basque Country UPV/EHU, Paseo Manuel Lardizábal 3, 20018 San Sebastián, Spain |
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| Abstract: | Over the recent years there has been a noticeable upsurge of interest in aza-analogs of tryptophan which are isosteric to the latter and found numerous applications in medicinal, bioorganic chemistry, and peptide research. In the present review article, five aza-tryptophan derivatives are profiled, including aza-substitution in the positions 2, on the five-membered ring, as well as in positions 4, 5, 6, and 7 on the six-membered ring. A detailed and comprehensive literature overview of the synthetic methods for the preparation of these aza-tryptophans is presented and general facets of the biological properties and most promising applications are discussed. |
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| Keywords: | amino acids antimetabolites asymmetric synthesis chemical structural mimicry luminescent bio-markers peptides pharmaceutical drugs |
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