Main Research Interests
- Development of molecular catalysts and new synthetic methods utilizing biofunctions.
- Discovery of effective methods for chemical modification of biomolecules available for elucidation and exploring their function.
- Design and synthesis of new functional molecules and materials.
- Development of new reactions or reagents applicable to synthesis of various bioactive compounds.
Outlines of Researches
We have developed novel dehydrocondensing reagents DMT-MM, which enables us to synthesize amides in water or alcohols. Various polar compounds, such as DNA, hydrogel, as well as peptides were found to be readily prepared by DMT-MM in an aqueous solvent. Based on this finding, we are studying to develop various methods for the formation of amides utilizing special reactivity of 1,3,5-triazines.
New polymers comprising of a chlorotriazine have been developed and shown to be good reagents for dehydrocondensation of carboxylic acids and amines in the presence of NMM, compared to the corresponding monomeric dehydrocondensing reagent.
We have succeeded in developing a novel artificial enzyme based on crown-6, which is capable of converting w-amino acids into lactams in a substrate-specific manner. The catalyst can recognize the distance and the degree of substitution of the amino group farthest from the carboxyl group undergoing reaction.
We have succeeded in demonstrating that amphiphilic dehydrocondensing agents based on 1,3,5-triazine offer the micellar interface as a superior reaction field for dehydrocondensation. Highly rate enhancement (up to 2000 times) should be ascribed to the micellar effect.
Mere chemical generation of ceramide and related double-chain lipids in the membrane of small unilamellar vesicles (SUVs) induces fusion of the vesicles.
- Kitamura, M.; Kawasaki, F.; Ogawa, K.; Nakanishi, S.; Tanaka, H.; Yamada, K.; Kunishima, M. (2014), Role of Linkers in Tertiary Amines that Mediate or Catalyze 1,3,5-Triazine-based Amide-forming Reactions, J. Org. Chem., 79, 3709-3714.
- Kunishima, M.; Ujigawa, T.; Nagaoka, Y.; Kawachi, C.; Hioki, K.; Shiro M. (2012), Study on 1,3,5-Triazine Chemistry in Dehydrocondensation: Gauche Effect on the Generation of Active Triazinylammonium Species, Chem. Eur. J., 18, 15856-15867.
- Yamada, K.; Fujita, H.; Kunishima M. (2012), A Novel Acid-catalyzed O-Benzylating Reagent with the Smallest Unit of Imidate Structure, Org. Lett., 14, 5026-5029.
- Kunishima, M.; Kikuchi, K.; Kawai, Y.; Hioki, K. (2012), Substrate-selective Dehydrocondensation at the Interface of Micelles and Emulsions of Common Surfactants, Angew. Chem. Int. Ed., 51, 2080-2083.
- Nakanishi, S.; Tanaka, H.; Hioki, K.; Yamada, K.; Kunishima, M. (2010), Labeling Study of Avidin by Modular Method for Affinity Labeling (MoAL), Bioorg. Med. Chem. Lett. 20, 7050-7053.
Munetaka KUNISHIMA Professor
Organic Chemistry, Bioorganic Chemistry
Masanori KITAMURA Associate Professor
Organic Chemistry, Bioorganic Chemistry, Bioinorganic Chemistry
Kouhei YAMADA Assistant Professor
Organic Chemistry, Bioorganic Chemistry, Natural Product Synthesis