The ‘O‐acyl isopeptide method’ for the synthesis of difficult sequence‐containing peptides: application to the synthesis of Alzheimer's disease‐related amyloid β peptide (Aβ) 1–42
- Y. Sohma, Y. Hayashi, Y. Kiso
- Chemistry, BiologyJournal of Peptide Science
- 1 August 2005
The strategy not only overcomes the solubility problem in the synthesis of Aβ1–42 and can provide intact Aβ 1–42 efficiently, but is also applicable in the synthesisation of large difficult sequence‐containing peptides at least up to 50 amino acids.
Controlled drug release: new water-soluble prodrugs of an HIV protease inhibitor.
- H. Matsumoto, Y. Sohma, T. Kimura, Y. Hayashi, Y. Kiso
- Chemistry, BiologyBioorganic & Medicinal Chemistry Letters
- 1 February 2001
Attenuation of the aggregation and neurotoxicity of amyloid-β peptides by catalytic photooxygenation.
- A. Taniguchi, D. Sasaki, M. Kanai
- Chemistry, BiologyAngewandte Chemie
- 27 January 2014
It is demonstrated that catalytic oxygenation of amyloid-β peptides (Aβ) might be an effective approach to treat AD by inhibiting the aggregation and cytotoxicity of native Aβ.
“Click Peptide“: pH‐Triggered in Situ Production and Aggregation of Monomer Aβ1–42
- Atsuhiko Taniguchi , Y. Sohma, Y. Kiso
- Biology, ChemistryChemBioChem
- 2 March 2009
The unique features of a pH click peptide based on an O‐acyl isopeptide method that is quickly able to convert into Aβ1–42 through an O-to‐N intramolecular acyl migration are demonstrated.
Rational design and identification of a non-peptidic aggregation inhibitor of amyloid-β based on a pharmacophore motif obtained from cyclo[-Lys-Leu-Val-Phe-Phe-].
- T. Arai, Takushi Araya, M. Kanai
- Chemistry, BiologyAngewandte Chemie
- 28 July 2014
These molecules are the first successful non-peptidic, small-molecule aggregation inhibitors of amyloids based on rational molecular design.
Development of water-soluble prodrugs of the HIV-1 protease inhibitor KNI-727: importance of the conversion time for higher gastrointestinal absorption of prodrugs based on spontaneous chemical…
- Y. Sohma, Y. Hayashi, Tomoko Ito, H. Matsumoto, Tooru Kimura, Y. Kiso
- Chemistry, BiologyJournal of Medicinal Chemistry
- 11 September 2003
It is found that not only a high water solubility but also an appropriate conversion time of the prodrug with a relatively narrow limit of around 35 min via intraduodenal administration was necessary for significant improvement of the gastrointestinal absorption in water-soluble prodrugs based on the spontaneous chemical cleavage.
Transition Metal-Free Tryptophan-Selective Bioconjugation of Proteins.
- Yohei Seki, T. Ishiyama, M. Kanai
- Biology, ChemistryJournal of the American Chemical Society
- 17 August 2016
A transition metal-free method for tryptophan-selective bioconjugation of proteins that is based on an organoradical and operates under ambient conditions that exhibits low levels of cross-reactivity and leaves higher-order structures of the protein and various functional groups therein unaffected.
Switchable photooxygenation catalysts that sense higher-order amyloid structures.
- A. Taniguchi, Y. Shimizu, K. Oisaki, Y. Sohma, M. Kanai
- Biology, ChemistryNature Chemistry
- 1 October 2016
Target-state-dependent photooxygenation catalysts that are active only when bound to the cross-β-sheet structure that is characteristic of pathogenic aggregated amyloid proteins are reported.
Design and synthesis of a novel water-soluble Aβ1-42 isopeptide: an efficient strategy for the preparation of Alzheimer's disease-related peptide, Aβ1-42, via O–N intramolecular acyl migration…
- Y. Sohma, M. Sasaki, Y. Hayashi, Tooru Kimura, Y. Kiso
- Chemistry, Biology
- 26 July 2004
A novel approach of water-soluble paclitaxel prodrug with no auxiliary and no byproduct: design and synthesis of isotaxel.
- Y. Hayashi, M. Skwarczynski, Y. Hamada, Y. Sohma, Tooru Kimura, Y. Kiso
- Chemistry, BiologyJournal of Medicinal Chemistry
- 26 July 2003
A novel water-soluble paclitaxel prodrug, isotaxel 2, has no additional functional auxiliaries released during conversion to pac litaxel, which would be a great advantage in toxicology and medical economics.
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