東京大学生産技術研究所 物質・環境系部門 工藤研究室 東京大学生産技術研究所 物質・環境系部門 工藤研究室
東京大学生産技術研究所 物質・環境系部門 工藤研究室
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Functional Peptides
So far, the term "functional peptides" has been used only for bioactive peptides such as suppliments and drugs. From completely different viewpoints, we consider the peptides as functional organic molecules, and have developed peptide catalysts, peptide assemblies as nano vessel and template. Their intra/intermolecular interaction is robust and many of them successfully work under aqueous conditions.


1. Peptide catalysts


Peptide catalyzed regio- and enantioselective addition to a,b,g,d-unsaturated aldehydes  (Angew. Chem. Int. Ed., 2013, 52, 11585)

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Construction of all-carbon substituted quartarnary chiral center via peptide-catalyzed conjugate addition  (Angew. Chem. Int. Ed., 2012, 51, 12786)

Catalytic asymmetric Diels-Alder reaction using cyclic dipeptide as a ligand. (Heterocycles, 2009, 78, 1171

Asymmetric hydrogen transfer reaction in aqueous media catalyzed by resin-supported peptide catalyst having polyleucine chain.(Org. Lett., 2008, 10, 2035; Tetrahedron: Asymmetry, 2009, 20, 461)


One-pot sequential acid- and base-catalyzed reactions including enantioselective step.(Tetrahedron Lett.  2007, 48, 985-987)

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Control of the reactivity of peptide-heme complex due to the structural change induced by solvent.(Chem. Lett. 2006, 35, 584)
 
Asymmetric cross aldol reaction in aqueous media catalyzed by resin supported peptides.(Tetrahedron Lett. 2005, 46, 8185)
 

2. Peptides as templates

Orientation control of self-stacking D,L-alternating cyclic octa-α-peptide through multiple electrostatic interactions (Chem. Lett., 2007, 36, 1070) 

Preparation of 1D-aligned gold nanoparticles on DNA utilizing DNA-binding peptides ( Seisan-kenkyu (in Japanese) 2007, 59, 128)


3. Utilization of interactions of peptides and other molecules

Design and synthesis of semi-artificial myoglobin possessing DNA-binding peptides on heme propionates  (Bull. Chem. Soc. Jpn. 2005, 78, 1749)  [Awarded BCSJ Prize]

        
Design of FAD-binding peptide using a combinatorial α-helix peptide library   (Chem. Lett., 2004, 33, 978)