title: Biomimetic Catalytic and Sensing Cascades Built with Two Designer Bolaamphiphilic Self-Assemblies.
abstract: A system performing both a catalytic hydrolysis reaction and the direct optical monitoring of the product was created by the combination of two bolaamphiphile self-assemblies. Two bolaamphiphilic self-assemblies were applied as a biomimetic catalyst of p-nitrophenyl acetate (p-NPA) hydrolysis and an optical sensor probe that detects p-NPA hydrolysis through photoluminescence quenching by p-nitrophenol (p-NP), the product of p-NPA hydrolysis. One bolaamphiphilic self-assembly with a histidine moiety catalytically hydrolyzed the p-NPA substrate, and the other self-assembly of tyrosyl bolaamphiphile monitored the product of p-NP by photoluminescence quenching. The progression of the reaction and quenching degree were adjusted by controlling the quantity of histidyl and tyrosyl self-assemblies, respectively. The reaction and subsequent sensing cascade could be interrupted by a reducing agent. The addition of NaBH4 induced the chemical conversion of p-NP to p-aminophenol, which retarded photoluminescence quenching. Thus, it was demonstrated that hydrolysis of an organic substrate and subsequent monitoring of the hydrolysis reaction could be achieved through a combination of independent bolaamphiphilic self-assemblies. This study demonstrated the construction of a catalytic reaction and detection system incorporating designer biomimetic self-assemblies whose functionalities were devised to realize deliberate functions.
authors.affiliation: Department of Chemical and Biomolecular Engineering, Yonsei University, 50 Yonsei-ro, Seodaemun-gu, Seoul, Korea 120-749.
authors.forename: Jinyoung
authors.initials: J
authors.lastname: Kwak
authors.affiliation: Department of Chemical and Biomolecular Engineering, Yonsei University, 50 Yonsei-ro, Seodaemun-gu, Seoul, Korea 120-749.
authors.forename: Min-Chul
authors.initials: MC
authors.lastname: Kim
authors.affiliation: Department of Chemical and Biomolecular Engineering, Yonsei University, 50 Yonsei-ro, Seodaemun-gu, Seoul, Korea 120-749.
authors.forename: Sang-Yup
authors.initials: SY
authors.lastname: Lee
mesh_terms: D040761:Biomimetic Materials / Q000737:chemistry* / Q000378:metabolism; D015374:Biosensing Techniques / Q000379:methods*; D002384:Catalysis; D005663:Furans / Q000737:chemistry* / Q000378:metabolism; D006639:Histidine / Q000737:chemistry / Q000378:metabolism; D006868:Hydrolysis; D009596:Nitrophenols / Q000032:analysis* / Q000737:chemistry / Q000378:metabolism*; D011728:Pyridones / Q000737:chemistry* / Q000378:metabolism; D013050:Spectrometry, Fluorescence; D014443:Tyrosine / Q000737:chemistry / Q000378:metabolism
chemical_list: D005663:Furans; D009596:Nitrophenols; D011728:Pyridones; C543575:bolaamphiphile; D014443:Tyrosine; D006639:Histidine; C008642:4-nitrophenyl acetate
keywords: bolaamphiphile; histidine; hydrolysis; quenching; self-assembly; tyrosine