title: Surface plasmon resonance spectroscopic chiral discrimination using self-assembled leucine derivative monolayer.
abstract: Pirkle-type chiral stationary phases (CSPs) showed excellent enantiomeric separation for amino acid derivatives by forming energetically different two transient diastereomeric pi-pi donor-acceptor complexes with two enantiomers. A CSP derived from N-(3,5-dinitrobenzoyl) leucine with a thiol ending group for immobilization on Au was synthesized and self-assembled on Au surface as chiral sensing layer. The monolayer characterized by spectroscopic and microscopic methods such as AFM, FTIR reflection absorption spectroscopy (FTIR-RAS) and cyclic voltammetry (CV). The enantiospecific detection onto CSP of the leucine derivative was studied by surface plasmon resonance (SPR). (S)-CSP SAM showed high chiral differential detection for (S)-analyte in a range of 1.0x10(-9) to 1.0x10(-4) M. In combination with the SPR method, the leucine derivative monolayer provided a reliable and simple experimental platform for enantiospecific detection.
authors.affiliation: College of Pharmacy, Pusan National University, Pusan 609-735, Republic of Korea.
authors.forename: Hongxia
authors.initials: H
authors.lastname: Chen
authors.forename: Haiyun
authors.initials: H
authors.lastname: Cheng
authors.forename: Jaebeom
authors.initials: J
authors.lastname: Lee
authors.forename: Jae-Ho
authors.initials: JH
authors.lastname: Kim
authors.forename: Myung Ho
authors.initials: MH
authors.lastname: Hyun
authors.forename: Kwangnak
authors.initials: K
authors.lastname: Koh
mesh_terms: D000042:Absorption; D007930:Leucine / Q000031:analogs & derivatives* / Q000737:chemistry*; D012680:Sensitivity and Specificity; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism; D020349:Surface Plasmon Resonance / Q000379:methods*
chemical_list: D007930:Leucine