Surface plasmon resonance spectroscopic chiral discrimination using self-assembled leucine derivative monolayer.
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.
Chen
Hongxia
H
College of Pharmacy, Pusan National University, Pusan 609-735, Republic of Korea.
Cheng
Haiyun
H
Lee
Jaebeom
J
Kim
Jae-Ho
JH
Hyun
Myung Ho
MH
Koh
Kwangnak
K
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*
D007930:Leucine