Molecular-length and chiral discriminations by beta-structural poly(L-alanine) on silica.
Poly(L-alanine)-grafted porous silica (Sil-Ala22) was prepared by polymerization of N-carboxyanhydride of L-alanine initiated by 3-aminopropylated silica. Its selective interaction with aromatic guest molecules was evaluated by the retention time in liquid chromatography using the column packed with Sil-Ala22. Sil-Ala22 showed a specific selective retention with discriminating molecular shapes, such as molecular length, linearity and planarity. This selectivity can be explained by a multiple pi-pi interaction with the carbonyl groups one dimensionally-aligned on the rigid beta-form structure in the peptide main chain. Chiral separation with Sil-Ala22 was also described.
Shundo
Atsuomi
A
Department of Applied Chemistry and Biochemistry, Kumamoto University, 2-39-1 Kurokami, Kumamoto 860-8555, Japan.
Sakurai
Toshihiko
T
Takafuji
Makoto
M
Nagaoka
Shoji
S
Ihara
Hirotaka
H
D002853:Chromatography, Liquid / Q000295:instrumentation*; D010455:Peptides / Q000737:chemistry*; D011083:Polycyclic Compounds / Q000737:chemistry; D017433:Protein Structure, Secondary; D012822:Silicon Dioxide / Q000737:chemistry*; D013237:Stereoisomerism
D010455:Peptides; D011083:Polycyclic Compounds; C019529:polyalanine; D012822:Silicon Dioxide