TY - JOUR
T1 - Imprinting of chiral molecular recognition sites in thin TiO2 films associated with field-effect transistors
T2 - Novel functionalized devices for chiroselective and chirospecific analyses
AU - Lahav, Michal
AU - Kharitonov, Andrei B.
AU - Willner, Itamar
PY - 2001/9/17
Y1 - 2001/9/17
N2 - (R)- or (S)-2-Methylferrocene carboxylic acids, (R)-1 or (S)-1, (R)- or (S)-2-phenylbutanoic acid, (R)-2 or (S)-2, and (R)- or (S)-2-propanoic acid, (R)-3 or (S)-3, can be imprinted in thin TiO2 films on the gate surface of ion-sensitive field-effect transistor (ISFET) devices. The imprinting is performed by hydrolyzing the respective carboxylate TiIV butoxide complex on the gate surface, followed by washing off the acid from the resulting TiO2 film. The imprinted sites reveal chiroselectivity only towards the sensing of the imprinted enantiomer. The chiral recognition sites reveal not only chiroselectivity but also chirospecificity and, for example, the (R)-2-imprinted film is active in the sensing of (R)-2, but insensitive towards the sensing of (R)2-phenylpropanoic acid, (R)-3, which exhibits a similar chirality. Similarly, the (R)-3-imprinted film is inactive in the analysis of (R)-2. The chiroselectivity and chirospecificity of the resulting imprinted films are attributed to the need to align and fit the respective substrates in precise molecular contours generated in the cros s-linked TiO2, films upon the imprinting process.
AB - (R)- or (S)-2-Methylferrocene carboxylic acids, (R)-1 or (S)-1, (R)- or (S)-2-phenylbutanoic acid, (R)-2 or (S)-2, and (R)- or (S)-2-propanoic acid, (R)-3 or (S)-3, can be imprinted in thin TiO2 films on the gate surface of ion-sensitive field-effect transistor (ISFET) devices. The imprinting is performed by hydrolyzing the respective carboxylate TiIV butoxide complex on the gate surface, followed by washing off the acid from the resulting TiO2 film. The imprinted sites reveal chiroselectivity only towards the sensing of the imprinted enantiomer. The chiral recognition sites reveal not only chiroselectivity but also chirospecificity and, for example, the (R)-2-imprinted film is active in the sensing of (R)-2, but insensitive towards the sensing of (R)2-phenylpropanoic acid, (R)-3, which exhibits a similar chirality. Similarly, the (R)-3-imprinted film is inactive in the analysis of (R)-2. The chiroselectivity and chirospecificity of the resulting imprinted films are attributed to the need to align and fit the respective substrates in precise molecular contours generated in the cros s-linked TiO2, films upon the imprinting process.
KW - Field-effect transistor
KW - Imprinting
KW - Molecular recognition
KW - Sensors
KW - Titanium oxide
UR - http://www.scopus.com/inward/record.url?scp=0035903708&partnerID=8YFLogxK
U2 - 10.1002/1521-3765(20010917)7:18<3992::AID-CHEM3992>3.0.CO;2-G
DO - 10.1002/1521-3765(20010917)7:18<3992::AID-CHEM3992>3.0.CO;2-G
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C2 - 11596941
AN - SCOPUS:0035903708
SN - 0947-6539
VL - 7
SP - 3992
EP - 3997
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 18
ER -