Molecular imprinting was applied to the synthesis of methacrylic
acid-ethylene glycol dimethacrylate copolymers specific for the
herbicide atrazine. In toluene, these imprints bound atrazine with
dissociation constant (K-D) values as low as 10(-6) M, and could be used
for the development of a ligand binding assay for the detection of
atrazine. The selectivity profile of the imprints for triazines
structurally related to atrazine was comparable to those of antibodies.
The substituent of carbon C1 is the most important feature determining
the level of cross-reactivity, and the binding affinity decreased in the
order Cl > OCH3 > OH > SCH3 (atrazine, the imprint species, has C1 at
this position). No cross-reaction of structurally unrelated herbicides
and other compounds was detected. Rebinding experiments in phosphate
buffer containing 0.15\% Tween 20 gave similar results. The polymers
could be packed into HPLC columns and used for the separation of
triazine derivatives. The potential uses of imprinted polymers for the
detection of pollutants in environmental analysis and as sorbents for
the specific removal of toxic compounds in waste water treatment are
discussed.
%0 Journal Article
%1 ISI:A1996TR36000025
%A Siemann, M
%A Andersson, LI
%A Mosbach, K
%C 1155 16TH ST, NW, WASHINGTON, DC 20036
%D 1996
%I AMER CHEMICAL SOC
%J JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
%K antibody assays; binding chromatography; immunoassay mimics; myown site style techniques} {ligand
%N 1
%P 141-145
%R 10.1021/jf950233n
%T Selective recognition of the herbicide atrazine by noncovalent
molecularly imprinted polymers
%U https://doi.org/10.1021/jf950233n
%V 44
%X Molecular imprinting was applied to the synthesis of methacrylic
acid-ethylene glycol dimethacrylate copolymers specific for the
herbicide atrazine. In toluene, these imprints bound atrazine with
dissociation constant (K-D) values as low as 10(-6) M, and could be used
for the development of a ligand binding assay for the detection of
atrazine. The selectivity profile of the imprints for triazines
structurally related to atrazine was comparable to those of antibodies.
The substituent of carbon C1 is the most important feature determining
the level of cross-reactivity, and the binding affinity decreased in the
order Cl > OCH3 > OH > SCH3 (atrazine, the imprint species, has C1 at
this position). No cross-reaction of structurally unrelated herbicides
and other compounds was detected. Rebinding experiments in phosphate
buffer containing 0.15\% Tween 20 gave similar results. The polymers
could be packed into HPLC columns and used for the separation of
triazine derivatives. The potential uses of imprinted polymers for the
detection of pollutants in environmental analysis and as sorbents for
the specific removal of toxic compounds in waste water treatment are
discussed.
@article{ISI:A1996TR36000025,
abstract = {{Molecular imprinting was applied to the synthesis of methacrylic
acid-ethylene glycol dimethacrylate copolymers specific for the
herbicide atrazine. In toluene, these imprints bound atrazine with
dissociation constant (K-D) values as low as 10(-6) M, and could be used
for the development of a ligand binding assay for the detection of
atrazine. The selectivity profile of the imprints for triazines
structurally related to atrazine was comparable to those of antibodies.
The substituent of carbon C1 is the most important feature determining
the level of cross-reactivity, and the binding affinity decreased in the
order Cl > OCH3 > OH > SCH3 (atrazine, the imprint species, has C1 at
this position). No cross-reaction of structurally unrelated herbicides
and other compounds was detected. Rebinding experiments in phosphate
buffer containing 0.15\% Tween 20 gave similar results. The polymers
could be packed into HPLC columns and used for the separation of
triazine derivatives. The potential uses of imprinted polymers for the
detection of pollutants in environmental analysis and as sorbents for
the specific removal of toxic compounds in waste water treatment are
discussed.}},
added-at = {2018-01-25T13:38:08.000+0100},
address = {{1155 16TH ST, NW, WASHINGTON, DC 20036}},
affiliation = {{LUND UNIV,CTR CHEM,DEPT PURE \& APPL BIOCHEM,S-22100 LUND,SWEDEN.}},
author = {Siemann, M and Andersson, LI and Mosbach, K},
biburl = {https://puma.ub.uni-stuttgart.de/bibtex/278a972ae21ddb1bd341ebf782d75bda1/siemannherzberg},
da = {{2018-01-25}},
doc-delivery-number = {{TR360}},
doi = {{10.1021/jf950233n}},
interhash = {10e2aa9079bf39b258589f937440148b},
intrahash = {78a972ae21ddb1bd341ebf782d75bda1},
issn = {{0021-8561}},
journal = {{JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY}},
journal-iso = {{J. Agric. Food Chem.}},
keywords = {antibody assays; binding chromatography; immunoassay mimics; myown site style techniques} {ligand},
keywords-plus = {{TRIAZINE HERBICIDES; ENZYME-IMMUNOASSAY; ORGANIC-SOLVENTS; BINDING;
ANTIBODIES; PRODUCTS; FORMAT; ASSAY}},
language = {{English}},
month = {{JAN}},
number = {{1}},
number-of-cited-references = {{27}},
orcid-numbers = {{Mosbach, Klaus/0000-0001-7300-3470}},
pages = {{141-145}},
publisher = {{AMER CHEMICAL SOC}},
research-areas = {{Agriculture; Chemistry; Food Science \& Technology}},
researcherid-numbers = {{Mosbach, Klaus/L-1016-2013}},
times-cited = {{91}},
timestamp = {2018-01-25T12:38:18.000+0100},
title = {{Selective recognition of the herbicide atrazine by noncovalent
molecularly imprinted polymers}},
type = {{Article}},
unique-id = {{ISI:A1996TR36000025}},
url = {https://doi.org/10.1021/jf950233n},
usage-count-last-180-days = {{1}},
usage-count-since-2013 = {{15}},
volume = {{44}},
web-of-science-categories = {{Agriculture, Multidisciplinary; Chemistry, Applied; Food Science \&
Technology}},
year = {{1996}}
}
