Chiral recognition and separation of beta(2)-amino acids using noncovalently molecularly imprinted polymers
(2004) In Analyst 129(12). p.1211-1215- Abstract
- Non-covalently molecularly imprinted polymers (MIPs) for beta(2)-amino acids were prepared for the first time. N-(2-chlorobenzyloxycarbonyl)-(R)-beta(2)-homophenylalanine (N-2-ClZ-(R)-beta(2)-HPhe)was imprinted with methacrylic acid (MAA) and/or 4-vinylpyridine (4-VPy) as the functional monomers, with ethylene glycol dimethacrylate ( EDMA) as the cross-linker. The MIPs made with different ratios of MAA:4-VPy were studied in HPLC mode. The results show that MIPs made with 4-VPy yielded the best chiral separation factor (alpha=1.86) for the template molecule. The importance for an efficient separation of pi-stacking interactions between the MIPs and the template molecule is demonstrated. Racemates of Z-alpha-amino acids and beta-amino acid... (More)
- Non-covalently molecularly imprinted polymers (MIPs) for beta(2)-amino acids were prepared for the first time. N-(2-chlorobenzyloxycarbonyl)-(R)-beta(2)-homophenylalanine (N-2-ClZ-(R)-beta(2)-HPhe)was imprinted with methacrylic acid (MAA) and/or 4-vinylpyridine (4-VPy) as the functional monomers, with ethylene glycol dimethacrylate ( EDMA) as the cross-linker. The MIPs made with different ratios of MAA:4-VPy were studied in HPLC mode. The results show that MIPs made with 4-VPy yielded the best chiral separation factor (alpha=1.86) for the template molecule. The importance for an efficient separation of pi-stacking interactions between the MIPs and the template molecule is demonstrated. Racemates of Z-alpha-amino acids and beta-amino acid analogues of the template were either not or poorly resolved by the MIPs, thus demonstrating the close three-dimensional complementarity of the MIPs' recognition sites with the template. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/140967
- author
- Shim, Y H ; Yilmaz, Ecevit LU ; Solange, L A and Haupt, Karsten Olaf LU
- organization
- publishing date
- 2004
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Analyst
- volume
- 129
- issue
- 12
- pages
- 1211 - 1215
- publisher
- Royal Society of Chemistry
- external identifiers
-
- pmid:15565220
- wos:000225335500010
- scopus:11944260598
- ISSN
- 1364-5528
- DOI
- 10.1039/b409836f
- language
- English
- LU publication?
- yes
- id
- f94d4f75-30d1-4aad-bb15-e34322a6fa49 (old id 140967)
- date added to LUP
- 2016-04-01 16:20:21
- date last changed
- 2022-01-28 19:01:19
@article{f94d4f75-30d1-4aad-bb15-e34322a6fa49,
abstract = {{Non-covalently molecularly imprinted polymers (MIPs) for beta(2)-amino acids were prepared for the first time. N-(2-chlorobenzyloxycarbonyl)-(R)-beta(2)-homophenylalanine (N-2-ClZ-(R)-beta(2)-HPhe)was imprinted with methacrylic acid (MAA) and/or 4-vinylpyridine (4-VPy) as the functional monomers, with ethylene glycol dimethacrylate ( EDMA) as the cross-linker. The MIPs made with different ratios of MAA:4-VPy were studied in HPLC mode. The results show that MIPs made with 4-VPy yielded the best chiral separation factor (alpha=1.86) for the template molecule. The importance for an efficient separation of pi-stacking interactions between the MIPs and the template molecule is demonstrated. Racemates of Z-alpha-amino acids and beta-amino acid analogues of the template were either not or poorly resolved by the MIPs, thus demonstrating the close three-dimensional complementarity of the MIPs' recognition sites with the template.}},
author = {{Shim, Y H and Yilmaz, Ecevit and Solange, L A and Haupt, Karsten Olaf}},
issn = {{1364-5528}},
language = {{eng}},
number = {{12}},
pages = {{1211--1215}},
publisher = {{Royal Society of Chemistry}},
series = {{Analyst}},
title = {{Chiral recognition and separation of beta(2)-amino acids using noncovalently molecularly imprinted polymers}},
url = {{http://dx.doi.org/10.1039/b409836f}},
doi = {{10.1039/b409836f}},
volume = {{129}},
year = {{2004}},
}