論文 - 詳細
| RRC ID | 15957 |
|---|---|
| 著者 | Bhushan R, Brückner H. |
| タイトル | Use of Marfey's reagent and analogs for chiral amino acid analysis: assessment and applications to natural products and biological systems. |
| ジャーナル | J Chromatogr B Analyt Technol Biomed Life Sci |
| Abstract |
The present paper describes an updated knowledge and status on Marfey's reagent (MR), 1-fluoro-2,4-dinitrophenyl-5-L-alanine amide (FDNP-L-Ala-NH(2)). The reagent is used for pre-column derivatization of amino acids followed by HPLC separation of the diastereomers so formed. Emphasis is put on the design and application of structural variants which are synthesized by introducing different (other than L-Ala-NH(2)) L- and D-amino acid amides and amino acids in the 1,5-difluoro-2,4-dinitro benzene (DFDNB) moiety, as the chiral auxiliary. Advantages, disadvantages, the required precautions and suitability of the approach for the separation of multi component mixtures of DL-amino acids are assessed. Use of two dimensional (2D) techniques, in particular online HPLC in combination with various mass spectrometry techniques is discussed as well as methods designated 'advanced Marfey's method' and 'C(3) Marfey's method'. Application of MR and its variants for the determination of the stereochemistry of protein and non-protein amino acids in bioactive natural products isolated from living organisms (bacteria including blue-green algae, filamentous fungi, plants, marine sponges, invertebrates and vertebrates), in physiological samples including human beings, and in biologically relevant synthetic peptides are presented. In an outlook future applications are envisaged. |
| 巻・号 | 879(29) |
| ページ | 3148-61 |
| 公開日 | 2011-11-1 |
| DOI | 10.1016/j.jchromb.2011.05.058 |
| PII | S1570-0232(11)00398-9 |
| PMID | 21737363 |
| MeSH | Alanine / analogs & derivatives* Alanine / chemistry Amino Acids / analysis Amino Acids / chemistry* Animals Biological Products / analysis Biological Products / chemistry Dinitrobenzenes / chemistry* Humans Peptides / analysis Peptides / chemistry* Stereoisomerism |
| IF | 3.004 |
| 引用数 | 69 |
| WOS 分野 | BIOCHEMICAL RESEARCH METHODS CHEMISTRY, ANALYTICAL |
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| リソース情報 | |
| 一般微生物 | JCM 3001 JCM 3006 JCM 3031 JCM 3083 JCM 3170 JCM 3202 JCM 3304 JCM 4177 |