Literature DB >> 20108029

6,7-Difluoro-1,4-dihydro-1-methyl-4-oxo-3-quinolinecarboxylic acid, a newly designed fluorescence enhancement-type derivatizing reagent for amino compounds.

Junzo Hirano1, Kenji Hamase, Hiroyuki Miyata, Kiyoshi Zaitsu.   

Abstract

A novel fluorescence enhancement-type derivatizing reagent for amino compounds, 6,7-difluoro-1,4-dihydro-1-methyl-4-oxo-3-quinolinecarboxylic acid (FMQC), was developed. FMQC reacts with aliphatic primary amino compounds to afford strong fluorescent derivatives having high photo-and thermo-stabilities. The FMQC derivatives of amino compounds showed 12-159 times higher fluorescence quantum efficiencies than those of FMQC in aqueous and polar organic media. Additionally, the absorption and fluorescence emission wavelength of the derivatives are red-shifted from those of FMQC. These differences in the fluorescence properties between FMQC and the fluorescent derivative enabled the simple and highly sensitive determination of amino compounds without removing any excess unreacted FMQC by using a simple spectrofluorometer as well as HPLC.

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Year:  2010        PMID: 20108029     DOI: 10.1007/s10895-009-0596-2

Source DB:  PubMed          Journal:  J Fluoresc        ISSN: 1053-0509            Impact factor:   2.217


  18 in total

Review 1.  Fluorogenic and fluorescent labeling reagents with a benzofurazan skeleton.

Authors:  S Uchiyama; T Santa; N Okiyama; T Fukushima; K Imai
Journal:  Biomed Chromatogr       Date:  2001-08       Impact factor: 1.902

2.  Synthesis and structure-activity relationships of 5-amino-6-fluoro-1-[(1R,2S)-2-fluorocyclopropan-1-yl]-8-methylquinolonecarboxylic acid antibacterials having fluorinated 7-[(3R)-3-(1-aminocyclopropan-1-yl)pyrrolidin-1-yl] substituents.

Authors:  Hiroaki Inagaki; Satoru Miyauchi; Rie N Miyauchi; Haruko C Kawato; Hitoshi Ohki; Norikazu Matsuhashi; Katsuhiro Kawakami; Hisashi Takahashi; Makoto Takemura
Journal:  J Med Chem       Date:  2003-03-13       Impact factor: 7.446

3.  High-performance liquid chromatography and sensitive detection of amino acids derivatized with 7-fluoro-4-nitrobenzo-2-oxa-1,3-diazole.

Authors:  Y Watanabe; K Imai
Journal:  Anal Biochem       Date:  1981-09-15       Impact factor: 3.365

4.  Derivatization with 4-chloro-7-nitrobenzofurazan for liquid chromatographic determination of hydroxyproline in collagen hydrolysate.

Authors:  M Ahnoff; I Grundevik; A Arfwidsson; J Fonselius; B A Persson
Journal:  Anal Chem       Date:  1981-03       Impact factor: 6.986

5.  Synthesis and antibacterial evaluation of certain quinolone derivatives.

Authors:  Y L Chen; K C Fang; J Y Sheu; S L Hsu; C C Tzeng
Journal:  J Med Chem       Date:  2001-07-05       Impact factor: 7.446

6.  Structure-activity relationships of antibacterial 6,7- and 7,8-disubstituted 1-alkyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acids.

Authors:  H Koga; A Itoh; S Murayama; S Suzue; T Irikura
Journal:  J Med Chem       Date:  1980-12       Impact factor: 7.446

7.  Synthesis and antitumor activity of halogen-substituted 4-(3,3-dimethyl-1-triazeno)quinolines.

Authors:  A J Lin; T L Loo
Journal:  J Med Chem       Date:  1978-03       Impact factor: 7.446

8.  A prodrug approach toward the development of water soluble fluoroquinolones and structure--activity relationships of quinoline-3-carboxylic acids.

Authors:  William R Baker; Shaopei Cai; Martin Dimitroff; Liming Fang; Kay K Huh; David R Ryckman; Xiao Shang; Ribhi M Shawar; Joseph H Therrien
Journal:  J Med Chem       Date:  2004-09-09       Impact factor: 7.446

9.  4-(5',6'-Dimethoxybenzothiazolyl)benzoyl fluoride and 2-(5',6'-dimethoxybenzothiazolyl)benzenesulfonyl chloride as sensitive fluorescence derivatization reagents for amines in high-performance liquid chromatography.

Authors:  S Hara; J Aoki; K Yoshikuni; Y Tatsuguchi; M Yamaguchi
Journal:  Analyst       Date:  1997-05       Impact factor: 4.616

10.  O-phthalaldehyde: fluorogenic detection of primary amines in the picomole range. Comparison with fluorescamine and ninhydrin.

Authors:  J R Benson; P E Hare
Journal:  Proc Natl Acad Sci U S A       Date:  1975-02       Impact factor: 11.205

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  1 in total

1.  Synthesis and spectroscopy of novel branched fluorescent dyes containing benzophenone parts and the possibility as fluorescence probes.

Authors:  Fang Gao; Lanying Niu; Nvdan Hu; Jianchao Wang; Hongru Li; Shengtao Zhang
Journal:  J Fluoresc       Date:  2010-06-29       Impact factor: 2.217

  1 in total

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