1-(5-Dimethylamino-1-naphthalenesulphonyl)-(S)- 3-aminopyrrolidine (DNS-Apy) as a fluorescence chiral labelling reagent for carboxylic acid enantiomers

Salma Al-Kindy, Tomofumi Santa*, Takeshi Fukushima, Hiroshi Homma, Kazuhiro Imai

*المؤلف المقابل لهذا العمل

نتاج البحث: المساهمة في مجلةمراجعة النظراء

14 اقتباسات (Scopus)

ملخص

1-(5-Dimethylamino-1-naphthalenesulphonyl)-(S)-3-aminopyrrolidine (DNS-Apy) has been synthesized for the separation of carboxylic acid enantiomers by high-performance liquid chromatography (HPLC) and sensitive detection. The reagent reacts with carboxylic acids at room temperature in the presence of activation agents 2,2'-dipyridyl disulphide (DPDS) and triphenylphosphine (TPP). The maximum emission of the diastereomeric amide derived from (S)-phenylpropionic acid and ketoprofen derivatives of DNS-Apy was at 530 nm with excitation at 340 nm. The emission wavelength shifted towards the blue and the fluorescence intensities increased with increasing acetonitrile concentration in the medium. The diastereomers derived from anti-inflammatory drugs were efficiently resolved with a reverse-phase column using water:acetonitrile mixture as mobile phase. All of the racemate of arylpropionic acid derivatives gave equal fluorescence intensity of the two enantiomers with the exception of ketoprofen derivatives where the intensity of the first eluting enantiomer was half that of the second.

اللغة الأصليةEnglish
الصفحات (من إلى)137-142
عدد الصفحات6
دوريةBiomedical Chromatography
مستوى الصوت11
رقم الإصدار3
المعرِّفات الرقمية للأشياء
حالة النشرPublished - مايو 1997
منشور خارجيًانعم

ASJC Scopus subject areas

  • ???subjectarea.asjc.1600.1602???
  • ???subjectarea.asjc.1300.1303???
  • ???subjectarea.asjc.1300.1312???
  • ???subjectarea.asjc.3000.3004???
  • ???subjectarea.asjc.3000.3002???
  • ???subjectarea.asjc.1300.1308???

بصمة

أدرس بدقة موضوعات البحث “1-(5-Dimethylamino-1-naphthalenesulphonyl)-(S)- 3-aminopyrrolidine (DNS-Apy) as a fluorescence chiral labelling reagent for carboxylic acid enantiomers'. فهما يشكلان معًا بصمة فريدة.

قم بذكر هذا