Optical activity and ultraviolet absorbance detection of dansyl L-amino acids separated by gradient liquid chromatography

Journal Article · Wed Apr 01 00:00:00 EST 1987 · Anal. Chem.; (United States)

OSTI ID:7075649

Many scientific investigations (e.g., geochronology, pharmaceuticals) have the need to determine enantiometric ratios of amino acids and other compounds. It has been reported that OA/UV or OA/RI (refractive index) are ideal methods for the determination of enantiomeric ratios without the need for chiral columns, chiral eluents, or diasteromer preparation. Unfortunately, only three amino acids are naturally UV absorbing (254 nm), and RI sensitivity for amino acids is low. Derivatization by several methods (o-phthalaldehyde, dansyl, phenylisothiocyanate, fluorescamine, 2,4-dinitrofluorobenzene, and phenylthiohydantoin) renders all amino acids UV absorbing and makes UV or fluorescence viable techniques for amino acids determinations. A previously neglected aspect of derivatization is the effect on optical activity. These highly polar groups influence the chiral center of amino acids drastically (electronic and steric effects). The shifting of the absorption band to the proximity of the wavelength used for OA measurements further enhances the importance of the substituent. The authors report here the determination of 17 dansyl amino acids in a mixture by UV absorbance and optical activity. This involves gradient elution. Previously, the optical activity detector (OAD) has been used only with isocratic HPLC.

• DOE Contract Number: W-7405-ENG-82
• OSTI ID: 7075649
• Journal Information: Anal. Chem.; (United States), Vol. 59:7
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
AMINO ACIDS
ABSORPTION SPECTROSCOPY
LIQUID COLUMN CHROMATOGRAPHY
OPTICAL ACTIVITY
ULTRAVIOLET SPECTRA
ENANTIOMORPHS
EXPERIMENTAL DATA
QUALITATIVE CHEMICAL ANALYSIS
CARBOXYLIC ACIDS
CHEMICAL ANALYSIS
CHROMATOGRAPHY
DATA
INFORMATION
NUMERICAL DATA
ORGANIC ACIDS
ORGANIC COMPOUNDS
SEPARATION PROCESSES
SPECTRA
SPECTROSCOPY
400102* - Chemical & Spectral Procedures
400105 - Separation Procedures