𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Separation of enantiomers on a chiral stationary phase based on ovoglycoprotein. IV. Effect of sialic acid and galactose on chiral discrimination

✍ Scribed by Jun Haginaka; Hisami Matsunaga

Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
137 KB
Volume
11
Category
Article
ISSN
0899-0042

No coin nor oath required. For personal study only.

✦ Synopsis

HPLC chiral stationary phases based on ovoglycoprotein from chicken egg white (OGCHI), desialyl OGCHI (asialo OGCHI), and desialyldegalactosyl OGCHI (asialo-agalacto OGCHI) were prepared to investigate the effects of sialic acid and sialic acid-galactose groups of OGCHI on chiral discrimination of various solutes. Removal of sialic acid and sialic acid-galactose groups of OGCHI by treatment with neuraminidase and neuraminidase-galactosidase, respectively, was confirmed by matrix-assisted laserdesorption ionization time-of-flight mass spectrometry. Next, OGCHI, asialo OGCHI, and asialo-agalacto OGCHI were bound to aminopropylsilica gel activated with N,NЈdisuccinimidylcarbonate. The retentive and enantioselective properties of the three columns were compared. Generally, removal of sialic acid or sialic acid-galactose groups from OGCHI resulted in no change or an increase of the retention and enantioseparation factors of solutes tested. These results suggest that enantioselective binding site(s) are present on the protein domain. It was concluded that sialic acid and sialic acid-galactose groups of OGCHI did not participate in the chiral discrimination of solutes tested.

πŸ“œ SIMILAR VOLUMES

Enantiomer separation of fungicidal tria
Enantiomer separation of fungicidal triazolyl alcohols by normal phase HPLC on polysaccharide-based chiral stationary phases
✍ Torsten Spitzer; Eiji Yashima; Yoshio Okamoto πŸ“‚ Article πŸ“… 1999 πŸ› John Wiley and Sons 🌐 English βš– 150 KB πŸ‘ 2 views

Three fungicidal triazolyl alcohols (triadimenol, hexaconazole, and cis/ trans-1-4-chlorophenyl-2-1H-1,2,4-triazol-1-yl-cycloheptanol) were completely separated into enantiomers by chiral HPLC using polysaccharide-based chiral stationary phases. A better separation was achieved on cellulose and amyl

Liquid chromatographic separation of the
Liquid chromatographic separation of the enantiomers of Ξ²-amino acids on a ligand exchange chiral stationary phase
✍ Myung Ho Hyun; Sang Cheol Han; Sung Hee Whangbo πŸ“‚ Article πŸ“… 2003 πŸ› John Wiley and Sons 🌐 English βš– 78 KB

A liquid chromatographic ligand exchange chiral stationary phase (CSP) derived from (S)-leucinol was applied in the separation of the enantiomers of 12 beta-amino acids. The resolution was quite successful especially for the enantiomers of beta-amino acids containing aromatic functional group in the

Separation of benzodiazepines on a new c
Separation of benzodiazepines on a new carbohydrate-based chiral stationary phase for HPLC
✍ Apryll M. Stalcup; Wenhong Wu; Karen L. Williams πŸ“‚ Article πŸ“… 1997 πŸ› John Wiley and Sons 🌐 English βš– 167 KB πŸ‘ 2 views

Several benzodiazepines were enantioresolved on a new carbohydrate chiral stationary phase based on maltooligosaccharides. The role of organic modifier, ionic strength, pH and temperature are examined and the results are discussed. In general, selectivity and retention were found to decrease with in

Separation of nicotine and nornicotine e
Separation of nicotine and nornicotine enantiomers via normal phase HPLC on derivatized cellulose chiral stationary phases
✍ Yubing Tang; Walter L. Zielinski; Heather M. Bigott πŸ“‚ Article πŸ“… 1998 πŸ› John Wiley and Sons 🌐 English βš– 110 KB πŸ‘ 2 views

This paper describes the enantiorecognition of (Β±)nicotine and (Β±)nornicotine by high-performance liquid chromatography using two derivatized cellulose chiral stationary phases (CSPs) operated in the normal phase mode. It was found that different substituents linked to the cellulose backbone signifi