32999-90-9Relevant academic research and scientific papers
Evaluation of the Edman degradation product of vancomycin bonded to core-shell particles as a new HPLC chiral stationary phase
Hellinghausen, Garrett,Lopez, Diego A.,Lee, Jauh T.,Wang, Yadi,Weatherly, Choyce A.,Portillo, Abiud E.,Berthod, Alain,Armstrong, Daniel W.
, p. 1067 - 1078 (2018/08/01)
A modified macrocyclic glycopeptide-based chiral stationary phase (CSP), prepared via Edman degradation of vancomycin, was evaluated as a chiral selector for the first time. Its applicability was compared with other macrocyclic glycopeptide-based CSPs: TeicoShell and VancoShell. In addition, another modified macrocyclic glycopeptide-based CSP, NicoShell, was further examined. Initial evaluation was focused on the complementary behavior with these glycopeptides. A screening procedure was used based on previous work for the enantiomeric separation of 50 chiral compounds including amino acids, pesticides, stimulants, and a variety of pharmaceuticals. Fast and efficient chiral separations resulted by using superficially porous (core-shell) particle supports. Overall, the vancomycin Edman degradation product (EDP) resembled TeicoShell with high enantioselectivity for acidic compounds in the polar ionic mode. The simultaneous enantiomeric separation of 5 racemic profens using liquid chromatography-mass spectrometry with EDP was performed in approximately 3?minutes. Other highlights include simultaneous liquid chromatography separations of rac-amphetamine and rac-methamphetamine with VancoShell, rac-pseudoephedrine and rac-ephedrine with NicoShell, and rac-dichlorprop and rac-haloxyfop with TeicoShell.
Method for preparing chiral proglumide and pharmaceutical composition
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Paragraph 0042; 0044, (2017/05/02)
The invention provides a method for preparing chiral proglumide and a pharmaceutical composition of the chiral proglumide for treating and/or preventing peptic ulcer. The preparing method is characterized in that raw materials are easy to obtain, the number of procedures is small, energy consumption is low, and operation is easy, environment-friendly and safe. Chiral proglumide with high optical purity, high yield and low cost is obtained with the method and is quite suitable for industrial application. Furthermore, compared with racemization proglumide, under the condition that ulcer treatment effect is the same of similar, administration dosage can be reduced greatly by means of forward spinning 5-(R)-dipropyl amino-4-benzamido-5-oxo-valeric acid of chiral proglumide, burden on organism metabolism is relieved during administration, potential safety hazards probably caused by the adoption of racemization proglumide due to the fact that proglumide is a mixture are effectively avoided, and medication safety is guaranteed.
Application of cyclam-capped β-cyclodextrin-bonded silica particles as a chiral stationary phase in capillary electrochromatography for enantiomeric separations
Gong, Yinhan,Lee, Hian Kee
, p. 1348 - 1354 (2007/10/03)
Two novel types of substituted cyclam-capped β-cyclodextrin (β-CD)-bonded silica particles have been prepared and used as chiral stationary phases in capillary electrochromatography (CEC). The two stationary phases have a chiral selector with three recognition sites: β-CD, cyclam, and the latter's sidearm. They exhibit excellent enantioselectivities in CEC for a wide range of compounds as a result of the cooperative functioning of the anchored β-CD and cyclam. After inclusion of the metal ion (Ni2+) from the running buffer into the substituted cyclams and their sidearm ligands, the bonded stationary phases become positively charged and can provide extra electrostatic interactions with ionizable solutes and enhance the dipolar interactions with some polar neutral solutes. This enhances the host-guest interaction with some solutes and improves chiral recognition and enantioselectivity. These new types of stationary phases exhibit great potential for fast chiral separations in CEC.
Resolution of (RS)-proglumide using lipase from Candida cylindraceae.
Muralidhar,Chirumamilla,Ramachandran,Marchant,Nigam
, p. 1471 - 1475 (2007/10/03)
Proglumide is used in the treatment of neuropathic pain. It acts by inhibiting peptide cholecystokinin (CCK). Neural injury produces an elevation in plasma CCK. Proglumide has been also shown to augment the analgesic effect of sustained release morphine i
