(+)-4-Phosphonophenylglycine (PPG) a new group III selective metabotropic glutamate receptor agonist

Bioorganic and Medicinal Chemistry Letters

Volumn 10, Issue 11, 2000, Pages 1241-1244

  Gasparini, Fabrizio ^a   Inderbitzin, Werner ^a   Francotte, Eric ^a   Lecis, Gabrielle ^a   Richert, Paul ^a   Dragic, Zorica ^a   Kuhn, Rainer ^a   Flor, Peter J ^a  

^a NOVARTIS PHARMA AG   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

4 PHOSPHONOPHENYLGLYCINE; GLUTAMATE RECEPTOR AGONIST; METABOTROPIC RECEPTOR; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CHEMICAL ANALYSIS; CHO CELL; CHROMATOGRAPHY; CONTROLLED STUDY; DRUG RECEPTOR BINDING; DRUG SYNTHESIS; ENANTIOMER; HAMSTER; NONHUMAN; REACTION ANALYSIS; STEREOCHEMISTRY;

EXCITATORY AMINO ACID AGONISTS; GLYCINE; RECEPTORS, METABOTROPIC GLUTAMATE;

ANIMALIA; CRICETINAE;

EID: 0034608317     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(00)00197-9     Document Type: Article

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12. The preparative HPLC was performed with a Shimadzu modular liquid chromatograph (Burckard Instrumente, Zürich, Switzerland) composed of an LC-8A Pump, a multiwavelength UV-vis detector model SPD-10A. The UV signal (210 nm) was recorded and processed by an Epson Microcomputer, using the Class LC-10 chromatographic software (Shimadzu, Burckard Instrumente, Switzerland). 6.9 g of racemate were dissolved in 50 mL of hexane:2-propanol 40:60 (v/v) and injected via the pump on a 10 cm (i.d.) by 50 cm Chiralcel OJ column (Daicel Chemical Industries, Japan). The flow-rate was 150 mL/min. The mobile phase consisted of a mixture of hexane:2-propanol 40:60 (v/v). Under the applied chromatographic conditons, the (+) enantiomer was isolated from a first fraction collected between 75 and 110 min, and the (-) enantiomer from a second fraction collected between 125 and 200 min. Evaporation of the collected fraction allowed the isolation of 3.14 g of (+) enantiomer and 3.4 g of (-) enantiomer, both with an enantiomeric purity greater than 99.9%.
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