Disease relevance of NSC42872

• 2-Phenylpropanoic acid and 2-phenylbutanoic acid were resolved using Pseudomonas sp. lipase [1].

High impact information on NSC42872

• Letter: Transition metal catalyzed asymmetric organic syntheses via polymer bound chiral ligands. Synthesis of R amino acids and hydratropic acid by hydrogenation [2].
• Stereospecificity of enzyme induction by 2-phenylpropionic acid [3].
• Presynaptic cholinergic modulators as potent cognition enhancers and analgesic drugs. 1. Tropic and 2-phenylpropionic acid esters [4].
• In vivo mechanistic studies on the metabolic activation of 2-phenylpropionic acid in rat [5].
• Enantioselective covalent binding of 2-phenylpropionic Acid to protein in vitro in rat hepatocytes [6].

Biological context of NSC42872

• Enantioselective disposition of 2-arylpropionic acid nonsteroidal anti-inflammatory drugs. II. 2-Phenylpropionic acid protein binding [7].
• The steady-state kinetic parameters for pig liver carboxylesterase (PLE)-catalyzed hydrolysis of the prochiral substrate dimethyl phenylmalonate (DMPM) (product enantioselectivity) and the separate enantiomers of three chiral 2-phenylpropionic acid esters (substrate enantioselectivity) were measured at seven temperatures between 288 K and 312 K [8].

Anatomical context of NSC42872

• 5. Bile-duct cannulated rats excreted 20-30% of an injected dose of [14C] hydratropic acid in the bile in 3 h mainly as hydratropylglucuronide [9].
• Lack of stereoselectivity of the peroxisome proliferation induced by 2-phenylpropionic acid: evidence against a role for lipid disturbance in peroxisome proliferation [10].

Associations of NSC42872 with other chemical compounds

• The metabolites were 2-phenyl-1,2-propanediol (3% of urinary radioactivity) and its glucuronide (50%), atrolactic acid (27%), S-(2-hydroxy-2-phenylpropyl)-N-acetylcysteine (13%), and 2-phenylpropionic acid (1%); the glucuronides and mercapturates were each conjugated on the methylene carbon beta to the ring [11].
• Regardless of the optical configuration of 2-phenylpropionic acid administered, the glycine conjugate was the major urinary metabolite and this was shown to be exclusively the (+)-(S)-enantiomer by chiral HPLC [12].
• The S to R chiral inversion, on the other hand, is rare and has been observed, in substantial extents, only for ibuprofen in guinea pigs and 2-phenylpropionic acid in dogs [13].

Gene context of NSC42872

• This suggests that the optical isomers of 2-phenylpropionic acid can be either conjugated by the same form or very closely regulated forms of UDPGT [14].
• On the basis of the different effects of the 5-HT4 antagonist SDZ 205557 on analgesia induced by the enantiomers of 1 and 2 and by (+)-R-hyoscyamine and the alpha-tropanyl ester of 2-phenylpropionic acid 3, a mechanism of action is proposed for this class of compounds [15].

Analytical, diagnostic and therapeutic context of NSC42872

• The enantiomers of 2-phenylpropionic acid, 2-(2-naphthyl)propionic acid, 2-(4-biphenyl)propionic acid and six anti-inflammatory congeners were separated by high-performance liquid chromatography via their diastereoisomeric derivatives with (S)-(-)-1-phenylethylamine [16].
• A general and sensitive HPLC method using a precolumn switching system was developed for the separation and quantification of the individual diastereoisomeric glucuronides of the 2-phenylpropionic acid optical isomers [14].

References