AcivicinisafermentationproductofStreptomyces;itisaglutamineanalog.Acivicininhibitsγ-glutamyltransferase,CTPsynthetase,GMPsynthetase,andFGAMsynthetase,preventingpurinesynthesis.Acivicinexhibitsanticancerandantifungalactivity,althoughitspotentialchemotherapeuticbenefitislimitedbyhighCNStoxicity.Acivicininhibitsthegrowthofpancreaticcancercellsand,separately,thegrowthofAlternaria,Magnaporthe,andBotrytis.
| CasNo. | 42228-92-2 |
|---|---|
| Purity | ≥98% |
| Formula | C5H7ClN2O3 |
| FormulaWt. | 178.57g/mol |
| ChemicalName | (2S)-2-amino-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]aceticacid |
| IUPACName | (2S)-2-amino-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]aceticacid |
| Synonym | α-Amino-3-chloro-4,5-dihydro-5-isoxazoleaceticacid;ACIA |
| MeltingPoint | 209-211°C |
| Solubility | Solubleinwaterto18mg/mL.Slightlysolubleinmethanol,ethanolorchloroform. |
| Appearance | Whitetooffwhitepowder |
| StoreTemp | -20°C |
|---|---|
| ShipTemp | Ambient |
| MSDS | A0934MSDSPDF |
|---|---|
| InfoSheet | A0934InfoSheetPDF |
| Brochures | AcivicinFlyer |
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HidalgoM,RodriguezG,KuhnJG,etal.ClinCancerRes.1998Nov;4(11):2763-70.PMID:9829740.
LyonsSD,SantME,ChristophersonRI.CytotoxicmechanismsofglutamineantagoNISTsinmouseL1210leukemia.JBiolChem.1990Jul5;265(19):11377-81.PMID:2358467.
AllenL,MeckR,YunisA.Theinhibitionofgamma-glutamyltranspeptidasefromhumanpancreaticcarcinomacellsby(alphaS,5S)-alpha-amino-3-chloro-4,5-dihydro-5-isoxazoleaceticacid(AT-125;NSC-163501).ResCommunChemPatholPharmacol.1980Jan;27(1):175-82.PMID:6102405.
