23632-66-8Relevant articles and documents
A Facile Synthesis of Hydroxamic Acids of Nα-Protected Amino Acids Employing BDMS, a Study of Their Molecular Docking and Their Antibacterial Activities
Uma,Lalithamba,Chandramohan,Lingaraju
, (2019/04/26)
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Antifungal dipeptides incorporating an inhibitor of homoserine dehydrogenase
Skwarecki, Andrzej S.,Schielmann, Marta,Martynow, Dorota,Kawczyński, Marcin,Wi?niewska, Aleksandra,Milewska, Maria J.,Milewski, S?awomir
, (2018/01/17)
The antifungal activity of 5-hydroxy-4-oxo-l-norvaline (HONV), exhibited under conditions mimicking human serum, may be improved upon incorporation of this amino acid into a dipeptide structure. Several HONV-containing dipeptides inhibited growth of human pathogenic yeasts of the Candida genus in the RPMI-1640 medium, with minimal inhibitory concentration values in the 32 to 64?μg?mL?1 range. This activity was not affected by multidrug resistance that is caused by overexpression of genes encoding drug efflux proteins. The mechanism of antifungal action of HONV dipeptides involved uptake by the oligopeptide transport system, subsequent intracellular cleavage by cytosolic peptidases, and inhibition of homoserine dehydrogenase by the released HONV. The relative transport rates determined the anticandidal activity of HONV dipeptides.
A microwave-assisted synthesis of (S)-N-protected homoserine γ-lactones from l-aspartic acid
Singh, Suneel P.,Michaelides, Alex,Merrill, A. Rod,Schwan, Adrian L.
experimental part, p. 6825 - 6831 (2011/10/08)
A three-pot preparation of (S)-N-protected homoserine γ-lactones is presented. Conversion of N-protected l-aspartic acid to an oxazolidinone is followed by selective reduction/acid-catalyzed cyclization to deliver the lactones. Microwave irradiation proved valuable for improving the latter reaction steps in some cases.