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N-acetyl-D-leucine is a D-amino acid that is deacylated in bacteria by d-aminoacylase enzymes. D-amino acids inhibit bacterial biofilm formation when they are incorporated into the cell wall. Compounds such as N-acetyl-D-leucine induce release of amyloid fibers that link cells together in the biofilm. N-Acetyl-leucine metabolite is found to be a biomarker that can predict diabetes development in a mouse model.
| Cas No. | 19764-30-8 |
|---|---|
| Purity | ≥98% |
| Formula | C8H15NO3 |
| Formula Wt. | 173.21 |
| Chemical Name | (2R)-2-acetamido-4-methylpentanoic acid |
| IUPAC Name | (2R)-2-acetamido-4-methylpentanoic acid |
| Synonym | N-Acetyl-R-Leucine, Ac-D-Leu-OH |
| Melting Point | 176-177°C |
| Appearance | White to off white crystalline powder |
| Store Temp | Ambient |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Churchill G, Strupp M, Galione A, et al. Unexpected differences in the pharmacokinetics of N-acetyl-DL-leucine enantiomers after oral dosing and their clinical relevance. PLoS One. 2020 Feb 27;15(2):e0229585. PMID: 32108176.
Leiman SA, May JM, Lebar MD, et al. D-amino acids indirectly inhibit biofilm formation in Bacillus subtilis by interfering with protein synthesis. J Bacteriol. 2013 Dec;195(23):5391-5. PMID: 24097941.
Kolodkin-Gal I, Romero D, Cao S, et al. D-amino acids trigger biofilm disassembly. Science. 2010 Apr 30;328(5978):627-9. PMID: 20431016.
Cummings JA, Fedorov AA, Xu C, et al. Annotating enzymes of uncertain function: the deacylation of D-amino acids by members of the amidohydrolase superfamily. Biochemistry. 2009 Jul 14;48(27):6469-81. PMID: 19518059.
Min J, Tomiyasu Y, Morotomi T, at al. First observation if N-acetyl leucine and N-acetyl isoleucine in diabetic patient hair and quantitative analysis by UPLC-ESI-MS/MS. Clin Chim Acta. 2015 Apr 15;444:143-148. PMID: 25687163.