13018-45-6

Basic information

• Product Name: (S)-1-isobutoxy-3-methyl-1-oxobutan-2-aminium 4-methylbenzenesulfonate
• Synonyms: (S)-1-isobutoxy-3-methyl-1-oxobutan-2-aminium 4-methylbenzenesulfonate
• CAS NO: 13018-45-6
• Molecular Weight: 345.46
• Mol File: 13018-45-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (S)-1-isobutoxy-3-methyl-1-oxobutan-2-aminium 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-isobutoxy-3-methyl-1-oxobutan-2-aminium 4-methylbenzenesulfonate(13018-45-6)
• EPA Substance Registry System: (S)-1-isobutoxy-3-methyl-1-oxobutan-2-aminium 4-methylbenzenesulfonate(13018-45-6)

Safety Data

• Hazardous Substances Data: 13018-45-6(Hazardous Substances Data)

Upstream product

• 72-18-4 L-valine 
• 78-83-1 2-methyl-propan-1-ol 
• 104-15-4 toluene-4-sulfonic acid 

Relevant articles and documents

ASYMMETRIC HYDROGENATIONS OF N-PYRUVOYL-(S)-AMINO ACID ESTERS BY USING SODIUM BOROHYDRIDE. A SOLVENT EFFECT

N-Pyruvoyl-(S)-amino acid isobutyl esters were hydrogenated with sodium borohydride(NBH) in several alcoholic solvents, and N--(S)-amino acid esters were obtained with diastereoisomeric purity of up to 44percent.Significant solvent effect on

Design, synthesis, and evaluation of cystargolide-based β-lactones as potent proteasome inhibitors

The peptidic β-lactone proteasome inhibitors (PIs) cystargolides A and B were used to conduct structure-activity relationship (SAR) studies in order to assess their anticancer potential. A total of 24 different analogs were designed, synthesized and evaluated for proteasome inhibition, for cytotoxicity towards several cancer cell lines, and for their ability to enter intact cells. X-ray crystallographic analysis and subunit selectivity was used to determine the specific subunit binding associated with the structural modification of the β-lactone (P1), peptidic core, (Px and Py), and end-cap (Pz) of our scaffold. The cystargolide derivative 5k, structurally unique at both Py and P1, exhibited the most promising inhibitory activity for the β5 subunit of human proteasomes (IC50 = 3.1 nM) and significant cytotoxicity towards MCF-7 (IC50 = 416 nM), MDA-MB-231 (IC50 = 74 nM) and RPMI 8226 (IC50 = 41 nM) cancer cell lines. Cellular infiltration assays revealed that minor structural modifications have significant effects on the ability of our PIs to inhibit intracellular proteasomes, and we identified 5k as a promising candidate for continued therapeutic studies. Our novel drug lead 5k is a more potent proteasome inhibitor than carfilzomib with mid-to-low nanomolar IC50 measurements and it is cytotoxic against multiple cancer cell lines at levels approaching those of carfilzomib.