2480-23-1

Basic information

• Product Name: H-MEVAL-OH HCL
• Synonyms: (S)-2-AMINO-2,3-DIMETHYL-BUTYRIC ACID;N-METHYL-L-VALINE;N-METHYL-L-VALINE HYDROCHLORIDE;N-ME-VALINE;N-ME-VAL-OH;N-ME-VAL-OH HCL;N-ALPHA-METHYL-L-VALINE;N-ALPHA-METHYL-L-VALINE HYDROCHLORIDE
• CAS NO: 2480-23-1
• Molecular Formula: C₆H₁₃NO₂
• Molecular Weight: 131.17
• Product Categories: Amino Acid Derivatives;N-Methyl Amino Acids;amino acid;amino acids
• Mol File: 2480-23-1.mol
• Article Data: 24

Chemical Properties

• Melting Point: 290 °C
• Boiling Point: 206.9 °C at 760 mmHg
• Flash Point: 78.9 °C
• Appearance: /
• Density: 0.995 g/cm³
• Vapor Pressure: 0.0935mmHg at 25°C
• Refractive Index: 1.442
• Storage Temp.: Store at RT.
• PKA: 2.38±0.13(Predicted)
• BRN: 1721712
• CAS DataBase Reference: H-MEVAL-OH HCL(CAS DataBase Reference)
• NIST Chemistry Reference: H-MEVAL-OH HCL(2480-23-1)
• EPA Substance Registry System: H-MEVAL-OH HCL(2480-23-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• WGK Germany: 2
• Hazardous Substances Data: 2480-23-1(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white powder

InChI:InChI=1/C6H13NO2/c1-4(2)5(7-3)6(8)9/h4-5,7H,1-3H3,(H,8,9)

Upstream product

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• 1232889-32-5 sclerotiotide B 
• 1232889-36-9 sclerotiotide C 
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• 1342821-20-8 beauvenniatin A 
• 1342821-22-0 beauvenniatin B 

Downstream Products

• 812788-74-2 (3R,6S)-3,6-diisopropyl-4-methyl-2,5-morpholinedione 
• 53358-08-0 N-Nitroso-N-methyl-valin 
• 4694-39-7 N-methyl-N-(2.4-dinitro-phenyl)-L-valine 
• 56346-69-1 N-methyl-N-chloroacetyl-DL-valine 
• 859800-36-5 N-methyl-N-DL-phenylacetyl-valine 
• 92619-25-5 N-Me-Cbz-valine 
• 42417-65-2 Z-MeVal-OH 
• 150715-06-3 5-isopropyl-1-methyl-3-phenyl-2-thiohydantoin 
• 56346-69-1 (S)-2-(Chlorocarbonylmethyl-methyl-amino)-3-methyl-butyric acid 
• 45170-31-8 Boc-N-Me-Val-OH 
• 812788-12-8 (3S,6R)-3,6-diisopropyl-4-methyl-2,5-morpholinedione 
• 3339-44-4 methyl N-methyl-L-valinate hydrochloride 
• 5616-88-6 benzyloxycarbonylsarcosyl-N-methylvaline t-butyl ester 
• 1007880-07-0 2-(benzyl(methyl)amino)-3-methylbutanoic acid trifluoroacetic acid salt 

Relevant articles and documents

Caldoramide, a Modified Pentapeptide from the Marine Cyanobacterium Caldora penicillata

The isolation, structure determination, and biological activities of a new linear pentapeptide, caldoramide (5), from the marine cyanobacterium Caldora penicillata from Florida are described. Caldoramide (5) has structural similarities to belamide A (4), dolastatin 10 (1), and dolastatin 15 (2). We profiled caldoramide against parental HCT116 colorectal cancer cells and isogenic cells lacking oncogenic KRAS or hypoxia-inducible factors 1α (HIF-1α) and 2α (HIF-2α). Caldoramide (5) showed differential cytotoxicity for cells containing both oncogenic KRAS and HIF over the corresponding knockout cells. LCMS dereplication indicated the presence of caldoramide (5) in a subset of C. penicillata samples.

Komesuamide and odopenicillatamide, two linear lipopeptides from the marine cyanobacterium Caldora penicillata

The linear lipopeptides komesuamide (1) and odopenicillatamide (2) were isolated from Caldora penicillata a marine cyanobacterium collected in Okinawa. The structures of these compounds were established by spectroscopic analyses, and the absolute configurations were determined by HPLC analyses of the acid hydrolysates. Both compounds showed glucose uptake activity at 40 μM in cultured L6 myotubes.

Iheyamides A-C, Antitrypanosomal Linear Peptides Isolated from a Marine Dapis sp. Cyanobacterium

Iheyamides A (1), B (2), and C (3), new linear peptides, were isolated from a marine Dapis sp. cyanobacterium. Their structures were elucidated by spectroscopic analyses and degradation reactions. Iheyamide A (1) showed moderate antitrypanosomal activities against Trypanosoma brucei rhodesiense and Trypanosoma brucei brucei (IC50 = 1.5 μM), but the other two analogues, iheyamides B (2) and C (3), did not (IC50 > 20 μM, respectively). The structure-activity relationship clarified that an isopropyl-O-Me-pyrrolinone moiety was necessary for the antitrypanosomal activity. Furthermore, the cytotoxicity of 1 against normal human cells, WI-38, was 10 times weaker than its antitrypanosomal activity (IC50 = 18 μM).

Dudawalamides A-D, Antiparasitic Cyclic Depsipeptides from the Marine Cyanobacterium Moorea producens

A family of 2,2-dimethyl-3-hydroxy-7-octynoic acid (Dhoya)-containing cyclic depsipeptides, named dudawalamides A-D (1-4), was isolated from a Papua New Guinean field collection of the cyanobacterium Moorea producens using bioassay-guided and spectroscopic approaches. The planar structures of dudawalamides A-D were determined by a combination of 1D and 2D NMR experiments and MS analysis, whereas the absolute configurations were determined by X-ray crystallography, modified Marfey's analysis, chiral-phase GCMS, and chiral-phase HPLC. Dudawalamides A-D possess a broad spectrum of antiparasitic activity with minimal mammalian cell cytotoxicity. Comparative analysis of the Dhoya-containing class of lipopeptides reveals intriguing structure-activity relationship features of these NRPS-PKS-derived metabolites and their derivatives.