2566-33-8

Basic information

• Product Name: N-ME-DL-LEU-OH HCL
• Synonyms: N-ME-DL-LEU-OH HCL;N-METHYL-DL-LEUCINE HYDROCHLORIDE;n-methyl-dl-leucinecrystalline;4-Methyl-2-(methylamino)pentanoic acid;4-Methyl-2-(methylamino);N-Methyl-DL-leucine hydrochloride≥ 98% (NMR)
• CAS NO: 2566-33-8
• Molecular Formula: C₇H₁₅NO₂
• Molecular Weight: 181.66
• Mol File: 2566-33-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 226.1 °C at 760 mmHg
• Flash Point: 90.6 °C
• Appearance: /
• Density: 0.979 g/cm³
• Storage Temp.: Store at RT.
• CAS DataBase Reference: N-ME-DL-LEU-OH HCL(CAS DataBase Reference)
• NIST Chemistry Reference: N-ME-DL-LEU-OH HCL(2566-33-8)
• EPA Substance Registry System: N-ME-DL-LEU-OH HCL(2566-33-8)

Safety Data

• Hazardous Substances Data: 2566-33-8(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Upstream product

• 1494680-68-0 ohmyungsamycin A 

Downstream Products

• 4104-44-3 N-methylisoamylamine 
• 90226-69-0 5-methyl-3-methylamino-hexan-2-one 
• 13734-32-2 2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoic acid 
• 879125-40-3 N-(1-acetyl-3-methyl-butyl)-N-methyl-acetamide 

Relevant articles and documents

Ohmyungsamycins A and B: Cytotoxic and antimicrobial cyclic peptides produced by Streptomyces sp. from a volcanic island

Ohmyungsamycins A and B (1 and 2), which are new cyclic peptides, were isolated from a marine bacterial strain belonging to the Streptomyces genus collected from a sand beach on Jeju, a volcanic island in the Republic of Korea. Based on the interpretation of the NMR, UV, and IR spectroscopic and MS data, the planar structures of 1 and 2 were elucidated as cyclic depsipeptides bearing unusual amino acid units, including N-methyl-4-methoxytrytophan, β-hydroxyphenylalanine, and N,N-dimethylvaline. The absolute configurations of the α-carbons of the amino acid residues were determined using the advanced Marfey's method. The configurations of the additional stereogenic centers at the β-carbons of the threonine, N-methylthreonine, and β-hydroxyphenylalanine units were assigned by GITC (2,3,4,6-tetra-O-acetyl- β-d-glucopyranosyl isothiocyanate) derivatization and the modified Mosher's method. We have developed a new method utilizing PGME (phenylglycine methyl ester) derivatization coupled with chromatographic analysis to determine the absolute configuration of N,N-dimethylvaline. Our first successful establishment of the absolute configuration of N,N-dimethylvaline using PGME will provide a general and convenient analytical method for determining the absolute configurations of amino acids with fully substituted amine groups. Ohmyungsamycins A and B showed significant inhibitory activities against diverse cancer cells as well as antibacterial effects.

Biosynthetic origin of the 3-amino-2,5,7,8-tetrahydroxy-10-methylundecanoic acid moiety and absolute configuration of pahayokolides A and B

Pahayokolides A (1) and B (2) are cyclic undecapeptides that were isolated from the cyanobacterium Lyngbya sp. They contain the unusual α-hydroxy-β-amino acid 3-amino-2,5,7,8-tetrahydroxy-10- methylundecanoic acid (Athmu). The absolute configurations of the amino acids of the pahayokolides, except for the four oxygen-bearing stereocenters of Athmu, have been determined by Marphy's method. Incorporation of labeled leucine and acetate precursors into the pahayokolides has established that Athmu is derived from a leucine or α-keto isocaproic acid starter unit, which is further extended with three acetate units.