N-Methyl-L-isoleucine hydrochloride
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N-Methyl-L-isoleucine hydrochloride

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Category
L-Amino Acids
Catalog number
BAT-004071
CAS number
4125-98-8
Molecular Formula
C7H15NO2·HCl
Molecular Weight
181.60
N-Methyl-L-isoleucine hydrochloride
IUPAC Name
(2S,3S)-3-methyl-2-(methylamino)pentanoic acid
Synonyms
N-Me-L-Ile-OH HCl; N-Methyl-L-isoleucine; H-NMeIle-OH; (2S,3S)-3-methyl-2-(methylamino)pentanoic acid; N-ME-ISOLEUCINE; L-N-methylisoleucine; H-L-MeIle-OH
Appearance
White to off-white powder
Purity
98-101% (Assay by titration)
Density
0.979±0.06 g/cm3
Boiling Point
226.1±23.0 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C7H15NO2/c1-4-5(2)6(8-3)7(9)10/h5-6,8H,4H2,1-3H3,(H,9,10)/t5-,6-/m0/s1
InChI Key
KSPIYJQBLVDRRI-WDSKDSINSA-N
Canonical SMILES
CCC(C)C(C(=O)O)NC
1.Biogenetic origin of the D-isoleucine and N-methyl-L-alloisoleucine residues in the actinomycins.
Yajima T, Mason K, Katz E. Antimicrob Agents Chemother. 1976 Feb;9(2):224-32.
Studies with (14)C-labeled isoleucine stereisomers have established that l-alloisoleucine, d-alloisoleucine, and d-isoleucine may function as precursors for the biogenesis of d-isoleucine and N-methyl-l-alloisoleucine residues in actinomycin. l-[(14)C]isoleucine appears to be employed chiefly for d-alloisoleucine (and N-methylisoleucine [?] formation); however, its role in the biosynthesis of d-isoleucine and N-methylalloisoleucine remains unclear. The potential pathway of biosynthesis of d-isoleucine and N-methyl-l-isoleucine is discussed.
2.Natural enniatin A, a mixture of optical isomers containing both erythro- and threo-N-methyl-L-isoleucine residues.
Audhya TK, Russell DW. J Chem Soc Perkin 1. 1974;7:743-6.
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