ε-Acetyl-L-lysine

Nepsilon-Acetyl-L-lysine is a derivative of the amino acid lysine.

6-Acetamido-2-aminohexanoic acid is an alpha-amino acid.

Preferred examples of which include: ... N-lauroyl glutamic acid N-palmitoyl glutamic acid N-octanoyl glutamic acid N-acetyl arginine N-acetyl lysine N-acetyl histidine N-acetyl ornithine N-acetyl hydroxylysine ...Examples of which include: ... N-octanoyl glutamic acid N-acetyl arginine N-acetyl lysine N-acetyl histidine ...Preferred examples of which include: ... N-octanoyl glutamic acid N-acetyl arginine N-acetyl lysine N-acetyl histidine ...Examples of these include:Acetylated...N-acetyl-L-histidine; N-acetyl-L-isoleucine; N-acetyl-L-leucine; N2-acetyl-L-lysine; N6-acetyl-L-lysine; N-acetyl-L-methionine; N-acetyl-L-phenylalanine; N-acetyl-L-proline; ...To a stirred solution of 01-01-3 (1.3 g, 0.006 mol) in DMF (20 mL) at RT was added slowly EhN (3 mL, 0.020 mol) and then 01-01-2 (2.93 g, 0.007 mol). The resulting mixture was stirred at RT. After 16 h, the reaction mixture was quenched with ice water dropwise and then extracted with EtOAc. The combined organic extract was washed with ice water, brine, dried over Na2S04, and then evaporated to yield crude DTx-01-01, which was purified by column chromatography (3% MeOH in DCM) to afford lipid motif DTx-01-01 as a viscous, brown liquid (1.3 g, 51%). LCMS m/z (M+H)+: 499.4; -NMR (400 MHz, DMSO-d6): d 0.92 (t, J= 7.6 Hz, 3H), 1.24-1.66 (m, 10H), 1.82 (s, 3H), 2.02-2.33 (m, 7H), 2.73-2.98 (m, 9H), 3.94 (br s, 1H), 5.27- 5.34 (m, 10H), 7.70 (br s, 1H), 7.78 (br s, 1H).To a stirred solution of 01-07-4 (0.94 g, 0.005 mol) in DMF (40 mL) at RT was added slowly EhN (2.12 mL, 0.015 mol) and then 01-07-3 (2.0 g, 0.005 mol). The resulting mixture was stirred at RT. After 16 h, the reaction mixture was quenched with ice water dropwise and then extracted with EtOAc. The combined organic extract was washed with ice water, brine, dried over Na2S04, and then evaporated to yield crude DTx-01-07-OMe, which was purified by column chromatography (3% MeOH in DCM) to afford the methyl ester of lipid motif DTx-01-07 (i.e., DTx-01-07-OMe) as an off-white solid (2.0 g, 84%). LCMS m/z (M+H)+: 471.4; 'H-NMR (400 MHz, DMSO-d6): d 1.47-1.67 (m, 30H), 1.77 (s, 3H), 2.09 (t, J= 7.2 Hz, 2H), 2.28 (d, J= 7.2 Hz, 2H), 2.99 (q, J = 6.4 Hz, 2H), 3.57 (s, 3H), 4.11 (t, J = 4.8 Hz, 1H), 7.79 (br s, 1H), 7.97 (d , J = 7.6 Hz, 1H). Synthesis of Lipid Motif DTx-01-08

Molecular Weight:188.22
XLogP3:-2.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:188.11609238
Monoisotopic Mass:188.11609238
Topological Polar Surface Area:92.4
Heavy Atom Count:13
Complexity:182
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes