(2S)-2-acetamido-6-ammoniohexanoate

Base Information

• Chemical Name: (2S)-2-acetamido-6-ammoniohexanoate
• CAS No.: 1946-82-3
• Molecular Formula: C8H16N2O3
• Molecular Weight: 188.227
• Hs Code.: 29241990
• Mol file: 1946-82-3.mol

Synonyms:(2S)-2-acetamido-6-ammoniohexanoate;N-acetyl-L-lysine zwitterion;CHEBI:61512;N(2)-acetyl-L-lysine zwitterion;N(alpha)-acetyl-L-lysine zwitterion;(2S)-2-acetamido-6-azaniumylhexanoate;(2S)-2-acetamido-6-azaniumyl-hexanoate;A813742

Chemical Property of (2S)-2-acetamido-6-ammoniohexanoate

Chemical Property:

• Appearance/Colour: white to almost white crystalline powder
• Vapor Pressure: 6.45E-09mmHg at 25°C
• Melting Point: 256-258 °C (dec.)(lit.)
• Refractive Index: 1.49
• Boiling Point: 438.5 °C at 760 mmHg
• PKA: 3.57±0.10(Predicted)
• Flash Point: 219 °C
• PSA: 92.42000
• Density: 1.139 g/cm³
• LogP: 0.79590
• Storage Temp.: −20°C
• Solubility.: Water (Slightly)
• Water Solubility.: Soluble in water (miscible), and 80% acetic acid (50 mg/ml--clear colorless solution)).
• XLogP3: -3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 188.11609238
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

98%min ^*data from raw suppliers

N-alpha-Acetyl-L-lysine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC(CCCC[NH3+])C(=O)[O-]
• Isomeric SMILES: CC(=O)N[C@@H](CCCC[NH3+])C(=O)[O-]
• Uses: Nalpha-Acetyl-L-Lysine is an antibacterial lysine analogue that targets lysine riboswitches. Nalpha-Acetyl-L-Lysine is used in the metabolomic characterization of ovarian epithelial carcinomas which allows fo r better therapeutic management of patients. The presence of Nalpha-Acetyl-L-Lysine and other N-acetylated amino acids in the urine can be used to detect aminoacylase I deficiency. Nα-Acetyl-L-lysine is a biologically available N-terminal capped form of the proteinogenic α amino acid L-lysine. Nα-Acetyl-L-lysine is a substrate used to study and characterize lysyl oxidize(s).

Technology Process of (2S)-2-acetamido-6-ammoniohexanoate

There total 14 articles about (2S)-2-acetamido-6-ammoniohexanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

L-lysine (56-87-1,3506-25-0) + acetic anhydride (108-24-7) → N-Ac-L-Lys-OH (1946-82-3,152473-69-3)

Guidance literature:

In water; for 0.0666667h; Irradiation;

DOI:10.1080/00397919208021300

Reference yield:

lysine acetylsalicylate (357657-22-8,37933-78-1,77337-52-1) → L-lysine (56-87-1,3506-25-0) + H-Lys(acetyl)-OH (692-04-6) + N-Ac-L-Lys-OH (1946-82-3,152473-69-3) + Nα,Nε-diacetyl-L-lysine (35436-74-9,499-86-5) + salicylic acid (69-72-7,25496-36-0,8052-31-1) + aspirin (50-78-2,98201-60-6)

Guidance literature:

In water; at 23 ℃; Rate constant; pH 2.0 - 10.0;

DOI:10.1002/ardp.19853180205

Reference yield:

L-lysine (56-87-1,3506-25-0) + aspirin (50-78-2,98201-60-6) → H-Lys(acetyl)-OH (692-04-6) + N-Ac-L-Lys-OH (1946-82-3,152473-69-3) + lysine acetylsalicylate (357657-22-8,37933-78-1,77337-52-1) + Nα,Nε-diacetyl-L-lysine (35436-74-9,499-86-5) + salicylic acid (69-72-7,25496-36-0,8052-31-1)

Guidance literature:

In water; at 23 ℃; Rate constant; Product distribution; pH 2.0 - 10.0;

DOI:10.1002/ardp.19853180205

upstream raw materials:

N²-acetyl-N⁶-[(benzyloxy)carbonyl]-L-lysine

formaldehyd

L-lysine

acetic anhydride

Downstream raw materials:

α-N-Acetyl-ε,N-benzoyl-L-lysin

(S)-methyl-2-acetamido-6-[2-(4-nitrobenzamido)benzamido]hexanoate

N-acyl-N^ε-benzoyl-L-lysine methyl ester

N^ε-oxopropenyl-N-α-acetyllysine

Refernces

• 1、 -. "Peptide Tyrosinase Activators". . . Retrieved 2015/06/10.
• 2、 Zhang,Ruan,Wang,Ruan,Shao,Aalhus,Juárez. "A fundamental study of amadori rearrangement products in reducing sugar-amino acid model system by electrospray ionization mass spectrometry and computation". . p. 2941 - 2944. Retrieved 2014/06/09.