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N-EPSILON-ACETYL-L-LYSINE

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N-EPSILON-ACETYL-L-LYSINE Basic information

Product Name:
N-EPSILON-ACETYL-L-LYSINE
Synonyms:
  • N-E-ACETYL-L-LYSINE
  • N-EPSILON-ACETYL-L-LYS
  • N-EPSILON-ACETYL-L-LYSINE
  • H-LYS(AC)-OH
  • H-L-LYS(AC)-OH
  • (2S)-6-acetamido-2-amino-hexanoic acid
  • N-epsilon-acetyllysine
  • LYSINE(AC)-OH
CAS:
692-04-6
MF:
C8H16N2O3
MW:
188.22
EINECS:
211-725-9
Product Categories:
  • A - H
  • Amino Acids
  • Modified Amino Acids
Mol File:
692-04-6.mol
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N-EPSILON-ACETYL-L-LYSINE Chemical Properties

Melting point:
250 °C (dec.)(lit.)
Boiling point:
323.23°C (rough estimate)
Density 
1.1793 (rough estimate)
refractive index 
1.4500 (estimate)
storage temp. 
-20°C
pka
2.53±0.24(Predicted)
form 
Powder
color 
White
Water Solubility 
Soluble in water (miscible), and 80% acetic acid (50 mg/ml).
Sensitive 
Hygroscopic
InChIKey
DTERQYGMUDWYAZ-ZETCQYMHSA-N
CAS DataBase Reference
692-04-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36-26
WGK Germany 
3
HS Code 
29241900

MSDS

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N-EPSILON-ACETYL-L-LYSINE Usage And Synthesis

Description

Acetyllysine (or acetylated lysine) is an acetyl-derivative of the amino acid lysine. There are multiple forms of acetyllysine - this article refers to N-ε-acetyl-L-lysine. The other form is N-α-acetyl-Llysine.
In proteins, the acetylation of lysine residues is an important mechanism of epigenetics. It functions by regulating the binding of histones to DNA in nucleosomes and thereby controlling the expression of genes on that DNA. Non-histone proteins are acetylated as well. Unlike the functionally similar methyllysine, acetyllysine does not carry a positive charge on its side chain.
Histone acetyltransferases (HATs) catalyze the addition of acetyl groups from acetyl-CoA onto certain lysine residues of histones and non-histone proteins. Histone deacetylases (HDACs) catalyze the removal of acetyl groups from acetylated lysines.
Acetyllysine can be synthesized from lysine by the selective acetylation of the terminal amine group.

Chemical Properties

white crystalline powder

Definition

ChEBI: An N6-acyl-L-lysine where the N6-acyl group is specified as acetyl.

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