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

solubility 

Aqueous Base (Slightly), Water (Slightly)

form 

Powder

pka

2.53±0.24(Predicted)

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)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25-36-26

WGK Germany 

3

HS Code 

29241900

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

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

Uses

N-Epsilon-acetyl-l-lysine is used in the metabolomics study on the combined effect of cocaine and ethanol via liquid chromatography-mass spectrometry metabolomics approach.

Definition

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

Biochem/physiol Actions

Nε-Acetyl-L-lysine (L-AcK) is an R-chain N-acetylated α amino acid used together with other lysine analogues to differentiate and characterized various aminoacylases and regulator 2 (Sir2) enzymes/sirtuins.

N-EPSILON-ACETYL-L-LYSINE(692-04-6)Related Product Information

• Biocytin
• 5-Hydroxytryptophan
• (S)-2-amino-3-(4-(2-tert-butoxy-2-oxoethyl)phenyl)propanoic acid
• H-LYS(ALLOC)-OH
• H-L-Lys-NEt2.2HCl
• H-Lys(Boc)-OBzl·HCl
• H-Lys(Boc)-OH
• H-L-Pen-OH.HCl.H2O
• H-L-Tyr-NEt2.HCl
• L-Phenylalanine, 4-cyclohexyl-
• FMOC-LYS(PALMITOYL)-OH
• N-(3-MALEIMIDOPROPIONYL)BIOCYTIN
• N-EPSILON-ACETYL-L-LYSINE
• N-ALPHA-FMOC-N-EPSILON-ACETYL-L-LYSINE,FMOC-N-EPSILON-ACETYL-L-LYSINE,N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-EPSILON-ACETYL-L-LYSINE
• N-6-Trifluoroacetyl-L-lysine
• Fmoc-N-epsilon-trifluoroacetyl-L-lysine
• BOC-LYS(TFA)-OH
• FMOC-LYS(BIOTIN)-OH