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692-04-6

692-04-6 Structure

692-04-6 Structure
IdentificationMore
[Name]

N-EPSILON-ACETYL-L-LYSINE
[CAS]

692-04-6
[Synonyms]

H-L-LYS(AC)-OH
H-LYS(AC)-OH
LYSINE(AC)-OH
N-E-ACETYL-L-LYSINE
N-EPSILON-ACETYL-L-LYS
N-EPSILON-ACETYL-L-LYSINE
(2S)-6-acetamido-2-amino-hexanoic acid
N-epsilon-acetyllysine
N6-Acetyllysine
Nε-Acetyllysine
Nε-Ac-L-Lys-OH
[EINECS(EC#)]

211-725-9
[Molecular Formula]

C8H16N2O3
[MDL Number]

MFCD00002639
[Molecular Weight]

188.22
[MOL File]

692-04-6.mol
Chemical PropertiesBack Directory
[Appearance]

white crystalline powder
[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
[InChI]

InChI=1S/C8H16N2O3/c1-6(11)10-5-3-2-4-7(9)8(12)13/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1
[InChIKey]

DTERQYGMUDWYAZ-ZETCQYMHSA-N
[SMILES]

C(O)(=O)[C@H](CCCCNC(C)=O)N
[CAS DataBase Reference]

692-04-6(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[HS Code ]

29241990
Hazard InformationBack Directory
[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.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

N-EPSILON-ACETYL-L-LYSINE(692-04-6)1HNMR
N-EPSILON-ACETYL-L-LYSINE(692-04-6)IR1
N-EPSILON-ACETYL-L-LYSINE(692-04-6)IR2
N-EPSILON-ACETYL-L-LYSINE(692-04-6)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

N-epsilon-Acetyl-L-lysine, 99%(692-04-6)
[Sigma Aldrich]

692-04-6(sigmaaldrich)
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