N-Acetyl-L-Lysine
Basic information
- CAS
1946-82-3- Standard SMILES
CC(=O)N[C@@H](CCCCN)C(=O)O- InChIKey
VEYYWZRYIYDQJM-ZETCQYMHSA-N- Molecular formula
- C8H16N2O3
- Average molar mass
- 188.22 g/mol
- Monoisotopic mass
- 188.11609238
Overview
N(2)-acetyl-L-lysine is an acetyl-L-lysine where the acetyl group is located at the N2-posiiton. It has a role as a human metabolite. It is a tautomer of a N(2)-acetyl-L-lysine zwitterion.
Names & identifiers
- Preferred name
- N-Acetyl-L-Lysine
- IUPAC
- (2S)-2-acetamido-6-aminohexanoic acid
- English name
- Ac-Lys-OH
- Molecular formula
- C8H16N2O3
- Molecular weight
- 188.22
Names & synonyms
1946-82-3N-ACETYL-L-LYSINEN2-Acetyl-L-lysineN(alpha)-Acetyllysine(2S)-2-acetamido-6-aminohexanoic acid7D44E6BN1BDTXSID501036027NSC-353625(2S)-2-acetamido-6-ammoniohexanoateRefChem:828915DTXCID101837813217-747-5
Show more names
Ac-LysNα-Acetyl-L-lysineL-Lysine, N2-acetyl-2-acetamido-6-aminohexanoic acidAC-LYSINEAc-L-Lys-OH
N-alpha-acetyllysineAc-Lys-OHNalpha-Acetyl-L-lysineN-alpha-Acetyl-L-lysineacetyl-l-lysinen-acetyllysineN(2)-acetyl-L-lysineMFCD00008233
Database identifiers
- CAS
1946-82-3- PubChem CID
- 92907
- DTXSID
DTXSID501036027- ChEMBL
CHEMBL1241437- ChEBI
CHEBI:35704- UNII
- 7D44E6BN1B
- EC Number
- 217-747-5
- Nikkaji
- J142.027E
Properties
Computed structural properties
- XLogP
- -4.4
- Topological polar surface area
- 92.4 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 6
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 182
Experimental & physicochemical properties
Melting Point256 - 258 °C
Physical DescriptionSolid
Collision Cross Section145.6 Ų [M+H]+
Physicochemical properties
- Melting point
- 256 · 256-258 °C (dec.)(lit.)
- Boiling point
- 323.23 °C · 323.23°C (rough estimate)
- Density
- 1.1793 · 1.1793 (rough estimate)
- refractive index
- 1.45 · 1.4500 (estimate)
- storage temp.
- -20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- solubility
- Water (Slightly)
- form
- Powder
- pka
- 3.57 · 3.57±0.10(Predicted)
- color
- White
- Water Solubility
- 80 % · Soluble in water (miscible), and 80% acetic acid (50 mg/ml--clear colorless solution)).
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Regulatory InformationL-Lysine, N2-acetyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- wgk
- 3
- hs_code
- 29241990
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25-22
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
UsesNα-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).
UsesNalpha-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.
Additional notes
DefinitionChEBI: An acetyl-L-lysine where the acetyl group is located at the N2-posiiton.
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Compound notes
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