Nε-Acetyl-L-lysine - ≥98%(T) , CAS No.692-04-6

CAS: 692-04-6 Cat. No.: N159376 Molecular Weight: 188.23 EC Number: 211-725-9

GRADE & PURITY ≥98%(T)

Synonyms

(2S)-2-amino-6-acetamidohexanoic acid | EINECS 211-725-9 | NSC 102777 | LYSINE, N6-ACETYL- | N6-Acetyl-L-lysine | Luteoline | e-N-Acetyllysine | S6075 | VITEXINA | (2E,7R,11R)-3,7,11,15-tetramethyl-2-hexadecen-1-ol | e-acetyl-l-lysine | CHEBI:17752 | N-.e

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

(2S)-2-amino-6-acetamidohexanoic acid | EINECS 211-725-9 | NSC 102777 | LYSINE, N6-ACETYL- | N6-Acetyl-L-lysine | Luteoline | e-N-Acetyllysine | S6075 | VITEXINA | (2E, 7R, 11R)-3, 7, 11, 15-tetramethyl-2-hexadecen-1-ol | e-acetyl-l-lysine | CHEBI:17752 | N-.e

Specifications & Purity

≥98%(T)

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%(T)

Names and Identifiers

• Canonical Smiles: CC(=O)NCCCCC(C(=O)O)N
• IUPAC Name: (2S)-6-acetamido-2-aminohexanoic acid
• InChIKey: DTERQYGMUDWYAZ-ZETCQYMHSA-N
• 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
• Isomeric SMILES: CC(=O)NCCCC[C@@H](C(=O)O)N
• Molecular Weight: 188.23
• Reaxy-Rn: 1725439
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1725439&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acids
              • Level8 L-alpha-amino acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives - Alpha amino acids
• Direct Parent: L-alpha-amino acids
• Alternative Parents: Medium-chain fatty acids Amino fatty acids Amino acids Propargyl-type 1,3-dipolar organic compounds Monocarboxylic acids and derivatives Carboxylic acids Carboximidic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: L-alpha-amino acid - Medium-chain fatty acid - Amino fatty acid - Fatty acid - Fatty acyl - Amino acid - Carboximidic acid - Carboximidic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Primary amine - Organooxygen compound - Organonitrogen compound - Carbonyl group - Primary aliphatic amine - Organic nitrogen compound - Organic oxygen compound - Amine - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
• External Descriptors: N(6)-acyl-L-lysine - acetyl-L-lysine

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (miscible), and 80% acetic acid (50 mg/ml).
• Sensitivity: Air & Moisture sensitive
• Specific Rotation[α]: 4° (C=1,H2O)
• Melt Point(°C): 240 °C
• Molecular Weight: 188.220 g/mol
• XLogP3: -2.800
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 188.116 Da
• Monoisotopic Mass: 188.116 Da
• Topological Polar Surface Area: 92.400 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 182.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Dingyuan Guo, Nan Li, Xiaoyan Zhang, Runxin Zhou, Jie He, Xiao-Ping Ding, Weixing Yu, Fuqiang Tong, Sibi Yin, Yu Wang, Xin Xu, Long Wang, Mingzhu Fan, Shan Feng, Ke Liu, Ke Tang, Zhuqing Ouyang, Yusong R Guo, Yugang Wang.  (2024)  Co-Translational Deposition of N6-Acetyl-L-Lysine in Nascent Proteins Contributes to the Acetylome in Mammalian Cells.  Advanced Science,      [PMID:39630081] [10.1002/advs.202403309]

2. Yuzhu Xu, Menghe Huang, Yingting Chen, Lintao Yu, Meiran Wu, Shiyue Kang, Qiuyu Lin, Qiaoxuan Zhang, Liqiao Han, Haibiao Lin, Peifeng Ke, Wenjin Fu, Qizhi Tang, Jun Yan, Xianzhang Huang.  (2024)  Development of simultaneous quantitation method for 20 free advanced glycation end products using UPLC–MS/MS and clinical application in kidney injury.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:38367518] [10.1016/j.jpba.2024.116035]