Date published: 2025-10-1

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Lys-Lys-Lys (CAS 13184-14-0)

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Alternate Names:
Trilysine
Application:
Lys-Lys-Lys is a cationic moiety
CAS Number:
13184-14-0
Purity:
≥97%
Molecular Weight:
402.53
Molecular Formula:
C18H38N6O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Lys-Lys-Lys, also known as a tripeptide composed of three lysine amino acids linked together, plays a pivotal role in the study of protein structure and function within biochemistry and molecular biology research. This tripeptide serves as a model to understand the behavior of polypeptides and the importance of lysine residues in protein interactions, modifications, and stability. Lysine residues are known for their positive charge at physiological pH, making them integral in studying electrostatic interactions within proteins and between proteins and other biomolecules. The repetitive nature of Lys-Lys-Lys allows scientists to explore the effects of poly-lysine stretches in proteins, including their role in nuclear localization signals, interaction with DNA, and the impact on protein folding and aggregation. This tripeptide is also utilized in various research applications to probe the specificity of enzymes such as kinases and acetyltransferases that target lysine residues, providing insights into enzyme-substrate interactions and the regulation of protein function through post-translational modifications.


Lys-Lys-Lys (CAS 13184-14-0) References

  1. An in Situ Infrared Spectroscopic Investigation of Lysine Peptide and Polylysine Adsorption to TiO(2) from Aqueous Solutions.  |  Roddick-Lanzilotta, AD. and McQuillan, AJ. 1999. J Colloid Interface Sci. 217: 194-202. PMID: 10441429
  2. Tripeptides adopt stable structures in water. A combined polarized visible Raman, FTIR, and VCD spectroscopy study.  |  Eker, F., et al. 2002. J Am Chem Soc. 124: 14330-41. PMID: 12452707
  3. Tripeptides with ionizable side chains adopt a perturbed polyproline II structure in water.  |  Eker, F., et al. 2004. Biochemistry. 43: 613-21. PMID: 14730965
  4. Characterization of lysine-guanine cross-links upon one-electron oxidation of a guanine-containing oligonucleotide in the presence of a trilysine peptide.  |  Perrier, S., et al. 2006. J Am Chem Soc. 128: 5703-10. PMID: 16637637
  5. Mechanistic differences in DNA nanoparticle formation in the presence of oligolysines and poly-L-lysine.  |  Nayvelt, I., et al. 2007. Biomacromolecules. 8: 477-84. PMID: 17291071
  6. Neutron diffraction analysis of Pseudomonas aeruginosa peptidyl-tRNA hydrolase 1.  |  McFeeters, H., et al. 2016. Acta Crystallogr F Struct Biol Commun. 72: 220-3. PMID: 26919526
  7. Probing interaction of a trilysine peptide with DNA underlying formation of guanine-lysine cross-links: insights from molecular dynamics.  |  Chan, CH., et al. 2019. Phys Chem Chem Phys. 21: 23418-23424. PMID: 31624816
  8. Construction and characterization of folate-functionalized curdlan-trilysine siRNA delivery platform for in vivo hepatic carcinoma treatment.  |  Qi, Y., et al. 2021. Colloids Surf B Biointerfaces. 198: 111491. PMID: 33302149
  9. Competitive interactions of Co(NH3)6(3+) and Na+ with helical B-DNA probed by 59Co and 23Na NMR.  |  Braunlin, WH., et al. 1987. Biochemistry. 26: 7724-31. PMID: 3427101
  10. Online Cross-Linking of Peptides and Proteins during Contained-Electrospray Ionization Mass Spectrometry.  |  Burris, BJ., et al. 2023. Anal Chem. 95: 1085-1094. PMID: 36534015
  11. Myxobacter AL-1 protease II: specific peptide bond cleavage on the amino side of lysine.  |  Wingard, M., et al. 1972. J Bacteriol. 112: 940-9. PMID: 4343825
  12. Competitive inhibition of 48/80-induced histamine release by benzalkonium chloride and its analogs and the polyamine receptor in mast cells.  |  Read, GW., et al. 1982. J Pharmacol Exp Ther. 222: 652-7. PMID: 6180160
  13. Synthetic glycopeptide substrates for receptor-mediated endocytosis by macrophages.  |  Robbins, JC., et al. 1981. Proc Natl Acad Sci U S A. 78: 7294-8. PMID: 6278467
  14. Antigenicity of fullerenes: antibodies specific for fullerenes and their characteristics.  |  Chen, BX., et al. 1998. Proc Natl Acad Sci U S A. 95: 10809-13. PMID: 9724786

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Lys-Lys-Lys, 50 mg

sc-391796
50 mg
$250.00