KPV

Anti-inflammatory
Chemical Profile
Molecular Formula
C16H30N4O4
Molar Mass
342.43 g/mol
CAS Number
67727-97-3
Purity Standard
99%+ (HPLC Verified)
Amino Acid Sequence
Lys-Pro-Val (C-terminal tripeptide of alpha-MSH)

Overview

KPV is a naturally occurring tripeptide representing the C-terminal sequence (residues 11-13) of alpha-melanocyte-stimulating hormone (alpha-MSH). Despite being derived from a melanocortin peptide, KPV exhibits potent anti-inflammatory activity through mechanisms independent of melanocortin receptor activation, making it unique among alpha-MSH-derived fragments.

The anti-inflammatory effects of KPV are mediated primarily through inhibition of NF-kB signaling, a master regulator of inflammatory gene expression. KPV enters cells and accumulates in the nucleus, where it directly interferes with NF-kB activation and reduces production of pro-inflammatory cytokines including IL-1beta, IL-6, and TNF-alpha.

Research has demonstrated particular efficacy in gastrointestinal inflammation models, where KPV promotes mucosal healing and reduces inflammatory damage in colitis. This has led to investigation of KPV for inflammatory bowel disease applications, with both systemic and local (oral) administration showing benefit.

The compound's favorable safety profile, cell-penetrating properties, and receptor-independent mechanism make it an attractive candidate for anti-inflammatory research. Its small size and oral stability distinguish it from larger melanocortin peptides that require parenteral administration.

Synthesis Overview

KPV is synthesized via standard Fmoc solid-phase peptide synthesis as a straightforward tripeptide. The short sequence and absence of problematic residues make synthesis highly efficient with excellent yields. Following TFA cleavage and deprotection, the crude peptide is purified via preparative HPLC. The basic lysine residue influences chromatographic retention and requires optimized gradient conditions. Final characterization includes mass spectrometry, HPLC purity, and amino acid analysis.

Research Applications

  • Anti-inflammatory pathway research independent of melanocortin receptors
  • NF-kB signaling inhibition and cytokine reduction studies
  • Inflammatory bowel disease and gut mucosal healing research
  • Skin inflammation and dermatological condition investigation
  • Intracellular anti-inflammatory mechanism studies
  • Cell-penetrating peptide and direct nuclear effects research

Related Compounds