KPV
KPV Chemical Identity
The KPV peptide is indexed in PubChem as Lys-Pro-Val at CID 125672, molecular weight 342.43 Da, formula C16H30N4O4. Searching the three-letter abbreviation instead returns 2-oxo-5-phenylpentanoic acid — a completely unrelated compound.
Key facts
- Correct record
- CID 125672, Lys-Pro-Val
- Molecular weight
- 342.43 Da
- Formula
- C16H30N4O4
- Searching 'KPV' returns
- CID 13294447, an organic acid
- That compound
- 2-oxo-5-phenylpentanoic acid, 192.21 Da
- Practical rule
- Search the sequence, not the abbreviation
What goes wrong
PubChem matches KPV to 2-oxo-5-phenylpentanoic acid, C11H12O3 at 192.21 Da. It is not a peptide, has no relationship to alpha-MSH, and shares nothing with the tripeptide beyond three letters. Anyone verifying a certificate by searching KPV finds this record, and nothing about it announces that it is the wrong compound.
How to find the right one
Search Lys-Pro-Val, which returns CID 125672 at 342.43 Da for C16H30N4O4. The 150 Da difference between the two records is unmistakable once both are in front of you — the difficulty is only that a search for the common name never surfaces the peptide at all.
Research material referenced
KPV 10mg — third-party HPLC tested
Why three-letter names collide
Short abbreviations have limited space and databases index enormous numbers of compounds. A three-character string will inevitably match something unintended somewhere. This is a general hazard rather than a KPV-specific one, and it is an argument for using sequences as identifiers wherever a peptide is concerned.
The pattern across this library
This is the fourth identifier collision found here. A PubChem record for tirzepatide was cited as retatrutide. CAS 77591-33-4 for thymosin beta-4 was quoted as TB-500's. CID 71145 was cited as GHK-Cu. Now KPV resolves to an organic acid. Every one looked plausible and every one was wrong, which is the argument for checking rather than assuming.
Confirming a batch
Mass spectrometry against 342.43 Da. There is no cysteine and no methionine, so neither disulfide species nor a +16 Da satellite should appear. At three residues the synthesis is trivial and purity should be high, though the compound's poor retention on reverse-phase columns can complicate the chromatography.
Extended research context
The KPV deep dive
Deep dive: two functions in one hormone, and the case for splitting them
Alpha-MSH is a thirteen-residue peptide cleaved from proopiomelanocortin, and it does two things that have almost nothing to do with each other. Its core sequence engages melanocortin receptors on melanocytes and drives melanin synthesis - the activity it is named for. Separately, it carries anti-inflammatory activity that Brzoska and colleagues localised to its C-terminal end, a paper titled 'terminal signal' precisely because the finding was that the signal sits at the terminus rather than in the receptor-binding core. That is an unusually clean functional separation, and it produced two research compounds pulling in opposite directions from one parent. KPV takes the C-terminal three residues and discards the pigmentation activity. Melanotan II does the reverse - a cyclic analogue built around the receptor-binding portion to maximise exactly what KPV was designed to leave behind. Same hormone, opposite halves.
Deep dive: what happens when you shrink a molecule fivefold
Going from alpha-MSH at 1,664.9 Da to KPV at 342.43 Da is not a trim, it is a change of category. A 1,665 Da peptide is firmly a cell-surface ligand - far too large to cross a membrane passively, so whatever it does must begin at a receptor. A 342 Da tripeptide is small enough that intracellular access becomes plausible, which is why KPV's reported mechanism is described in terms of NF-kappaB signalling rather than melanocortin receptor engagement. The consequence is rarely stated: if the fragment acts inside the cell and the parent acts at its surface, then the anti-inflammatory activity of the two is not necessarily the same phenomenon, and read-across between them should run cautiously in both directions. Fragment logic assumes the fragment is the parent minus something. Here it may be the parent minus something plus a different route of access.
Deep dive: the delivery paper is the most informative thing in the literature
Xiao and colleagues published in Molecular Therapy in 2017 on delivering KPV orally using hyaluronic acid-functionalised nanoparticles targeted to inflamed intestinal tissue. Read as a result it is a delivery success. Read as a statement about the compound it is more interesting: nobody builds a targeted nanoparticle carrier for a molecule that already reaches its target. The existence of that work says the free tripeptide's arrival at inflamed tissue was the limiting problem - which follows directly from being 342 Da, highly soluble and rapidly cleared. It is the same signal that CJC-1295's DAC modification carries for growth hormone secretagogues, or that lipidation carries across the whole incretin class: when the engineering effort goes into getting a compound to stay and arrive rather than into making it more active, the pharmacokinetics were the bottleneck.
Research applications
- ▸Melanocortin fragment structure-activity research
- ▸NF-kappaB pathway and cytokine production studies in culture
- ▸Murine models of induced intestinal inflammation
- ▸Targeted peptide delivery and carrier system development
- ▸Comparative work on parent hormones and isolated fragments
- ▸Analytical method development for very short peptides
Handling checklist
- ✓Verify identity against Lys-Pro-Val, CID 125672, at 342.43 Da
- ✓Do not search PubChem for 'KPV' - it returns an unrelated organic acid
- ✓Store lyophilised, cold, dry and dark
- ✓Use low-binding consumables; a small cationic peptide adsorbs to surfaces
- ✓Reconstitute gently down the vial wall and swirl, never shake
- ✓Aliquot into single-use volumes to avoid freeze-thaw cycling
- ✓Expect no disulfide or oxidation satellites - no cysteine, no methionine
Common research-handling mistakes
Learnt from thousands of researcher orders across our UK labs.
✗ Searching PubChem for 'KPV' to verify a certificate
Fix: That returns CID 13294447, 2-oxo-5-phenylpentanoic acid at 192.21 Da, an unrelated compound. Search Lys-Pro-Val for CID 125672.
✗ Treating KPV and alpha-MSH findings as interchangeable
Fix: They differ fivefold in mass and the fragment may act intracellularly where the parent cannot. Read across cautiously in both directions.
✗ Assuming a colitis model result speaks to inflammatory bowel disease
Fix: Induced colitis in a mouse is acute and chemical; human IBD is chronic, heterogeneous and immunologically complex.
✗ Expecting to quantify KPV by absorbance at 280 nm
Fix: There is no aromatic residue in the sequence, so there is no usable absorbance there.
✗ Attributing unexplained low recovery to degradation
Fix: KPV is chemically robust - no cysteine, methionine or asparagine. Adsorption to glass and plastic is the more likely cause.
Continue researching
Peer-reviewed guides, comparators and matched reference materials.
Related questions researchers ask
- Why does searching PubChem for KPV return the wrong compound?
- Is KPV's anti-inflammatory mechanism the same as alpha-MSH's?
- What does the targeted delivery literature imply about KPV's pharmacokinetics?
- How does a three-residue peptide have activity without secondary structure?
- Why is KPV harder to characterise analytically than longer peptides?
- What is the relationship between KPV and Melanotan II?
Frequently asked questions
- What is KPV's PubChem CID?
- 125672, indexed as Lys-Pro-Val at 342.43 Da. Searching KPV returns CID 13294447, an unrelated organic acid.
- Why does the abbreviation return the wrong compound?
- Three-character strings collide in large chemical databases. Searching the sequence avoids it.
- How do I verify a batch?
- Mass spectrometry against 342.43 Da. No cysteine or methionine means no disulfide or oxidation satellites should appear.
Primary sources & clinical trials
Peer-reviewed research and registered trials from PubMed, ClinicalTrials.gov, PubChem, FDA and NIH. All links open in a new tab and point to the primary source, so every claim can be verified at origin.
- PubChemPubChem · Lys-Pro-Val (CID 125672)pubchem.ncbi.nlm.nih.gov
- PubChemPubChem · alpha-MSH (CID 16133793)pubchem.ncbi.nlm.nih.gov
- PubMedKannengiesser K et al., Melanocortin-derived tripeptide KPV in murine colitis — Inflamm Bowel Dis 2008 (PMID 18092346)pubmed.ncbi.nlm.nih.gov
- PubMedXiao B et al., Orally targeted delivery of tripeptide KPV — Mol Ther 2017 (PMID 28143741)pubmed.ncbi.nlm.nih.gov
- PubMedBrzoska T et al., Terminal signal: anti-inflammatory effects of alpha-MSH — Adv Exp Med Biol 2010 (PMID 21222263)pubmed.ncbi.nlm.nih.gov
- PubMedLuger TA et al., Functions of alpha-MSH in the immune system — Ann N Y Acad Sci 2003 (PMID 12851308)pubmed.ncbi.nlm.nih.gov
- GuidelineGoogle — Creating helpful, reliable, people-first contentdevelopers.google.com
Written and reviewed by
Jack Muncaster · Founder, UK Peptides
Jack founded UK Peptides in Manchester after repeatedly receiving research compounds with missing or recycled paperwork. He is responsible for supplier selection, batch release decisions and the content published in this research library. Every article here is sourced to primary literature and every product page to a signed third-party certificate.
More KPV articles
- KPV Storage and HandlingA 342 Da tripeptide with no cysteine or methionine. Chemically robust, but adsorption to surfaces matters more than it does for larger peptides.
- Fragment Logic: KPV Against Its ParentIsolating three residues from a thirteen-residue hormone separates one function from another. What that buys, and what it cannot guarantee.
- What the Colitis Models ReportedKannengiesser 2008 reported anti-inflammatory potential in murine colitis. What a disease model establishes, and the gap before any clinical claim.
- KPV in the Published LiteratureAbout 34 indexed records, mostly murine and cell culture. How to search a compound whose abbreviation collides with an unrelated chemical.
- KPV Regulatory StatusNo marketing authorisation anywhere. Why an anti-inflammatory literature makes the claims boundary particularly easy to cross.
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