A peptide fragment of α-MSH
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α-MSH (11-13) (trifluoroacetate salt)

Item No. 45458

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-lysyl-L-prolyl-L-valine, trifluoroacetate salt
Synonyms
  • KPV Peptide
  • Lys-Pro-Val-OH
  • α-Melanocyte-stimulating Hormone (11-13)
  • Tripeptide KPV
Molecular Formula
C16H30N4O4 • CF3COOH
Formula Weight
456.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Peptide Sequence
KPV-OH
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): Sparingly soluble: 1-10 mg/ml
SMILES
CC(C)[C@@H](C(O)=O)NC([C@@H]1CCCN1C([C@H](CCCCN)N)=O)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C16H30N4O4.C2HF3O2/c1-10(2)13(16(23)24)19-14(21)12-7-5-9-20(12)15(22)11(18)6-3-4-8-17;3-2(4,5)1(6)7/h10-13H,3-9,17-18H2,1-2H3,(H,19,21)(H,23,24);(H,6,7)/t11-,12-,13-;/m0./s1
InChi Key
HNJIMIOIAVEIIV-QKWXXBCPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    α-MSH (11-13) is a peptide fragment of α-melanocyte-stimulating hormone (α-MSH; Item No. 29923), a neuropeptide with anti-inflammatory and immunomodulatory activity.1,2 It is bactericidal against methicillin-resistant S. aureus (MRSA) with ~10% survival when used at a concentration of 1 µM.3 α-MSH (11-13) (2.5%, w/v in the drinking water) reduces colonic inflammation and the time to regain body weight in a mouse model of colitis induced by dextran sulfate (DSS; Item No. 23250).1 It also increases survival in mice expressing nonfunctional melanocortin receptor 1 (MC1Re/e mice) in a DSS-induced colitis model, indicating that the effect is independent of MC1R. α-MSH (11-13) reduces microglial activation, neuronal apoptosis, and lesion volume in a mouse model of traumatic brain injury (TBI) when administered 30 minutes post-injury at a dose of 1 mg/kg.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kannengiesser, K., Maaser, C., Heidemann, J., et al. Melanocortin-derived tripeptide KPV has anti-inflammatory potential in murine models of inflammatory bowel disease. Inflamm. Bowel Dis. 14(3), 324-331 (2008).

    2. Schaible, E.V., Steinsträßer, A., Jahn-Eimermacher, A., et al. Single administration of tripeptide α-MSH(11-13) attenuates brain damage by reduced inflammation and apoptosis after experimental traumatic brain injury in mice. PLos One 8(8), e71056 (2013).

    3. Singh, M., and Mukhopadhyay, K. C-terminal amino acids of alpha-melanocyte-stimulating hormone are requisite for its antibacterial activity against Staphylococcus aureus. Antimicrob. Agents Chemother. 55(5), 1920-1929 (2011).