α-MSH (11-13) (free acid)
- CAS NO.：67727-97-3
- Empirical Formula: C16H30N4O4
- Molecular Weight: 342.43
- MDL number: MFCD00804591
- EINECS: 208-856-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-05-01 19:06:17
What is α-MSH (11-13) (free acid)?
Definition
ChEBI: Lys-Pro-Val is an oligopeptide.
Biological Activity
The C-terminal tripeptide α-MSH(11–13), also known as KPV (L-Lys-L-Pro-L-Val), exhibited anti-inflammation without induction of cutaneous pigmentation in a frog skin bioassay. The underlying molecular mechanisms of the α-MSH(11–13) anti-inflammatory properties have not been determined in detail. However, they are related to an inhibition of TNF-α, IL-6, and nitric oxide production in a model of LPS-stimulated murine microglial cell culture[1]. Furthermore, it has been recently shown that α-MSH(11–13) reduces activation of NF-κB and decreases its translocation into the nucleus by interaction with importin family proteins.
References
[1] Eva-Verena Schaible. “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 (2013): e71056.
Properties of α-MSH (11-13) (free acid)
| storage temp. | -15°C
|
| InChI | InChI=1S/C16H30N4O4/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/h10-13H,3-9,17-18H2,1-2H3,(H,19,21)(H,23,24)/t11-,12-,13-/m0/s1 |
Safety information for α-MSH (11-13) (free acid)
Computed Descriptors for α-MSH (11-13) (free acid)
| InChIKey | YSPZCHGIWAQVKQ-AVGNSLFASA-N |
| SMILES | C(O)(=O)[C@H](C(C)C)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)N |
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