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α-MSH (11-13) (free acid)

α-MSH (11-13) (free acid) Structure
CAS No.
67727-97-3
Chemical Name:
α-MSH (11-13) (free acid)
Synonyms
KPV;msh(11-13;Lys-pro-val;ACTH-(11-13);H-Lys-Pro-Val-OH;ALPHA-MSH (11-13);α-MSH(11-13)[pig];α-MSH(11-13)[human];H-LYS-PRO-VAL-OH ACOH;α-Melanotropin(11-13)
CBNumber:
CB1241534
Molecular Formula:
C16H30N4O4
Molecular Weight:
342.43
MOL File:
67727-97-3.mol
MSDS File:
SDS
Modify Date:
2025/4/17 18:22:24

α-MSH (11-13) (free acid) Properties

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
InChIKey YSPZCHGIWAQVKQ-AVGNSLFASA-N
SMILES C(O)(=O)[C@H](C(C)C)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)N

α-MSH (11-13) (free acid) Chemical Properties,Uses,Production

Description

α-MSH (11-13) (free acid) is a synthetic, nonsteroidal compound that binds to and activates α-melanocyte-stimulating hormone receptors. It has been used as an antiinflammatory agent in the treatment of inflammatory bowel disease and bowel disease. It is also being studied as a contraceptive and an elastase inhibitor. This drug has shown some promise in the treatment of autoimmune diseases, such as rheumatoid arthritis, Crohn's disease, ulcerative colitis, multiple sclerosis, and type 1 diabetes mellitus. It is thought that α-MSH (11-13) (free acid) acetate salt may inhibit the production of inflammatory cells by inhibiting leukocyte elastase activity.

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.

α-MSH (11-13) (free acid) Preparation Products And Raw materials

Raw materials

Preparation Products

α-MSH (11-13) (free acid) Suppliers

Global( 88)Suppliers
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Hebei Weimiao Import and Export Trade Co., Ltd. +86-19948166995 +86-19948166995 China 76 58 Inquiry
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Zibo Hangyu Biotechnology Development Co., Ltd +86-0533-2185556 +8615965530500 China 10983 58 Inquiry
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Hangzhou Hyper Chemicals Limited +86-0086-57187702781 +8613675893055 China 295 58 Inquiry
Shanghai Getian Industrial Co., LTD +86-15373193816 +86-15373193816 China 269 58 Inquiry
α-Melanotropin(11-13) α-Melanotropin(11-13)[human] α-Melanotropin(11-13)[pig] α-MSH(11-13)[human] α-MSH(11-13)[pig] a-MSH (11-13) (free acid) H-LYS-PRO-VAL-OH ACETATE SALT H-LYS-PRO-VAL-OH ACOH ALPHA-MSH (11-13) ALPHA-MSH (11-13) ACETATE SALT msh(11-13 .alpha.-MSH (11-13) (free acid) H-Lys-Pro-Val-OH alpha-Msh (11-13) (free acid) acetate salt L-Valine, L-lysyl-L-prolyl- α-MSH (11-13) (free acid) ACTH-(11-13) (2S)-2-[[(2S)-1-[(2S)-2,6-diaminohexanoyl]pyrrolidine-2-carbonyl]amino]-3-methylbutanoic acid alpha-MSH(11-13) acetate KPV KPV (α-MSH (11-13) (free acid) KPV,ALPHA-MSH (11-13) ACETATE SALT α-MSH (11-13) (free acid) acetate salt KPV Peptide (ACTH 11-13) (S)-2-((S)-1-((S)-2,6-Diaminohexanoyl)pyrrolidine-2-carboxamido)-3-methylbutanoic acid Lys-pro-val KPV Peptide (ACTH 11-13) 5mg/10mg 67727-97-3 C16H30N4O4C2H4O2