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M4135 Sigma-Aldrich

α-Melanocyte stimulating hormone

≥97% (HPLC)

Synonym: α-MSH, α-Melanotropin

  • CAS Number 581-05-5

  • Empirical Formula (Hill Notation) C77H109N21O19S

  • Molecular Weight 1664.88

  •  Beilstein/REAXYS Number 741840

  •  MDL number MFCD00133062

  •  PubChem Substance ID 24896905

  •  NACRES NA.32



Related Categories α-Melanocyte Stimulating Hormone (α-MSH), Cell Biology, Cell Signaling and Neuroscience, Cytokines Growth Factors and Hormones (Obesity), Cytokines, Growth Factors and Hormones,
Quality Level   200
biological source   synthetic (organic)
assay   ≥97% (HPLC)
form   powder
solubility   water: 1.00-1.04 mg/mL, clear, colorless
shipped in   ambient
storage temp.   −20°C
SMILES string   CSCC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CO)NC(C)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)N[C@@H](Cc3ccccc3)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc4c[nH]c5ccccc45)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N6CCC[C@H]6C(=O)N[C@@H](C(C)C)C(N)=O
InChI   1S/C77H109N21O19S/c1-42(2)64(65(79)106)97-75(116)61-20-13-30-98(61)76(117)54(18-10-11-28-78)88-62(103)38-85-66(107)57(34-46-36-84-50-17-9-8-16-49(46)50)94-67(108)51(19-12-29-83-77(80)81)89-70(111)55(32-44-14-6-5-7-15-44)92-72(113)58(35-47-37-82-41-86-47)95-68(109)52(25-26-63(104)105)90-69(110)53(27-31-118-4)91-74(115)60(40-100)96-71(112)56(33-45-21-23-48(102)24-22-45)93-73(114)59(39-99)87-43(3)101/h5-9,14-17,21-24,36-37,41-42,51-61,64,84,99-100,102H,10-13,18-20,25-35,38-40,78H2,1-4H3,(H2,79,106)(H,82,86)(H,85,107)(H,87,101)(H,88,103)(H,89,111)(H,90,110)(H,91,115)(H,92,113)(H,93,114)(H,94,108)(H,95,109)(H,96,112)(H,97,116)(H,104,105)(H4,80,81,83)/t51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,64-/m0/s1
Gene Information   human ... POMC(5443)


Amino Acid Sequence


General description

α-Melanocyte-stimulating hormone (α-MSH) is a tridecapeptide, mostly produced by the cells in the brain, pituitary and circulation. Pro-inflammatory cytokines or UV light induced epidermal cells such as keratinocytes and melanocytes synthesize and discharge α–MSH. Poopiomelanocortin (POMC) acts as a precursor for α-Melanocyte-stimulating hormone (α-MSH) production.


α-Melanocyte stimulating hormone (α–MSH) has been used for following studies:
•  it has been Intracerebroventricularly (icv) injected to mice for behavioral studies.
•  to determine the effect of α−MSH on growth of stationary Nb 2 node lymphoma cell cultures.
•  to determine the effect of α−MSH on leptin secretion in the primary cultures of differentiated adipocytes.
•  α−MSH promoted melanin production in the B16-F1 cells from murine melanoma cell line.


1, 5 mg in glass bottle

Biochem/physiol Actions

Hormone that stimulates melanogenesis; facilitates learning and memory; affects inflammatory and immune responses and peripheral nerve regeneration.

α-Melanocyte-stimulating hormone (α-MSH) acts as an anti-inflammatory agent via down regulating the production and activity of the pro-inflammatory cytokines interleukin-1 (IL-1), tumor necrosis factor (TNF)-α and IL-6 expressed in various cells of the immune system. It also controls the nitric oxide production associated with inflammation. α−MSH inhibits nuclear factor-κB (NF-κB)-dependent gene transcription and NF-κB pathway induced by TNF and other inflammatory agents. This activity of α-MSH is mediated through the production of cyclic adenosine monophosphate (cAMP) and activation of protein kinase A (PKA) enzyme. α–MSH functions as a potent therapeutics for various conditions resulted through NF-κB activation including, inflammatory diseases, human immunodeficiency virus (HIV) replication in AIDS (acquired immunodeficiency syndrome), and septic shock. α-MSH has an essential role to play in melanin production in animals. α-MSH regulates development of several skin diseases, including cutaneous inflammation and hyper-proliferative skin diseases.

Pituitary hormone which causes darkening skin pigmentation from amphibians to humans. In mammals, it can also have behavioral effects on learning, attention, and memory.

Antibody Adsorbant



Derived from ACTH 1-13

Other Notes

Lyophilized from 0.1% TFA in H2O

Safety & Documentation

Safety Information

Personal Protective Equipment 
NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers


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