A peptide hormone
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α-MSH (human, mouse, rat, porcine, bovine, ovine) (trifluoroacetate salt)

Item No. 29923

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
171869-93-5
Synonyms
  • N-acetyl ACTH (1-13)
  • N-acetyl Adrenocorticotropic Hormone (1-13)
  • α-Melanocyte-stimulating Hormone
Molecular Formula
C77H109N21O19S • XCF3COOH
Formula Weight
1664.9
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 25 mg/mlDMSO:PBS (pH 7.2) (1:5): 0.16 mg/ml
SMILES
O=C(NCC(N[C@@H](CCCCN)C(N(CCC1)[C@@H]1C(N[C@H](C(N)=O)C(C)C)=O)=O)=O)[C@@H](NC([C@H](CCCNC(N)=N)NC([C@@H](NC([C@@H](NC([C@H](CCC(O)=O)NC([C@H](CCSC)NC([C@H](CO)NC([C@@H](NC([C@H](CO)NC(C)=O)=O)CC(C=C2)=CC=C2O)=O)=O)=O)=O)CC3=CN=CN3)=O)CC4=CC=CC=C4)=O)=O)CC5=CNC6=CC=CC=C56.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C77H109N21O19S.C2HF3O2/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;3-2(4,5)1(6)7/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);(H,6,7)/t51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,64-;/m0./s1
InChi Key
FEOXCJFWEWYJIH-VLZMNQITSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    α-Melanocyte-stimulating hormone (α-MSH) is a 13-amino acid peptide hormone produced by post-translational processing of proopiomelanocortin (POMC) in the pituitary gland, as well as in keratinocytes, astrocytes, monocytes, and gastrointestinal cells.1 It is an agonist of melanocortin receptor 3 (MC3R) and MC4R that induces cAMP production in Hepa cells expressing the human receptors (EC50s = 0.16 and 56 nM, respectively).2 α-MSH (100 pM) reduces S. aureus colony formation and C. albicans germ tube formation in vitro.3 It inhibits endotoxin-, ceramide-, TNF-α-, or okadaic acid-induced activation of NF-κB in U937 cells.1 α-MSH reduces IL-6- or TNF-α-induced ear edema in mice.4 It also prevents the development of adjuvant-induced arthritis in rats and increases survival in a mouse model of septic shock. Increased plasma levels of α-MSH are positively correlated with delayed disease progression and reduced death in patients with HIV.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Catania, A., Airaghi, L., Colombo, G., et al. α-melanocyte-stimulating hormone in normal human physiology and disease states. Trends Endocrinol. Metab. 11(8), 304-308 (2000).

    2. Miwa, H., Gantz, I., Konda, Y., et al. Structural determinants of the melanocortin peptides required for activation of melanocortin-3 and melanocortin-4 receptors. J. Pharmacol. Exp. Ther. 273(1), 367-372 (1995).

    3. Cutuli, M., Cristiani, S., Lipton, J.M., et al. Antimicrobial effects of a-MSH peptides. J. Leukoc. Biol. 67(2), 233-239 (2000).

    4. Lipton, J.M., Ceriani, G., Macaluso, A., et al. Antiinflammatory effect of the neuropeptide a-MSH in acute, chronic, and systemic inflammation. Ann. N. Y. Acad. Sci. 25(741), 137-148 (1994).