MW 1664.9 Da, Purity >95%. alpha-MSH (alpha-Melanocyte-stimulating hormone), Endogenous melanocortin receptor agonist.
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- Frontiers in immunology 14:12843012023Paraneoplastic isolated adrenocorticotropic hormone deficiency revealed after immune checkpoint inhibitors therapy: new insights into anti-corticotroph antibody.Applications:Unspecified applicationReactive species:Unspecified reactive speciesShin Urai,Miki Watanabe,Hironori Bando,Yuma Motomura,Masaaki Yamamoto,Motoko Tachihara,Maki Kanzawa,Hidenori Fukuoka,Genzo Iguchi,Wataru OgawaPubMed 38035072
- CNS neuroscience & therapeutics 29:646-6582022A thalamic circuit facilitates stress susceptibility via melanocortin 4 receptor-mediated activation of nucleus accumbens shell.Applications:Unspecified applicationReactive species:Unspecified reactive speciesQiao Deng,Shao-Qi Zhang,Ping-Fen Yang,Wan-Ting Dong,Jia-Lin Wang,Jian-Guo Chen,Fang Wang,Li-Hong LongPubMed 36510669
- Toxins 14:2022Botulinum Neurotoxin Type A Directly Affects Sebocytes and Modulates Oleic Acid-Induced Lipogenesis.Applications:Unspecified applicationReactive species:Unspecified reactive speciesKaren Brami-Cherrier,Alex Chernavsky,Hui You,Sergei A Grando,Amy Brideau-Andersen,Birgitte SondergaardPubMed 36287976
- FEBS letters 594:2840-28662020A proopiomelanocortin-derived peptide sequence enhances plasma stability of peptide drugs.Applications:Unspecified applicationReactive species:Unspecified reactive speciesKarin Löw,Alexandre Roulin,Stefan KunzPubMed 32506501
Key facts
- CAS number
- 75487-36-4
- Purity
- > 95%
- Form
- Solid
- Molecular weight
- 1664.9 Da
- Molecular formula
- C77H109N21O19S
- PubChem identifier
- 16132144
- Nature
- Synthetic
Alternative names
BMIQ9, CMM5, MC-2, MC1 Receptor, MC1-R, MC3, MC3 Receptor, MC3R_HUMAN, MC4 Receptor, MC4R_HUMAN, MC5 Receptor, MC5R_HUMAN, MGC126851, MGC138197, MSHR_HUMAN, Melanocortin 1 receptor, Melanocortin 1 receptor (alpha melanocyte stimulating hormone receptor), Melanocortin 3 receptor, Melanocortin 4 receptor, Melanocortin 5 receptor, Melanocortin receptor 1, Melanocortin receptor 3, Melanocortin receptor 4, Melanocortin receptor 5, Melanocyte-stimulating hormone receptor, Melanotropin receptor, OB20, OQTL, Obesity quantitative trait locus, SHEP2
Recommended products
MW 1664.9 Da, Purity >95%. alpha-MSH (alpha-Melanocyte-stimulating hormone), Endogenous melanocortin receptor agonist.
Key facts
- CAS number
- 75487-36-4
- Purity
- > 95%
- Form
- Solid
- Molecular weight
- 1664.9 Da
- Molecular formula
- C77H109N21O19S
- PubChem identifier
- 16132144
- Nature
- Synthetic
- Solubility
Soluble in water.
- Biochemical name
- Msh, 2-tyr-alpha-
- Canonical SMILES
- CC(C)C(C(=O)N)NC(=O)C1CCCN1C(=O)C(CCCCN)NC(=O)CNC(=O)C(CC2=CNC3=CC=CC=C32)NC(=O)C(CCCNC(=N)N)NC(=O)C(CC4=CC=CC=C4)NC(=O)C(CC5=CN=CN5)NC(=O)C(CCC(=O)O)NC(=O)C(CCSC)NC(=O)C(CO)NC(=O)C(CC6=CC=C(C=C6)O)NC(=O)C(CO)NC(=O)C
- Isomeric SMILES
- CC(C)[C@@H](C(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@H](CC2=CNC3=CC=CC=C32)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC4=CC=CC=C4)NC(=O)[C@H](CC5=CN=CN5)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CO)NC(=O)[C@H](CC6=CC=C(C=C6)O)NC(=O)[C@H](CO)NC(=O)C
- InChI
- 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
- InChIKey
- WHNFPRLDDSXQCL-UAZQEYIDSA-N
- IUPAC name
- (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxypropanoyl]amino]-4-methylsulfanylbutanoyl]amino]-5-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-6-amino-1-[(2S)-2-[[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxohexan-2-yl]amino]-2-oxoethyl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- -20°C
- Appropriate long-term storage conditions
- -20°C
- Storage information
- Store under desiccating conditions, The product can be stored for up to 12 months
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
MC1-R MC2-R MC3-R and MC4-R are members of the melanocortin receptor family. These receptors interact with melanocyte-stimulating hormone (MSH) peptides important for various physiological functions. The mass varies among these receptors generally ranging between 30 to 40 kDa. MC1-R is predominantly expressed in melanocytes influencing skin pigmentation whereas MC2-R also known as the adrenocorticotropic hormone (ACTH) receptor is mainly found in the adrenal cortex. MC3-R and MC4-R have a wider distribution including the central nervous system and participate in different metabolic processes.
- Biological function summary
Theta melanocortin receptors play significant roles in regulating diverse processes from pigmentation to energy homeostasis. These receptors act independently and do not appear to form larger stable complexes. For instance MC1-R activation by alpha-melanocyte-stimulating hormone (alpha-MSH) increases melanin synthesis in melanocytes leading to skin darkening. In contrast MC4-R is key in controlling energy balance within the brain where it influences appetite and energy expenditure.
- Pathways
Interactions between melanocortin receptors and their ligand MSH hormone play a pivotal role in the signaling pathways regulating skin pigmentation and appetite suppression. MC1-R is part of the pathway that enhances melanin production through the activation of adenylate cyclase followed by cAMP production. MC4-R fits into the central melanocortin pathway which is critical for energy homeostasis and involves proteins like Agouti-related protein (AgRP) as an antagonist. These pathways demonstrate the diverse roles of MSH receptor activities in vertebrate biology.
- Associated diseases and disorders
Variations in melanocortin receptors connect to conditions like obesity and Addison's disease. Mutations or dysfunctions in MC4-R often correlate with genetic forms of obesity due to impaired appetite control. Similarly abnormalities in MC2-R are linked to Addison's disease where ACTH signaling to the adrenal glands becomes disrupted affecting cortisol production. The interaction with proteins like proopiomelanocortin (POMC) the precursor of ACTH and MSH highlights the importance of these receptors in disease manifestations.
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2 product images
Chemical Structure - alpha-MSH (alpha-Melanocyte-stimulating hormone), Endogenous melanocortin receptor agonist (ab120189)
2D chemical structure image of ab120189, alpha-MSH (alpha-Melanocyte-stimulating hormone), Endogenous melanocortin receptor agonist
Functional Studies - alpha-MSH (alpha-Melanocyte-stimulating hormone), Endogenous melanocortin receptor agonist (ab120189)
ab24851 staining cAMP in MALME-3M cells treated with α-MSH (ab120189), by ICC/IF. Increase of cAMP correlates with increased concentration of α-MSH as described in literature.
The cells were incubated at 37°C for 6h in media containing different concentrations of ab120189 (α-MSH) in DMSO, fixed with 4% formaldehyde for 10 minutes at room temperature and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with ab24851 (5 µg/ml) was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight 488 goat anti-mouse polyclonal antibody (Goat Anti-Mouse IgG H&L (DyLight® 488) preadsorbed ab96879) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.
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