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AB120189

alpha-MSH (alpha-Melanocyte-stimulating hormone), Endogenous melanocortin receptor agonist

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(8 Publications)

MW 1664.9 Da, Purity >95%.

View 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

2 Images
Functional Studies - alpha-MSH (alpha-Melanocyte-stimulating hormone), Endogenous melanocortin receptor agonist (AB120189)
  • FuncS

Unknown

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 (ab96879) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.

Chemical Structure - alpha-MSH (alpha-Melanocyte-stimulating hormone), Endogenous melanocortin receptor agonist (AB120189)
  • Chemical Structure

Lab

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

Key facts

CAS number

75487-36-4

Purity

>95%

Form

Solid

form

Molecular weight

1664.9 Da

Molecular formula

C<sub>7</sub><sub>7</sub>H<sub>1</sub><sub>0</sub><sub>9</sub>N<sub>2</sub><sub>1</sub>O<sub>1</sub><sub>9</sub>S

PubChem

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

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Properties and storage information

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
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Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

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.

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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Product protocols

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Publications (8)

Recent publications for all applications. Explore the full list and refine your search

Theranostics 14:6605-6624 PubMed39479445

2024

Hypothalamic P62 (SQSTM1) regulates energy balance by modulating leptin signaling.

Applications

Unspecified application

Species

Unspecified reactive species

Shan Yang,Yang Li,Mingyuan Tian,Wuquan Deng,Dongfang Liu,Chen Chen,Zhiming Zhu,Hongting Zheng,Gangyi Yang,Ling Li,Mengliu Yang

International journal of obesity (2005) 48:1625-1637 PubMed39117851

2024

Hepatocyte-specific loss of melanocortin 1 receptor disturbs fatty acid metabolism and promotes adipocyte hypertrophy.

Applications

Unspecified application

Species

Unspecified reactive species

Keshav Thapa,Bishwa Ghimire,Kisun Pokharel,Minying Cai,Eriika Savontaus,Petteri Rinne

EMBO reports 25:1987-2014 PubMed38454158

2024

α-Melanocyte-stimulating hormone alleviates pathological cardiac remodeling via melanocortin 5 receptor.

Applications

Unspecified application

Species

Unspecified reactive species

Anni Suominen,Guillem Saldo Rubio,Saku Ruohonen,Zoltán Szabó,Lotta Pohjolainen,Bishwa Ghimire,Suvi T Ruohonen,Karla Saukkonen,Jani Ijas,Sini Skarp,Leena Kaikkonen,Minying Cai,Sharon L Wardlaw,Heikki Ruskoaho,Virpi Talman,Eriika Savontaus,Risto Kerkelä,Petteri Rinne

Frontiers in immunology 14:1284301 PubMed38035072

2023

Paraneoplastic isolated adrenocorticotropic hormone deficiency revealed after immune checkpoint inhibitors therapy: new insights into anti-corticotroph antibody.

Applications

Unspecified application

Species

Unspecified reactive species

Shin Urai,Miki Watanabe,Hironori Bando,Yuma Motomura,Masaaki Yamamoto,Motoko Tachihara,Maki Kanzawa,Hidenori Fukuoka,Genzo Iguchi,Wataru Ogawa

eLife 12: PubMed37490042

2023

Melanocortin 1 receptor regulates cholesterol and bile acid metabolism in the liver.

Applications

Unspecified application

Species

Unspecified reactive species

Keshav Thapa,James J Kadiri,Karla Saukkonen,Iida Pennanen,Bishwa Ghimire,Minying Cai,Eriika Savontaus,Petteri Rinne

CNS neuroscience & therapeutics 29:646-658 PubMed36510669

2022

A thalamic circuit facilitates stress susceptibility via melanocortin 4 receptor-mediated activation of nucleus accumbens shell.

Applications

Unspecified application

Species

Unspecified reactive species

Qiao Deng,Shao-Qi Zhang,Ping-Fen Yang,Wan-Ting Dong,Jia-Lin Wang,Jian-Guo Chen,Fang Wang,Li-Hong Long

Toxins 14: PubMed36287976

2022

Botulinum Neurotoxin Type A Directly Affects Sebocytes and Modulates Oleic Acid-Induced Lipogenesis.

Applications

Unspecified application

Species

Unspecified reactive species

Karen Brami-Cherrier,Alex Chernavsky,Hui You,Sergei A Grando,Amy Brideau-Andersen,Birgitte Sondergaard

FEBS letters 594:2840-2866 PubMed32506501

2020

A proopiomelanocortin-derived peptide sequence enhances plasma stability of peptide drugs.

Applications

Unspecified application

Species

Unspecified reactive species

Karin Löw,Alexandre Roulin,Stefan Kunz
View all publications
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