A peptide hormone
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γ1-MSH (human, mouse, rat, bovine) (acetate)

Item No. 42252

Technical Information
Formal Name
(3S,6S,9S,12S,15S,21S,24S,27S)-15-((1H-imidazol-5-yl)methyl)-6-((1H-indol-3-yl)methyl)-27-amino-3-(((S)-1-(((S)-1-amino-1-oxo-3-phenylpropan-2-yl)amino)-5-guanidino-1-oxopentan-2-yl)carbamoyl)-12-benzyl-9-(3-guanidinopropyl)-28-(4-hydroxyphenyl)-24-isopropyl-21-(2-(methylthio)ethyl)-5,8,11,14,17,20,23,26-octaoxo-4,7,10,13,16,19,22,25-octaazaoctacosanoic acid, acetate
Synonyms
  • γ1-Melanocyte-stimulating Hormone
Molecular Formula
C72H97N21O14S • XC2H4O2
Formula Weight
Purity
≥95%
A solid
Peptide Sequence
YVMGHFRWDRF-NH2
DMSO: Sparingly soluble: 1-10 mg/ml
SMILES
O=C([C@H](CC1=CNC2=CC=CC=C21)NC([C@@H](NC([C@H](CC3=CC=CC=C3)NC([C@H](CC4=CN=CN4)NC(CNC([C@@H](NC([C@@H](NC([C@H](CC5=CC=C(O)C=C5)N)=O)C(C)C)=O)CCSC)=O)=O)=O)=O)CCCNC(N)=N)=O)N[C@H](C(N[C@H](C(N[C@@H](CC6=CC=CC=C6)C(N)=O)=O)CCCNC(N)=N)=O)CC(O)=O.CC(O)=O
InChi Code
InChI=1S/C72H97N21O14S.C2H4O2/c1-40(2)60(93-62(99)48(73)30-43-22-24-46(94)25-23-43)70(107)88-52(26-29-108-3)63(100)83-38-58(95)85-56(34-45-37-79-39-84-45)68(105)90-54(32-42-16-8-5-9-17-42)66(103)86-51(21-13-28-81-72(77)78)65(102)91-55(33-44-36-82-49-19-11-10-18-47(44)49)67(104)92-57(35-59(96)97)69(106)87-50(20-12-27-80-71(75)76)64(101)89-53(61(74)98)31-41-14-6-4-7-15-41;1-2(3)4/h4-11,14-19,22-25,36-37,39-40,48,50-57,60,82,94H,12-13,20-21,26-35,38,73H2,1-3H3,(H2,74,98)(H,79,84)(H,83,100)(H,85,95)(H,86,103)(H,87,106)(H,88,107)(H,89,101)(H,90,105)(H,91,102)(H,92,104)(H,93,99)(H,96,97)(H4,75,76,80)(H4,77,78,81);1H3,(H,3,4)/t48-,50-,51-,52-,53-,54-,55-,56-,57-,60-;/m0./s1
InChi Key
RNQJGLFYEHVRNX-WHZKVGFLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    Product Description

    γ1-Melanocyte-stimulating hormone (γ1-MSH) is a peptide hormone produced by post-translational processing of proopiomelanocortin (POMC) in the pituitary gland.1 It selectively binds to melanocortin receptor 1 (MC1R) and MC3R over MC4R and MC5R (Kis = 0.025, 0.063, >100, and >100 µM, respectively, in insect cells expressing the human receptors) but also binds to opioid receptors in rat brain tissue homogenates (IC50 = 5.9 µM).2,3 γ1-MSH (10 µM) inhibits contractions induced by the neuropeptide FMRF-amide in isolated M. edulis catch muscle.4 Intracisternal administration of γ1-MSH (0.3 nmol/animal) increases the latency to tail flick in the tail-flick test and inhibits haloperidol-induced catalepsy in mice.5 γ1-MSH (0.01 nmol/animal) also inhibits LPS-induced nitric oxide (NO) release in mouse forebrain in vivo.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rubakhin, S.S., Churchill, J.D., Greenough, W.T., et alProfiling signaling peptides in single mammalian cells using mass spectrometry. Anal. Chem. 78(20), 7267-7272 (2006).

    2. Muceniece, R., Zvejniece, L., Liepinsh, E., et alThe MC3 receptor binding affinity of melanocortins correlates with the nitric oxide production inhibition in mice brain inflammation model. Peptides 27(6), 1443-1450 (2006).

    3. Oki, S., Nakao, K., Nakai, Y., et al'γ-MSH' fragments from ACTH-beta-LPH precursor have an affinity for opiate receptors. Eur. J. Pharmacol. 64(2-3), 161-164 (1980).

    4. Muneoka, Y., and Saitoh, H. Pharmacology of FMRFamide in Mytilus catch muscle. Comp. Biochem. Physiol. C Comp. Pharmacol. Toxicol. 85(1), 207-214 (1986).

    5. Klusa, V., Germane, S., Svirskis, S., et alThe γ2-MSH peptide mediates a central analgesic effect via a GABA-ergic mechanism that is independent from activation of melanocortin receptors. Neuropeptides 35(1), 50-57 (2001).