Msh (5-10), cyclic

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MedKoo CAT#: 597495

CAS#: 137668-62-3

Description: Msh (5-10), cyclic is a synthetic peptide tested conjugated with fatty acids for enhanced potency.


Chemical Structure

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Msh (5-10), cyclic
CAS# 137668-62-3

Theoretical Analysis

MedKoo Cat#: 597495
Name: Msh (5-10), cyclic
CAS#: 137668-62-3
Chemical Formula: C42H56N14O7
Exact Mass: 868.4456
Molecular Weight: 869.0
Elemental Analysis: C, 58.05; H, 6.50; N, 22.57; O, 12.89

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Msh (5-10), cyclic; Cyclic H-asp-his-phe-arg-trp-lys-NH2;

IUPAC/Chemical Name: (2S)-2-((2S,5S,8R,11S,14S)-2-((1H-indol-3-yl)methyl)-11-((4H-imidazol-4-yl)methyl)-14-amino-8-benzyl-5-((E)-3-guanidinoprop-1-en-1-yl)-4,7,10,13,16-pentaoxo-3,6,9,12-tetraazahexadecanamido)-6-aminohexanamide

InChi Key: REPSESXCSAOJCV-BJFGHLDZSA-N

InChi Code: 1S/C42H56N14O7/c43-16-7-6-13-31(36(45)58)52-40(62)34(20-26-22-50-30-12-5-4-11-28(26)30)56-38(60)32(14-8-17-49-42(46)47)53-39(61)33(19-25-9-2-1-3-10-25)55-41(63)35(21-27-23-48-24-51-27)54-37(59)29(44)15-18-57/h1-5,8-12,14,18,22-24,27,29,31-35,50H,6-7,13,15-17,19-21,43-44H2,(H2,45,58)(H,52,62)(H,53,61)(H,54,59)(H,55,63)(H,56,60)(H4,46,47,49)/b14-8+/t27?,29-,31-,32-,33+,34-,35-/m0/s1

SMILES Code: O=C(N[C@H](C(N[C@H](C(N[C@H](C(N)=O)CCCCN)=O)Cc1c2ccccc2[nH]c1)=O)/C=C/CNC(N)=N)[C@H](NC([C@@H](NC([C@@H](N)CC=O)=O)CC3C=NC=N3)=O)Cc4ccccc4

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 869.0 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Shamshirian D, Erfani M, Beiki D, Fallahi B, Shafiei M. Development of a (99m)Tc-labeled lactam bridge-cyclized alpha-MSH derivative peptide as a possible single photon imaging agent for melanoma tumors. Ann Nucl Med. 2015 Oct;29(8):709-20. doi: 10.1007/s12149-015-0998-y. Epub 2015 Jul 8. PubMed PMID: 26152564.

2: Cho MK, Lee CJ, Lee CH, Li SZ, Lim SK, Baik JH, Lee W. Structure and function of the potent cyclic and linear melanocortin analogues. J Struct Biol. 2005 Jun;150(3):300-8. Epub 2005 Apr 13. PubMed PMID: 15890278.

3: Weiss S, Sebben M, Bockaert J. Corticotropin-peptide regulation of intracellular cyclic AMP production in cortical neurons in primary culture. J Neurochem. 1985 Sep;45(3):869-74. PubMed PMID: 2993515.

4: Tammler U, Quillan JM, Lehmann J, Sadée W, Kassack MU. Design, synthesis, and biological evaluation of non-peptidic ligands at the Xenopus laevis skin-melanocortin receptor. Eur J Med Chem. 2003 May;38(5):481-93. PubMed PMID: 12767598.

5: Chartrel N, Tonon MC, Lamacz M, Vaudry H. Adenosine inhibits alpha-melanocyte-stimulating hormone release from frog pituitary melanotrophs. Evidence for the involvement of a(1) adenosine receptors negatively coupled to adenylate cyclase. J Neuroendocrinol. 1992 Dec;4(6):751-7. doi: 10.1111/j.1365-2826.1992.tb00227.x. PubMed PMID: 21554663.