Jmv 180

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 596924

CAS#: 119733-42-5

Description: Jmv 180 is a CCK analog that distinguishes high-affinity cholecystokinin receptors from low-affinity cholecystokinin receptors.

Chemical Structure

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Jmv 180
CAS# 119733-42-5
Instruction

Theoretical Analysis

MedKoo Cat#: 596924
Name: Jmv 180
CAS#: 119733-42-5
Chemical Formula: C55H72N8O18S
Exact Mass: 1,164.47
Molecular Weight: 1,165.270
Elemental Analysis: C, 56.69; H, 6.23; N, 9.62; O, 24.71; S, 2.75

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.

Request quote for custom synthesis

Synonym: Jmv 180; Jmv-180; Jmv180; Cck-jmv-180;

IUPAC/Chemical Name: (6S,19S,29S,32S)-19-((1H-indol-3-yl)methyl)-29-(carboxymethyl)-2,2-dimethyl-4,7,14,17,20,27,30-heptaoxo-32-(phenethoxycarbonyl)-6-(4-(sulfooxy)benzyl)-3-oxa-5,8,15,18,21,28,31-heptaazatetratriacontan-34-oic acid

InChi Key: PFMXXIJBGKRAJY-ITMZJIMRSA-N

InChi Code: InChI=1S/C55H72N8O18S/c1-55(2,3)80-54(75)63-41(29-36-21-23-38(24-22-36)81-82(76,77)78)50(71)56-26-13-5-9-19-45(64)59-34-47(66)61-42(30-37-33-58-40-18-12-11-17-39(37)40)51(72)57-27-14-6-10-20-46(65)60-43(31-48(67)68)52(73)62-44(32-49(69)70)53(74)79-28-25-35-15-7-4-8-16-35/h4,7-8,11-12,15-18,21-24,33,41-44,58H,5-6,9-10,13-14,19-20,25-32,34H2,1-3H3,(H,56,71)(H,57,72)(H,59,64)(H,60,65)(H,61,66)(H,62,73)(H,63,75)(H,67,68)(H,69,70)(H,76,77,78)/t41-,42-,43-,44-/m0/s1

SMILES Code: O=C(O)C[C@@H](C(OCCC1=CC=CC=C1)=O)NC([C@H](CC(O)=O)NC(CCCCCNC([C@H](CC2=CNC3=C2C=CC=C3)NC(CNC(CCCCCNC([C@@H](NC(OC(C)(C)C)=O)CC4=CC=C(OS(=O)(O)=O)C=C4)=O)=O)=O)=O)=O)=O

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: >2 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: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 1,165.27 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Alexandre M, Uduman AK, Minervini S, Raoof A, Shugrue CA, Akinbiyi EO, Patel V, Shitia M, Kolodecik TR, Patton R, Gorelick FS, Thrower EC. Tobacco carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone initiates and enhances pancreatitis responses. Am J Physiol Gastrointest Liver Physiol. 2012 Sep 15;303(6):G696-704. doi: 10.1152/ajpgi.00138.2012. Epub 2012 Jul 26. PubMed PMID: 22837343; PubMed Central PMCID: PMC3468532.

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5: El-Kouhen K, Morisset J. Control of somatostatin (SS) secretion by CCK-1 and CCK-2 receptors' occupation in RIN-14B cells, a rat pancreatic islet cell line. Pancreas. 2010 Mar;39(2):127-34. doi: 10.1097/MPA.0b013e3181bea475. PubMed PMID: 19959964.

6: Kumar M, Reeve JR Jr, Hu W, Miller LJ, Keire DA. The micelle-associated 3D structures of Boc-Y(SO3)-Nle-G-W-Nle-D-2-phenylethylester (JMV-180) and CCK-8(s) share conformational elements of a calculated CCK1 receptor-bound model. J Med Chem. 2008 Jul 10;51(13):3742-54. doi: 10.1021/jm701401j. Epub 2008 Jun 10. PubMed PMID: 18540665; PubMed Central PMCID: PMC3909998.

7: Kubisch CH, Logsdon CD. Secretagogues differentially activate endoplasmic reticulum stress responses in pancreatic acinar cells. Am J Physiol Gastrointest Liver Physiol. 2007 Jun;292(6):G1804-12. Epub 2007 Apr 12. PubMed PMID: 17431218.

8: Quesada A, Micevych P. Estrogen and CCK1 receptor modification of mu-opioid receptor binding in the cortex of female rats. Brain Res. 2006 Feb 16;1073-1074:316-20. Epub 2006 Feb 10. PubMed PMID: 16472782.

9: Archer-Lahlou E, Escrieut C, Clerc P, Martinez J, Moroder L, Logsdon C, Kopin A, Seva C, Dufresne M, Pradayrol L, Maigret B, Fourmy D. Molecular mechanism underlying partial and full agonism mediated by the human cholecystokinin-1 receptor. J Biol Chem. 2005 Mar 18;280(11):10664-74. Epub 2005 Jan 4. PubMed PMID: 15632187.

10: Li Y, Wu XY, Owyang C. Serotonin and cholecystokinin synergistically stimulate rat vagal primary afferent neurones. J Physiol. 2004 Sep 1;559(Pt 2):651-62. Epub 2004 Jul 2. PubMed PMID: 15235095; PubMed Central PMCID: PMC1665123.

11: Li C, Chen X, Williams JA. Regulation of CCK-induced amylase release by PKC-delta in rat pancreatic acinar cells. Am J Physiol Gastrointest Liver Physiol. 2004 Oct;287(4):G764-71. Epub 2004 Jun 24. PubMed PMID: 15217780.

12: Voronina SG, Barrow SL, Gerasimenko OV, Petersen OH, Tepikin AV. Effects of secretagogues and bile acids on mitochondrial membrane potential of pancreatic acinar cells: comparison of different modes of evaluating DeltaPsim. J Biol Chem. 2004 Jun 25;279(26):27327-38. Epub 2004 Apr 14. PubMed PMID: 15084611.

13: Kaspar KM, Thomas DD, Weng N, Groblewski GE. Dietary and hormonal stimulation of rat exocrine pancreatic function regulates CRHSP-28 phosphorylation in vivo. J Nutr. 2003 Oct;133(10):3072-5. PubMed PMID: 14519786.

14: Lee KK, Uhm DY, Park MK. Low affinity cholecystokinin receptor inhibits cholecystokinin- and bombesin-induced oscillations of cytosolic Ca2+ concentration. FEBS Lett. 2003 Mar 13;538(1-3):134-8. PubMed PMID: 12633866.

15: Simasko SM, Wiens J, Karpiel A, Covasa M, Ritter RC. Cholecystokinin increases cytosolic calcium in a subpopulation of cultured vagal afferent neurons. Am J Physiol Regul Integr Comp Physiol. 2002 Dec;283(6):R1303-13. Epub 2002 Aug 1. PubMed PMID: 12388458.

16: Kiehne K, Herzig KH, Otte JM, Fölsch UR. Low-affinity CCK-1 receptors inhibit bombesin-stimulated secretion in rat pancreatic acini--implication of the actin cytoskeleton. Regul Pept. 2002 May 15;105(2):131-7. PubMed PMID: 11891013.

17: Sans MD, Kimball SR, Williams JA. Effect of CCK and intracellular calcium to regulate eIF2B and protein synthesis in rat pancreatic acinar cells. Am J Physiol Gastrointest Liver Physiol. 2002 Feb;282(2):G267-76. PubMed PMID: 11804848.

18: Kisfalvi K, Rácz G, Zsirka-Klein A, Pelosini I, Scarpignato C, Varga G. Different affinity states of CCK(1) receptors on pancreatic acini and gastric smooth muscle in the rat. J Physiol Paris. 2001 Jan-Dec;95(1-6):391-8. PubMed PMID: 11595465.

19: Szalmay G, Varga G, Kajiyama F, Yang XS, Lang TF, Case RM, Steward MC. Bicarbonate and fluid secretion evoked by cholecystokinin, bombesin and acetylcholine in isolated guinea-pig pancreatic ducts. J Physiol. 2001 Sep 15;535(Pt 3):795-807. PubMed PMID: 11559776; PubMed Central PMCID: PMC2278811.

20: Sarri E, Ramos B, Salido GM, Claro E. The cholecystokinin analogues JMV-180 and CCK-8 stimulate phospholipase C through the same binding site of CCK(A) receptor in rat pancreatic acini. Br J Pharmacol. 2001 Aug;133(8):1227-34. PubMed PMID: 11498507; PubMed Central PMCID: PMC1621142.