A 71915

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

MedKoo CAT#: 571183

CAS#: 132956-87-7

Description: A 71915 is an atrial natricuretic factor receptor antagonist. It blocks physiological effects of angiotensin.


Price and Availability

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A 71915 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 571183
Name: A 71915
CAS#: 132956-87-7
Chemical Formula: C69H116N26O15S2
Exact Mass: 1612.8555
Molecular Weight: 1613.97
Elemental Analysis: C, 51.35; H, 7.24; N, 22.56; O, 14.87; S, 3.97


Synonym: A 71915; A-71915; A71915

IUPAC/Chemical Name: L-Cysteinamide, L-arginyl-L-cysteinyl-3-cyclohexyl-L-alanylglycylglycyl-L-arginyl-L-isoleucyl-L-alpha-aspartyl-L-arginyl-L-isoleucyl-D-1,2,3,4-tetrahydro-3-isoquinolinecarbonyl-L-arginyl-, cyclic (2-13)-disulfide

InChi Key: TZQXLCWSYQJGKV-YGLLJKSHSA-N

InChi Code: InChI=1S/C69H116N26O15S2/c1-5-36(3)53-64(109)90-45(30-52(99)100)61(106)88-43(22-14-26-82-68(76)77)60(105)94-54(37(4)6-2)65(110)95-34-40-19-11-10-18-39(40)29-47(95)63(108)86-33-51(98)92-55(56(71)101)48(23-15-27-83-69(78)79)112-111-35-46(91-57(102)41(70)20-12-24-80-66(72)73)62(107)89-44(28-38-16-8-7-9-17-38)58(103)85-31-49(96)84-32-50(97)87-42(59(104)93-53)21-13-25-81-67(74)75/h10-11,18-19,36-38,41-48,53-55H,5-9,12-17,20-35,70H2,1-4H3,(H2,71,101)(H,84,96)(H,85,103)(H,86,108)(H,87,97)(H,88,106)(H,89,107)(H,90,109)(H,91,102)(H,92,98)(H,93,104)(H,94,105)(H,99,100)(H4,72,73,80)(H4,74,75,81)(H4,76,77,82)(H4,78,79,83)/t36-,37-,41-,42+,43-,44-,45-,46-,47+,48+,53-,54-,55-/m0/s1

SMILES Code: O=C([C@@H](NC([C@@H](CCCNC(N)=N)NC(CNC(CNC([C@H](CC1CCCCC1)NC([C@@H](NC([C@@H](N)CCCNC(N)=N)=O)CSS2)=O)=O)=O)=O)=O)[C@@H](C)CC)N[C@@H](CC(O)=O)C(N[C@@H](CCCNC(N)=N)C(N[C@@H]([C@@H](C)CC)C(N3CC4=C(C=CC=C4)C[C@@H]3C(NCC(N[C@H](C(N)=O)[C@H]2CCCNC(N)=N)=O)=O)=O)=O)=O


Technical Data

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).

Harmonized System Code:
293490


References

1: Zhao J, Liu E, Li G, Qi L, Li J, Yang W. Effects of the angiotensin-(1-7)/Mas/PI3K/Akt/nitric oxide axis and the possible role of atrial natriuretic peptide in an acute atrial tachycardia canine model. J Renin Angiotensin Aldosterone Syst. 2015 Dec;16(4):1069-77. doi: 10.1177/1470320314543723. Epub 2014 Aug 20. PubMed PMID: 25143331.

2: Zhao J, Liu T, Liu E, Li G, Qi L, Li J. The potential role of atrial natriuretic peptide in the effects of Angiotensin-(1-7) in a chronic atrial tachycardia canine model. J Renin Angiotensin Aldosterone Syst. 2016 Mar 23;17(1):1470320315627409. doi: 10.1177/1470320315627409. Print 2016 Jan-Mar. PubMed PMID: 27009283.

3: Kiguchi N, Sukhtankar DD, Ding H, Tanaka K, Kishioka S, Peters CM, Ko MC. Spinal Functions of B-Type Natriuretic Peptide, Gastrin-Releasing Peptide, and Their Cognate Receptors for Regulating Itch in Mice. J Pharmacol Exp Ther. 2016 Mar;356(3):596-603. doi: 10.1124/jpet.115.229997. Epub 2015 Dec 15. PubMed PMID: 26669425; PubMed Central PMCID: PMC4767390.

4: Pandey KN, Nguyen HT, Li M, Boyle JW. Natriuretic peptide receptor-A negatively regulates mitogen-activated protein kinase and proliferation of mesangial cells: role of cGMP-dependent protein kinase. Biochem Biophys Res Commun. 2000 May 10;271(2):374-9. PubMed PMID: 10799305.

5: Delporte C, Winand J, Poloczek P, Von Geldern T, Christophe J. Discovery of a potent atrial natriuretic peptide antagonist for ANPA receptors in the human neuroblastoma NB-OK-1 cell line. Eur J Pharmacol. 1992 Dec 2;224(2-3):183-8. PubMed PMID: 1334838.

6: Azer J, Hua R, Vella K, Rose RA. Natriuretic peptides regulate heart rate and sinoatrial node function by activating multiple natriuretic peptide receptors. J Mol Cell Cardiol. 2012 Nov;53(5):715-24. doi: 10.1016/j.yjmcc.2012.08.020. Epub 2012 Aug 30. PubMed PMID: 22960454.

7: Kumar R, von Geldern TW, Calle RA, Pandey KN. Stimulation of atrial natriuretic peptide receptor/guanylyl cyclase- A signaling pathway antagonizes the activation of protein kinase C-alpha in murine Leydig cells. Biochim Biophys Acta. 1997 Apr 24;1356(2):221-8. PubMed PMID: 9150279.

8: Springer J, Azer J, Hua R, Robbins C, Adamczyk A, McBoyle S, Bissell MB, Rose RA. The natriuretic peptides BNP and CNP increase heart rate and electrical conduction by stimulating ionic currents in the sinoatrial node and atrial myocardium following activation of guanylyl cyclase-linked natriuretic peptide receptors. J Mol Cell Cardiol. 2012 May;52(5):1122-34. doi: 10.1016/j.yjmcc.2012.01.018. Epub 2012 Feb 1. PubMed PMID: 22326431.

9: Chaudhary KR, Batchu SN, Das D, Suresh MR, Falck JR, Graves JP, Zeldin DC, Seubert JM. Role of B-type natriuretic peptide in epoxyeicosatrienoic acid-mediated improved post-ischaemic recovery of heart contractile function. Cardiovasc Res. 2009 Jul 15;83(2):362-70. doi: 10.1093/cvr/cvp134. Epub 2009 Apr 28. PubMed PMID: 19401302; PubMed Central PMCID: PMC2701722.

10: Ni XP, Kesterson RA, Sharma SD, Hruby VJ, Cone RD, Wiedemann E, Humphreys MH. Prevention of reflex natriuresis after acute unilateral nephrectomy by melanocortin receptor antagonists. Am J Physiol. 1998 Apr;274(4 Pt 2):R931-8. PubMed PMID: 9575953.

11: Schmitt M, Broadley AJ, Nightingale AK, Payne N, Gunaruwan P, Taylor J, Lee L, Cockcroft J, Struthers AD, Frenneaux MP. Atrial natriuretic peptide regulates regional vascular volume and venous tone in humans. Arterioscler Thromb Vasc Biol. 2003 Oct 1;23(10):1833-8. Epub 2003 Jul 3. PubMed PMID: 12842844.

12: Kumar R, Cartledge WA, Lincoln TM, Pandey KN. Expression of guanylyl cyclase-A/atrial natriuretic peptide receptor blocks the activation of protein kinase C in vascular smooth muscle cells. Role of cGMP and cGMP-dependent protein kinase. Hypertension. 1997 Jan;29(1 Pt 2):414-21. PubMed PMID: 9039136.

13: Schmitt M, Gunaruwan P, Payne N, Taylor J, Lee L, Broadley AJ, Nightingale AK, Cockcroft JR, Struthers AD, Tyberg JV, Frenneaux MP. Effects of exogenous and endogenous natriuretic peptides on forearm vascular function in chronic heart failure. Arterioscler Thromb Vasc Biol. 2004 May;24(5):911-7. Epub 2004 Mar 4. PubMed PMID: 15001459.

14: Ku YH, Li YH. Inhibitory effect of atriopeptinergic neurons in AV3V region on angiotensinII pressor system in rat brain. Peptides. 2004 Apr;25(4):615-20. PubMed PMID: 15165717.

15: Endlich K, Steinhausen M. Natriuretic peptide receptors mediate different responses in rat renal microvessels. Kidney Int. 1997 Jul;52(1):202-7. PubMed PMID: 9211363.

16: Norling LL, von Geldern T, Chevalier RL. Maturation of A71915-dependent inhibition of atrial natriuretic peptide-stimulated cyclic GMP production in isolated rat glomeruli. Biol Neonate. 1994;66(5):294-301. PubMed PMID: 7873695.

17: Thomas CJ, Woods RL. Guanylyl cyclase receptors mediate cardiopulmonary vagal reflex actions of ANP. Hypertension. 2003 Feb;41(2):279-85. PubMed PMID: 12574095.

18: Schmitt M, Qasem A, McEniery C, Wilkinson IB, Tatarinoff V, Noble K, Klemes J, Payne N, Frenneaux MP, Cockcroft J, Avolio A. Role of natriuretic peptides in regulation of conduit artery distensibility. Am J Physiol Heart Circ Physiol. 2004 Sep;287(3):H1167-71. Erratum in: Am J Physiol Heart Circ Physiol. 2004 Nov;56(5):H2367. PubMed PMID: 15317675.

19: Moro C, Galitzky J, Sengenes C, Crampes F, Lafontan M, Berlan M. Functional and pharmacological characterization of the natriuretic peptide-dependent lipolytic pathway in human fat cells. J Pharmacol Exp Ther. 2004 Mar;308(3):984-92. Epub 2003 Nov 21. PubMed PMID: 14634036.

20: Okwueze MI, Opgenorth TJ, von Geldern TW, Vari RC. Atrial natriuretic peptide and glomerular hyperfiltration during onset of spontaneous diabetes mellitus. Am J Physiol. 1994 Feb;266(2 Pt 2):R572-7. PubMed PMID: 8141417.