Novokinin | CAS#358738-77-9 | AT2 agonist

MedKoo Cat#: 561529 | Name: Novokinin

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Description:

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

Novokinin is an angiotensin AT2 receptor agonist. Novokinin exhibits vasorelaxing and hypotensive activity via activation of the IP (prostacyclin) receptor, and suppresses food intake via activation of PGE2-EP4 interaction.

Chemical Structure

Novokinin

CAS#358738-77-9

Theoretical Analysis

MedKoo Cat#: 561529

Name: Novokinin

CAS#: 358738-77-9

Chemical Formula: C39H61N11O7

Exact Mass: 795.4755

Molecular Weight: 795.99

Elemental Analysis: C, 58.85; H, 7.72; N, 19.36; O, 14.07

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 335.00	2 Weeks

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Related CAS #

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Synonym

Novokinin;

IUPAC/Chemical Name

L-arginyl-L-prolyl-L-leucyl-L-lysyl-L-prolyl-L-tryptophan

InChi Key

WCJSVACAALWGRF-LQPYQXOBSA-N

InChi Code

InChI=1S/C39H61N11O7/c1-23(2)20-29(47-34(52)31-14-8-18-49(31)36(54)26(41)11-7-17-44-39(42)43)33(51)46-28(13-5-6-16-40)37(55)50-19-9-15-32(50)35(53)48-30(38(56)57)21-24-22-45-27-12-4-3-10-25(24)27/h3-4,10,12,22-23,26,28-32,45H,5-9,11,13-21,40-41H2,1-2H3,(H,46,51)(H,47,52)(H,48,53)(H,56,57)(H4,42,43,44)/t26-,28-,29-,30-,31-,32-/m0/s1

SMILES Code

O=C(N1[C@@H](CCC1)C(N[C@@H](CC(C)C)C(N[C@@H](CCCCN)C(N2[C@@H](CCC2)C(N[C@@H](CC3=CNC4=CC=CC=C34)C(O)=O)=O)=O)=O)=O)[C@H](CCCNC(N)=N)N

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Novokinin is a peptide agonist of the angiotensin AT2 receptor.

In vitro activity:

TBD

In vivo activity:

This study found that novokinin (Arg-Pro-Leu-Lys-Pro-Trp), a potent hypotensive peptide acting through the AT(2) receptor, has vasorelaxing activity in the mesenteric artery isolated from spontaneously hypertensive rats. These results suggest that the vasorelaxing activity of novokinin, which contributes to the hypotensive effect, is mainly mediated by prostaglandin I(2) (prostacyclin) and the IP receptor downstream of the AT(2) receptor. Reference: Biosci Biotechnol Biochem. 2008 Jan;72(1):257-9. https://pubmed.ncbi.nlm.nih.gov/18175894/

Preparing Stock Solutions

The following data is based on the product molecular weight 795.99 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.

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:

1. Yoshikawa M, Ohinata K, Yamada Y. The pharmacological effects of novokinin; a designed peptide agonist of the angiotensin AT2 receptor. Curr Pharm Des. 2013;19(17):3009-12. doi: 10.2174/1381612811319170006. PMID: 23176213. 2. Yamada Y, Yamauchi D, Yokoo M, Ohinata K, Usui H, Yoshikawa M. A potent hypotensive peptide, novokinin, induces relaxation by AT2- and IP-receptor-dependent mechanism in the mesenteric artery from SHRs. Biosci Biotechnol Biochem. 2008 Jan;72(1):257-9. doi: 10.1271/bbb.70638. Epub 2008 Jan 7. PMID: 18175894.

In vitro protocol:

TBD

In vivo protocol:

1: Pechlivanova D, Petrov K, Grozdanov P, Nenchovska Z, Tchekalarova J, Stoynev A. Intracerebroventricular infusion of an Angiotensin AT2 receptor agonist Novokinin aggravates some diabetes mellitus-induced alterations in Wistar rats. Can J Physiol Pharmacol. 2017 Oct 13. doi: 10.1139/cjpp-2017-0428. [Epub ahead of print] PubMed PMID: 29028440. 2: Zhang Y, Xiu M, Jiang J, He J, Li D, Liang S, Chen Q. Novokinin inhibits gastric acid secretion and protects against alcohol-induced gastric injury in rats. Alcohol. 2016 Nov;56:1-8. doi: 10.1016/j.alcohol.2016.08.003. Epub 2016 Sep 14. PubMed PMID: 27814789. 3: Mutlu E, İlhan S, Onat E, Kara M, Şahna E. The effects of novokinin, an AT2 agonist, on blood pressure, vascular responses, and levels of ADMA, NADPH oxidase, and Rho kinase in hypertension induced by NOS inhibition and salt. Turk J Med Sci. 2016 Jun 23;46(4):1249-57. doi: 10.3906/sag-1502-18. PubMed PMID: 27513432. 4: Xu P, Wang T, Li L, Zhang B, Wu C, Yao Y, Zhang Z. A Study of the Relaxed Mechanisms Induced by Novokinin in the Isolated Porcine Coronary Artery Ring Segments. Protein Pept Lett. 2015;22(12):1083-8. PubMed PMID: 26392269. 5: Bądzyńska B, Lipkowski AW, Sadowski J, Kompanowska-Jezierska E. Vascular effects of a tripeptide fragment of novokinine in hypertensive rats: Mechanism of the hypotensive action. Pharmacol Rep. 2014 Oct;66(5):856-61. doi: 10.1016/j.pharep.2014.04.013. Epub 2014 May 28. PubMed PMID: 25149991. 6: Yoshikawa M, Ohinata K, Yamada Y. The pharmacological effects of novokinin; a designed peptide agonist of the angiotensin AT2 receptor. Curr Pharm Des. 2013;19(17):3009-12. PubMed PMID: 23176213. 7: Wakasa Y, Zhao H, Hirose S, Yamauchi D, Yamada Y, Yang L, Ohinata K, Yoshikawa M, Takaiwa F. Antihypertensive activity of transgenic rice seed containing an 18-repeat novokinin peptide localized in the nucleolus of endosperm cells. Plant Biotechnol J. 2011 Sep;9(7):729-35. doi: 10.1111/j.1467-7652.2010.00576.x. Epub 2010 Nov 16. PubMed PMID: 21078052. 8: Ohinata K, Fujiwata Y, Shingo F, Masaru I, Masatsugu H, Yoshikawa M. Orally administered novokinin, an angiotensin AT2 receptor agonist, suppresses food intake via prostaglandin E2-dependent mechanism in mice. Peptides. 2009 Jun;30(6):1105-8. doi: 10.1016/j.peptides.2009.03.003. Epub 2009 Mar 24. PubMed PMID: 19463743. 9: Yamada Y, Ohinata K, Lipkowski AW, Yoshikawa M. Angiotensin AT(2) receptor agonists act as anti-opioids via EP(3) receptor in mice. Peptides. 2009 Apr;30(4):735-9. doi: 10.1016/j.peptides.2008.11.011. Epub 2008 Nov 25. PubMed PMID: 19084563. 10: Nishizawa K, Kita A, Doi C, Yamada Y, Ohinata K, Yoshikawa M, Ishimoto M. Accumulation of the bioactive peptides, novokinin, LPYPR and rubiscolin, in seeds of genetically modified soybean. Biosci Biotechnol Biochem. 2008 Dec;72(12):3301-5. Epub 2008 Dec 7. PubMed PMID: 19060385. 11: Yamada Y, Nishizawa K, Yokoo M, Zhao H, Onishi K, Teraishi M, Utsumi S, Ishimoto M, Yoshikawa M. Anti-hypertensive activity of genetically modified soybean seeds accumulating novokinin. Peptides. 2008 Mar;29(3):331-7. doi: 10.1016/j.peptides.2007.11.018. Epub 2007 Dec 3. PubMed PMID: 18226422. 12: Yamada Y, Yamauchi D, Usui H, Zhao H, Yokoo M, Ohinata K, Iwai M, Horiuchi M, Yoshikawa M. Hypotensive activity of novokinin, a potent analogue of ovokinin(2-7), is mediated by angiotensin AT(2) receptor and prostaglandin IP receptor. Peptides. 2008 Mar;29(3):412-8. doi: 10.1016/j.peptides.2007.11.017. Epub 2007 Dec 4. PubMed PMID: 18207609. 13: Yamada Y, Yamauchi D, Yokoo M, Ohinata K, Usui H, Yoshikawa M. A potent hypotensive peptide, novokinin, induces relaxation by AT2- and IP-receptor-dependent mechanism in the mesenteric artery from SHRs. Biosci Biotechnol Biochem. 2008 Jan;72(1):257-9. Epub 2008 Jan 7. PubMed PMID: 18175894. 14: Yang L, Tada Y, Yamamoto MP, Zhao H, Yoshikawa M, Takaiwa F. A transgenic rice seed accumulating an anti-hypertensive peptide reduces the blood pressure of spontaneously hypertensive rats. FEBS Lett. 2006 May 29;580(13):3315-20. Epub 2006 May 8. PubMed PMID: 16697378.