Renin inhibitory peptide | CAS#75645-19-1 | angiotensinogen analog

MedKoo Cat#: 597530 | Name: Renin inhibitory peptide

Description:

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

Renin inhibitory peptide is an angiotensinogen analog.

Chemical Structure

Renin inhibitory peptide

CAS#75645-19-1

Theoretical Analysis

MedKoo Cat#: 597530

Name: Renin inhibitory peptide

CAS#: 75645-19-1

Chemical Formula: C69H87N15O12

Exact Mass: 1317.6659

Molecular Weight: 1318.54

Elemental Analysis: C, 62.85; H, 6.65; N, 15.93; O, 14.56

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

Renin inhibitory peptide; Pro-his-pro-phe-his-phe-phe-val-tyr-lys;

IUPAC/Chemical Name

L-prolyl-L-histidyl-L-prolyl-L-phenylalanyl-L-histidyl-L-phenylalanyl-L-phenylalanyl-L-valyl-L-tyrosyl-L-lysine

InChi Key

AIRMFERKNRDUKD-PVGXKDMPSA-N

InChi Code

InChI=1S/C69H87N15O12/c1-42(2)59(67(93)81-54(35-46-25-27-49(85)28-26-46)61(87)76-51(69(95)96)22-12-13-29-70)83-65(91)55(34-45-20-10-5-11-21-45)78-62(88)52(32-43-16-6-3-7-17-43)77-64(90)56(36-47-38-71-40-74-47)79-63(89)53(33-44-18-8-4-9-19-44)80-66(92)58-24-15-31-84(58)68(94)57(37-48-39-72-41-75-48)82-60(86)50-23-14-30-73-50/h3-11,16-21,25-28,38-42,50-59,73,85H,12-15,22-24,29-37,70H2,1-2H3,(H,71,74)(H,72,75)(H,76,87)(H,77,90)(H,78,88)(H,79,89)(H,80,92)(H,81,93)(H,82,86)(H,83,91)(H,95,96)/t50-,51-,52-,53-,54-,55-,56-,57-,58-,59-/m0/s1

SMILES Code

NCCCC[C@@H](C(O)=O)NC([C@H](CC1=CC=C(O)C=C1)NC([C@H](C(C)C)NC([C@H](CC2=CC=CC=C2)NC([C@H](CC3=CC=CC=C3)NC([C@H](CC4=CNC=N4)NC([C@H](CC5=CC=CC=C5)NC([C@H]6N(C([C@H](CC7=CNC=N7)NC([C@H]8NCCC8)=O)=O)CCC6)=O)=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

>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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 1,318.54 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

1: Fitzgerald C, Aluko RE, Hossain M, Rai DK, Hayes M. Potential of a renin inhibitory peptide from the red seaweed Palmaria palmata as a functional food ingredient following confirmation and characterization of a hypotensive effect in spontaneously hypertensive rats. J Agric Food Chem. 2014 Aug 20;62(33):8352-6. doi: 10.1021/jf500983n. Epub 2014 Aug 7. PubMed PMID: 25062358. 2: Fitzgerald C, Mora-Soler L, Gallagher E, O'Connor P, Prieto J, Soler-Vila A, Hayes M. Isolation and characterization of bioactive pro-peptides with in vitro renin inhibitory activities from the macroalga Palmaria palmata. J Agric Food Chem. 2012 Aug 1;60(30):7421-7. doi: 10.1021/jf301361c. Epub 2012 Jul 19. PubMed PMID: 22747312. 3: Thaisrivongs S, Pals DT, DuCharme DW, Turner SR, DeGraaf GL, Lawson JA, Couch SJ, Williams MV. Renin inhibitory peptides. Incorporation of polar, hydrophilic end groups into an active renin inhibitory peptide template and their evaluation in a human renin infused rat model and in conscious sodium-depleted monkeys. J Med Chem. 1991 Feb;34(2):633-42. PubMed PMID: 1995887. 4: Lafarga T, Rai DK, O'Connor P, Hayes M. A Bovine Fibrinogen-Enriched Fraction as a Source of Peptides with in Vitro Renin and Angiotensin-I-Converting Enzyme Inhibitory Activities. J Agric Food Chem. 2015 Oct 7;63(39):8676-84. doi: 10.1021/acs.jafc.5b03167. Epub 2015 Sep 28. PubMed PMID: 26373334. 5: Zusman RM, Burton J, Christensen D, Nussberger J, Dodds A, Haber E. Hemodynamic effects of a competitive renin inhibitory peptide in humans: evidence for multiple mechanisms of action. Trans Assoc Am Physicians. 1983;96:365-74. PubMed PMID: 6388104. 6: Thaisrivongs S, Pals DT, Turner SR, Kroll LT. Renin inhibitory peptides: a study of structural modifications in the peptide backbone. J Hypertens Suppl. 1989 Apr;7(2):S21-3. PubMed PMID: 2666608. 7: Sharma SK, Cornette JC, Lakings DB. A primate bioassay for the determination of renin inhibitory peptides in serum. Anal Biochem. 1990 Apr;186(1):24-7. PubMed PMID: 2192582. 8: Conradi RA, Wilkinson KF, Rush BD, Hilgers AR, Ruwart MJ, Burton PS. In vitro/in vivo models for peptide oral absorption: comparison of Caco-2 cell permeability with rat intestinal absorption of renin inhibitory peptides. Pharm Res. 1993 Dec;10(12):1790-2. PubMed PMID: 8302767. 9: Leckie BJ, Grant J, Hallett A, Hughes M, Jones DM, Szelke M, Tree M. Peptide inhibitors of renin. Scott Med J. 1984 Apr;29(2):125-6. PubMed PMID: 6397858. 10: Hui KY, Knight DR, Nussberger J, Hartley LH, Vatner SF, Haber E. Effects of renin inhibition in the conscious primate Macaca fascicularis. Hypertension. 1989 Nov;14(5):480-7. PubMed PMID: 2680962. 11: Schaffer LW, Schorn TW, Winquist RJ, Strouse JF, Payne L, Chakravarty PK, de Laszlo SE, tenBroeke J, Veber DF, Greenlee WJ, et al. Acute hypotensive responses to peptide inhibitors of renin in conscious monkeys: an effect on blood pressure independent of plasma renin inhibition. J Hypertens. 1990 Mar;8(3):251-9. PubMed PMID: 2159506. 12: Thaisrivongs S, Pals DT, Lawson JA, Turner SR, Harris DW. alpha-Methylproline-containing renin inhibitory peptides: in vivo evaluation in an anesthetized, ganglion-blocked, hog renin infused rat model. J Med Chem. 1987 Mar;30(3):536-41. PubMed PMID: 3546690. 13: Haber E. Peptide inhibitors of renin in cardiovascular studies. Fed Proc. 1983 Dec;42(15):3155-61. PubMed PMID: 6196232. 14: Iwai M, Senba I, Kanno H, Nakaoka H, Inaba S, Horiuchi M. Renin inhibitors inhibited the activity of recombinant human renin but not activity in healthy human plasma. Clin Lab. 2012;58(3-4):291-8. PubMed PMID: 22582503. 15: Haber E, Zusman R, Burton J, Dzau VJ, Barger AC. Is renin a factor in the etiology of essential hypertension? Hypertension. 1983 Nov-Dec;5(6 Pt 3):V8-15. Review. PubMed PMID: 6418650. 16: Kim DC, Harrison AW, Ruwart MJ, Wilkinson KF, Fisher JF, Hidalgo IJ, Borchardt RT. Evaluation of the bile acid transporter in enhancing intestinal permeability to renin-inhibitory peptides. J Drug Target. 1993;1(4):347-59. PubMed PMID: 8069578. 17: Burton J, Cody RJ Jr, Herd JA, Haber E. Specific inhibition of renin by an angiotensinogen analog: studies in sodium depletion and renin-dependent hypertension. Proc Natl Acad Sci U S A. 1980 Sep;77(9):5476-9. PubMed PMID: 6159648; PubMed Central PMCID: PMC350083. 18: Haber E. Defining the physiologic and pathophysiologic roles of renin: the role of specific inhibitors. Am J Kidney Dis. 1985 Apr;5(4):A14-22. Review. PubMed PMID: 3887901. 19: Inagaki T, Okamura T, Inagami T. Endogenous renin inhibitor in neuroblastoma cells. Brain Res. 1982 Nov 4;250(2):373-7. PubMed PMID: 6756543. 20: Smith SG 3rd, Seymour AA, Mazack EK, Boger J, Blaine EH. Comparison of a new renin inhibitor and enalaprilat in renal hypertensive dogs. Hypertension. 1987 Feb;9(2):150-6. PubMed PMID: 3028953.