Kassinin

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MedKoo CAT#: 596826

CAS#: 63968-82-1

Description: Kassinin is a Dodecapeptide tachykinin found in the central nervous system of the amphibian Kassina senegalensis. It is similar in structure and action to other tachykinins, but is especially effective in contracting smooth muscle tissue and stimulating the micturition reflex.

Chemical Structure

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Kassinin
CAS# 63968-82-1
Instruction

Theoretical Analysis

MedKoo Cat#: 596826
Name: Kassinin
CAS#: 63968-82-1
Chemical Formula: C59H95N15O18S
Exact Mass: 1,333.67
Molecular Weight: 1,334.550
Elemental Analysis: C, 53.10; H, 7.18; N, 15.74; O, 21.58; S, 2.40

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: Kassinin;

IUPAC/Chemical Name: (S)-3-((S)-2-((S)-2-((S)-1-(L-aspartyl-L-valyl)pyrrolidine-2-carboxamido)-6-aminohexanamido)-3-hydroxypropanamido)-4-(((S)-5-amino-1-(((S)-1-(((S)-1-((2-(((S)-1-(((S)-1-amino-4-(methylthio)-1-oxobutan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)amino)-2-oxoethyl)amino)-3-methyl-1-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-1,5-dioxopentan-2-yl)amino)-4-oxobutanoic acid

InChi Key: NXTPETCPVNEEOP-FJCMUPJRSA-N

InChi Code: InChI=1S/C59H95N15O18S/c1-30(2)24-38(53(86)66-35(49(63)82)20-23-93-7)65-44(77)28-64-58(91)47(31(3)4)72-55(88)39(25-33-14-9-8-10-15-33)69-52(85)37(18-19-43(62)76)67-54(87)40(27-46(80)81)70-56(89)41(29-75)71-51(84)36(16-11-12-21-60)68-57(90)42-17-13-22-74(42)59(92)48(32(5)6)73-50(83)34(61)26-45(78)79/h8-10,14-15,30-32,34-42,47-48,75H,11-13,16-29,60-61H2,1-7H3,(H2,62,76)(H2,63,82)(H,64,91)(H,65,77)(H,66,86)(H,67,87)(H,68,90)(H,69,85)(H,70,89)(H,71,84)(H,72,88)(H,73,83)(H,78,79)(H,80,81)/t34-,35-,36-,37-,38-,39-,40-,41-,42-,47-,48-/m0/s1

SMILES Code: CSCC[C@@H](C(N)=O)NC([C@H](CC(C)C)NC(CNC([C@H](C(C)C)NC([C@H](CC1=CC=CC=C1)NC([C@H](CCC(N)=O)NC([C@H](CC(O)=O)NC([C@H](CO)NC([C@H](CCCCN)NC([C@H]2N(C([C@H](C(C)C)NC([C@H](CC(O)=O)N)=O)=O)CCC2)=O)=O)=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: >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 1,334.55 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: Carballo-Pacheco M, Ismail AE, Strodel B. Oligomer Formation of Toxic and Functional Amyloid Peptides Studied with Atomistic Simulations. J Phys Chem B. 2015 Jul 30;119(30):9696-705. doi: 10.1021/acs.jpcb.5b04822. Epub 2015 Jul 16. PubMed PMID: 26130191.

2: Singh PK, Maji SK. Amyloid-like fibril formation by tachykinin neuropeptides and its relevance to amyloid β-protein aggregation and toxicity. Cell Biochem Biophys. 2012 Sep;64(1):29-44. doi: 10.1007/s12013-012-9364-z. PubMed PMID: 22628076.

3: Wang L, Zhou M, Lynch L, Chen T, Walker B, Shaw C. Kassina senegalensis skin tachykinins: molecular cloning of kassinin and (Thr2, Ile9)-kassinin biosynthetic precursor cDNAs and comparative bioactivity of mature tachykinins on the smooth muscle of rat urinary bladder. Biochimie. 2009 May;91(5):613-9. doi: 10.1016/j.biochi.2009.03.003. Epub 2009 Mar 17. PubMed PMID: 19298842.

4: Lippe C, Bellantuono V, Ardizzone C, Cassano G. Eledoisin and Kassinin, but not Enterokassinin, stimulate ion transport in frog skin. Peptides. 2004 Nov;25(11):1971-5. PubMed PMID: 15501529.

5: Johansson A, Liu L, Holmgren S, Burcher E. Characterization of receptors for two Xenopus gastrointestinal tachykinin peptides in their species of origin. Naunyn Schmiedebergs Arch Pharmacol. 2004 Jul;370(1):35-45. Epub 2004 Jul 2. PubMed PMID: 15235762.

6: Vigna SR. The role of the amino-terminal domain of tachykinins in neurokinin-1 receptor signaling and desensitization. Neuropeptides. 2003 Feb;37(1):30-5. PubMed PMID: 12637033.

7: Grace RC, Chandrashekar IR, Cowsik SM. Solution structure of the tachykinin peptide eledoisin. Biophys J. 2003 Jan;84(1):655-64. PubMed PMID: 12524318; PubMed Central PMCID: PMC1302646.

8: Tucci P, Bolle P, Severini C. Effects of natural tachykinins on ovine lower urinary tract smooth muscle. J Auton Pharmacol. 2001 Apr;21(2):79-84. PubMed PMID: 11679016.

9: Higa K, Gao C, Motokawa W, Abe K. The roles of the N-terminal portions of various tachykinins in promoting salivation. Oral Dis. 2001 Jul;7(4):238-45. PubMed PMID: 11575875.

10: Grace RC, Lynn AM, Cowsik SM. Lipid induced conformation of the tachykinin peptide Kassinin. J Biomol Struct Dyn. 2001 Feb;18(4):611-21, 623-5. PubMed PMID: 11245256.

11: Bolle P, Severini C, Falconieri-Erspamer G, Tucci P, Erspamer V. Effects of natural tachykinins on porcine lower urinary tract smooth muscle. J Auton Pharmacol. 2000 Jun;20(3):157-61. PubMed PMID: 11193004.

12: Jenkinson KM, Morgan JM, Furness JB, Southwell BR. Neurons bearing NK(3) tachykinin receptors in the guinea-pig ileum revealed by specific binding of fluorescently labelled agonists. Histochem Cell Biol. 1999 Sep;112(3):233-46. PubMed PMID: 10502070.

13: Liu L, Warner FJ, Conlon JM, Burcher E. Pharmacological and biochemical investigation of receptors for the toad gut tachykinin peptide, bufokinin, in its species of origin. Naunyn Schmiedebergs Arch Pharmacol. 1999 Aug;360(2):187-95. PubMed PMID: 10494889.

14: Nakamura M, Chikama T, Nishida T. Synergistic effect with Phe-Gly-Leu-Met-NH2 of the C-terminal of substance P and insulin-like growth factor-1 on epithelial wound healing of rabbit cornea. Br J Pharmacol. 1999 May;127(2):489-97. PubMed PMID: 10385250; PubMed Central PMCID: PMC1566023.

15: Lippe C, Lobasso S, Cassano G, Bellantuono V, Ardizzone C. Actions of tachykinins on the ion transport across the frog skin. Peptides. 1998;19(8):1435-8. PubMed PMID: 9809659.

16: Malendowicz LK. Role of neuromedins in the regulation of adrenocortical function. Horm Metab Res. 1998 Jun-Jul;30(6-7):374-83. Review. PubMed PMID: 9694566.

17: Nakamura M, Nishida T, Ofuji K, Reid TW, Mannis MJ, Murphy CJ. Synergistic effect of substance P with epidermal growth factor on epithelial migration in rabbit cornea. Exp Eye Res. 1997 Sep;65(3):321-9. PubMed PMID: 9299169.

18: Chepurnov SA, Iniushkin AN. [The effect of tachykinins microinjections into the solitary tract nucleus on respiration and blood circulation in rats]. Ross Fiziol Zh Im I M Sechenova. 1997 Apr;83(4):117-25. Russian. PubMed PMID: 12436676.

19: Churchill GC, Louis CF. Stimulation of P2U purinergic or alpha 1A adrenergic receptors mobilizes Ca2+ in lens cells. Invest Ophthalmol Vis Sci. 1997 Apr;38(5):855-65. PubMed PMID: 9112981.

20: Polidori C, Panocka I, Ciccocioppo R, Broccardo M, Improta G, Regoli D, Massi M. Further evidence that the tachykinin PG-KII is a potent agonist at central NK-3, but not NK-1, receptors. Peptides. 1997;18(6):825-33. PubMed PMID: 9285931.