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MedKoo Cat#: 412222 | Name: Cionin

Description:

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

Cionin is a disulfotyrosyl hybrid of cholecystokinin & gastrin; from the neural ganglion of the protochordate Ciona intestinalis.

Chemical Structure

Cionin
Cionin
CAS#126985-56-6

Theoretical Analysis

MedKoo Cat#: 412222

Name: Cionin

CAS#: 126985-56-6

Chemical Formula: C53H63N11O19S3

Exact Mass: 1253.3464

Molecular Weight: 1254.33

Elemental Analysis: C, 50.75; H, 5.06; N, 12.28; O, 24.23; S, 7.67

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.
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Related CAS #
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Synonym
Cionin
IUPAC/Chemical Name
(6S,9S,15S,18S,21S)-9-((1H-indol-3-yl)methyl)-21,23-diamino-3-(((S)-1-amino-1-oxo-3-phenylpropan-2-yl)carbamoyl)-6-(2-(methylthio)ethyl)-5,8,11,14,17,20,23-heptaoxo-15,18-bis(4-(sulfooxy)benzyl)-4,7,10,13,16,19-hexaazatricosanoic acid
InChi Key
SMWALVPHKGXESK-BMIPBODUSA-N
InChi Code
InChI=1S/C53H63N11O19S3/c1-84-20-19-38(50(72)64-43(26-46(67)68)53(75)61-39(47(56)69)21-29-7-3-2-4-8-29)60-52(74)42(24-32-27-57-37-10-6-5-9-35(32)37)59-45(66)28-58-49(71)40(22-30-11-15-33(16-12-30)82-85(76,77)78)63-51(73)41(62-48(70)36(54)25-44(55)65)23-31-13-17-34(18-14-31)83-86(79,80)81/h2-18,27,36,38-43,57H,19-26,28,54H2,1H3,(H2,55,65)(H2,56,69)(H,58,71)(H,59,66)(H,60,74)(H,61,75)(H,62,70)(H,63,73)(H,64,72)(H,67,68)(H,76,77,78)(H,79,80,81)/t36-,38-,39-,40-,41-,42-,43?/m0/s1
SMILES Code
CSCC[C@@H](C(NC(C(N[C@H](C(N)=O)Cc1ccccc1)=O)CC(O)=O)=O)NC([C@@H](NC(CNC([C@@H](NC([C@@H](NC([C@H](CC(N)=O)N)=O)Cc2ccc(OS(=O)(O)=O)cc2)=O)Cc3ccc(OS(=O)(O)=O)cc3)=O)=O)Cc(c[nH]4)c5c4cccc5)=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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,254.33 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
1: Robinson MR, Moore KL, Brodbelt JS. Direct identification of tyrosine sulfation by using ultraviolet photodissociation mass spectrometry. J Am Soc Mass Spectrom. 2014 Aug;25(8):1461-71. doi: 10.1007/s13361-014-0910-3. Epub 2014 May 21. PMID: 24845354; PMCID: PMC4108549. 2: Yu N, Smagghe G. CCK(-like) and receptors: structure and phylogeny in a comparative perspective. Gen Comp Endocrinol. 2014 Dec 1;209:74-81. doi: 10.1016/j.ygcen.2014.05.003. Epub 2014 May 16. PMID: 24842717. 3: Sekiguchi T, Ogasawara M, Satake H. Molecular and functional characterization of cionin receptors in the ascidian, Ciona intestinalis: the evolutionary origin of the vertebrate cholecystokinin/gastrin family. J Endocrinol. 2012 Apr;213(1):99-106. doi: 10.1530/JOE-11-0410. Epub 2012 Jan 30. Erratum in: J Endocrinol. 2012 Aug;214(2):240. Erratum in: J Endocrinol. 2012 May;213(2):205. PMID: 22289502. 4: Kawada T, Sekiguchi T, Sakai T, Aoyama M, Satake H. Neuropeptides, hormone peptides, and their receptors in Ciona intestinalis: an update. Zoolog Sci. 2010 Feb;27(2):134-53. doi: 10.2108/zsj.27.134. PMID: 20141419. 5: Sherwood NM, Tello JA, Roch GJ. Neuroendocrinology of protochordates: insights from Ciona genomics. Comp Biochem Physiol A Mol Integr Physiol. 2006 Jul;144(3):254-71. doi: 10.1016/j.cbpa.2005.11.013. Epub 2006 Jan 18. PMID: 16413805. 6: Nilsson IB, Svensson SP, Monstein HJ. Molecular cloning of a putative Ciona intestinalis cionin receptor, a new member of the CCK/gastrin receptor family. Gene. 2003 Dec 24;323:79-88. doi: 10.1016/j.gene.2003.09.002. PMID: 14659881. 7: Torfs P, Baggerman G, Meeusen T, Nieto J, Nachman RJ, Calderon J, De Loof A, Schoofs L. Isolation, identification, and synthesis of a disulfated sulfakinin from the central nervous system of an arthropods the white shrimp Litopenaeus vannamei. Biochem Biophys Res Commun. 2002 Nov 29;299(2):312-20. doi: 10.1016/s0006-291x(02)02624-4. PMID: 12437988. 8: Johnsen AH. Phylogeny of the cholecystokinin/gastrin family. Front Neuroendocrinol. 1998 Apr;19(2):73-99. doi: 10.1006/frne.1997.0163. PMID: 9578981. 9: Hoyle CH. Neuropeptide families: evolutionary perspectives. Regul Pept. 1998 Jan 2;73(1):1-33. doi: 10.1016/s0167-0115(97)01073-2. PMID: 9537670. 10: Oiry C, Galleyrand JC, Lima-Leite AC, Fulcrand P, Martinez J. Are C-terminal octapeptide of cholecystokinin and [Leu11]gastrin-(5-17) different in stimulating acid secretion in isolated rabbit gastric glands? Eur J Pharmacol. 1995 Dec 29;294(2-3):511-9. doi: 10.1016/0014-2999(95)00574-9. PMID: 8750713. 11: Lallement JC, Oiry C, Lima-Leite AC, Lignon MF, Fulcrand P, Galleyrand JC, Martinez J. Cholecystokinin and gastrin are not equally sensitive to GTP gamma S at CCKB receptors: importance of the sulphated tyrosine. Eur J Pharmacol. 1995 Jul 18;290(2):61-7. doi: 10.1016/0922-4106(95)90017-9. PMID: 8575534. 12: Schjoldager B, Jørgensen JC, Johnsen AH. Stimulation of rainbow trout gallbladder contraction by cionin, an ancestral member of the CCK/gastrin family. Gen Comp Endocrinol. 1995 Jun;98(3):269-78. doi: 10.1006/gcen.1995.1069. PMID: 7628686. 13: Monstein HJ. Genomic structure of the gene encoding cionin--a cholecystokinin/gastrin like peptide. Neuroreport. 1995 Jan 26;6(2):253-6. doi: 10.1097/00001756-199501000-00007. PMID: 7756604. 14: Yagami T, Kitagawa K, Futaki S. Liquid secondary-ion mass spectrometry of peptides containing multiple tyrosine-O-sulfates. Rapid Commun Mass Spectrom. 1995;9(14):1335-41. doi: 10.1002/rcm.1290091403. PMID: 8534883. 15: Mårvik R, Johnsen AH, Rehfeld JF, Sandvik A, Waldum HL. Effect of cionin on histamine and acid secretion by the perfused rat stomach. Scand J Gastroenterol. 1994 Jul;29(7):591-4. doi: 10.3109/00365529409092477. PMID: 7524136. 16: Johnsen AH, Schjoldager B, Jørgensen J. Stimulation by the ancestral member of the CCK/gastrin family, cionin, of trout gallbladder contraction. Ann N Y Acad Sci. 1994 Mar 23;713:404-6. doi: 10.1111/j.1749-6632.1994.tb44108.x. PMID: 8185203. 17: Thorup JU, Monstein HJ, Johnsen AH, Rehfeld JF. cDNA deduced procionin. Structure and expression pattern in protochordates resembles that of procholecystokinin in mammals. Ann N Y Acad Sci. 1994 Mar 23;713:324-7. doi: 10.1111/j.1749-6632.1994.tb44082.x. PMID: 8185177. 18: Kreil G, Wechselberger C. Peptides related to cholecystokinin in nonmammalian vertebrates. Ann N Y Acad Sci. 1994 Mar 23;713:32-8. doi: 10.1111/j.1749-6632.1994.tb44049.x. PMID: 8185175. 19: Schjoldager BT. Role of CCK in gallbladder function. Ann N Y Acad Sci. 1994 Mar 23;713:207-18. doi: 10.1111/j.1749-6632.1994.tb44067.x. PMID: 8185161. 20: Kitagawa K, Futaki S, Yagami T, Sumi S, Inoue K. Solid-phase synthesis of cionin, a protochordate-derived octapeptide related to the gastrin/cholecystokinin family of peptides, and its mono-tyrosine-sulfate- containing derivatives. Int J Pept Protein Res. 1994 Feb;43(2):190-200. doi: 10.1111/j.1399-3011.1994.tb00522.x. PMID: 8200739.