Litorin | CAS#55749-97-8 | polypeptide

MedKoo Cat#: 461154 | Name: Litorin

Description:

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

Litorin is an amphibian bombesin peptide derivative, is found to stimulate the contraction of smooth muscle, to stimulate gastrin, gastric acid, and pancreatic secretion, and to suppress the nutriment.

Chemical Structure

Litorin

CAS#55749-97-8

Theoretical Analysis

MedKoo Cat#: 461154

Name: Litorin

CAS#: 55749-97-8

Chemical Formula: C51H68N14O11S

Exact Mass: 1084.4913

Molecular Weight: 1085.25

Elemental Analysis: C, 56.44; H, 6.32; N, 18.07; O, 16.22; S, 2.95

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 #

No Data

Synonym

Litorin;

IUPAC/Chemical Name

(S)-N1-((5S,8S,11S,17S,20S,23S)-11-((1H-imidazol-5-yl)methyl)-8-benzyl-5-carbamoyl-24-(1H-indol-3-yl)-17-isopropyl-20-methyl-7,10,13,16,19,22-hexaoxo-2-thia-6,9,12,15,18,21-hexaazatetracosan-23-yl)-2-((S)-5-oxopyrrolidine-2-carboxamido)pentanediamide

InChi Key

OHCNRADJYUSTIV-FPNHNIPFSA-N

InChi Code

1S/C51H68N14O11S/c1-27(2)43(51(76)56-25-42(68)60-39(22-31-24-54-26-57-31)50(75)63-37(20-29-10-6-5-7-11-29)49(74)61-34(44(53)69)18-19-77-4)65-45(70)28(3)58-48(73)38(21-30-23-55-33-13-9-8-12-32(30)33)64-47(72)36(14-16-40(52)66)62-46(71)35-15-17-41(67)59-35/h5-13,23-24,26-28,34-39,43,55H,14-22,25H2,1-4H3,(H2,52,66)(H2,53,69)(H,54,57)(H,56,76)(H,58,73)(H,59,67)(H,60,68)(H,61,74)(H,62,71)(H,63,75)(H,64,72)(H,65,70)/t28-,34-,35-,36-,37-,38-,39-,43-/m0/s1

SMILES Code

O=C(N)[C@H](CCSC)NC([C@H](Cc1ccccc1)NC([C@H](Cc2cnc[nH]2)NC(CNC([C@H](C(C)C)NC([C@H](C)NC([C@@H](NC([C@H](CCC(N)=O)NC([C@H]3NC(CC3)=O)=O)=O)Cc4c5ccccc5[nH]c4)=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 1,085.25 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: Yurt Lambrecht F, Durkan K, Ozgür A, Gündüz C, Avcı CB, Susluer SY. In vitro evaluation of (99m)Tc-EDDA/tricine-HYNIC-Q-Litorin in gastrin-releasing peptide receptor positive tumor cell lines. J Drug Target. 2013 May;21(4):383-8. doi: 10.3109/1061186X.2012.757772. Epub 2013 Jan 10. PubMed PMID: 23301856. 2: Falconieri Erspamer G, Severini C. Litorin-like peptides in the skin of five phyllomedusa species other than Phyll.sauvagei and Phyll.rohdei. Pharmacol Res Commun. 1987 May;19(5):319-25. PubMed PMID: 3628456. 3: Barra D, Falconieri Erspamer G, Simmaco M, Bossa F, Melchiorri P, Erspamer V. Rohdei-litorin: a new peptide from the skin of Phyllomedusa rohdei. FEBS Lett. 1985 Mar 11;182(1):53-6. PubMed PMID: 3838283. 4: Durkan K, Lambrecht FY, Unak P. Radiolabeling of bombesin-like peptide with 99mTc: 99mTc-litorin and biodistribution in rats. Bioconjug Chem. 2007 Sep-Oct;18(5):1516-20. Epub 2007 Aug 31. PubMed PMID: 17760415. 5: Esakov AI, Ashmarin IP, Serova ON, Obukhova MF, Storozheva ZI, Golubovich VP, Kuznetsova NV. Litorin and litorin-albumin conjugate as effective regulators of body temperature in rats. Biomed Sci. 1990;1(6):610-2. PubMed PMID: 2132946. 6: Cline MA, Cofield SA, Tachibana T. Central litorin injection is associated with primary anorexigenic effects that coincide with activation of the magnocellular division of the paraventricular nucleus. Neuropeptides. 2010 Jun;44(3):247-52. doi: 10.1016/j.npep.2009.12.015. Epub 2010 Feb 8. PubMed PMID: 20116849. 7: Mitsuma T, Nogimori T, Sun DH, Chaya M. Litorin (bombesin family) inhibits thyrotropin secretion in rats. Exp Clin Endocrinol. 1986 Jul;87(2):162-8. PubMed PMID: 3093255. 8: Ishanov PA, Ashmarin IP, Esakov AI, Obukhova MF, Storozheva ZI, Golubovich VP, Golubtsov KV, Kuznetsova NV. [Intake of water and sodium chloride solution by the rats after central administration of litorin and immunization with litorin-bovine serum albumin conjugate]. Biull Eksp Biol Med. 1989 Oct;108(10):389-91. Russian. PubMed PMID: 2597746. 9: Serova ON, Obukhova MF, Esakov AI, Ashmarin IP, Storozheva ZI. [Specific changes in the sodium chloride intake and activity of the taste receptor apparatus of rats administered the peptide litorin and its albumin conjugate]. Zh Vyssh Nerv Deiat Im I P Pavlova. 1989 Jul-Aug;39(4):699-703. Russian. PubMed PMID: 2816056. 10: Endean R, Erspamer V, Falconieri Erspamer G, Improta G, Melchiorri P, Negri L, Sopranzi N. Parallel bioassay of bombesin and litorin, a bombesin-like peptide from the skin of Litoria aurea. Br J Pharmacol. 1975 Oct;55(2):213-9. PubMed PMID: 1201379; PubMed Central PMCID: PMC1666786. 11: Kulkosky PJ, Roque M, Sanchez MR. Bombesin and litorin inhibit ethanol intake. Peptides. 1985;6 Suppl 2:103-5. PubMed PMID: 4080613. 12: Kulkosky PJ, Gibbs J. Litorin suppresses food intake in rats. Life Sci. 1982 Aug 16;31(7):685-92. PubMed PMID: 6290821. 13: Jensen RT, Moody T, Pert C, Rivier JE, Gardner JD. Interaction of bombesin and litorin with specific membrane receptors on pancreatic acinar cells. Proc Natl Acad Sci U S A. 1978 Dec;75(12):6139-43. PubMed PMID: 216015; PubMed Central PMCID: PMC393134. 14: Falconieri Erspamer G, Mazzanti G, Farruggia G, Nakajima T, Yanaihara N. Parallel bioassay of litorin and phyllolitorins on smooth muscle preparations. Peptides. 1984 Jul-Aug;5(4):765-8. PubMed PMID: 6494026. 15: Erspamer GF, Piccinelli D. Parallel bioassay of litorin and Glu(OMe)2-litorin on smooth muscle preparations and blood pressure. J Pharm Pharmacol. 1980 Jul;32(7):497-8. PubMed PMID: 6105187. 16: Modlin IM, Lamers CB, Walsh JH. Stimulation of canine pancreatic polypeptide, gastrin, and gastric acid secretion by ranatensin, litorin, bombesin nonapeptide and substance P. Regul Pept. 1981 Jan;1(4):279-88. PubMed PMID: 6166964. 17: Emel'yanova TG, Sosnovskaya IV, Guzevatych LS, Gorjacheva NN, Voronina TA, Evstigneeva EB, Golubovich VP. Effect of N-terminal tripeptides of bombesin, litorin, and their analogue on body temperature and vasomotor responses. Bull Exp Biol Med. 2007 Aug;144(2):207-9. PubMed PMID: 18399281. 18: de Caro G, Massi M, Micossi LG, Perfumi M. Drinking and feeding inhibition by ICV pulse injection or infusion of bombesin, ranatensin and litorin to rats. Peptides. 1984 May-Jun;5(3):607-13. PubMed PMID: 6473174. 19: Esakova AI, Ishanov PA. [Characteristics of the lapping of water and a solution of table salt by rats when administered litorin into the lateral cerebral ventricles]. Zh Vyssh Nerv Deiat Im I P Pavlova. 1989 May-Jun;39(3):561-3. Russian. PubMed PMID: 2800705. 20: Mazzanti G, Falconieri Erspamer G, Piccinelli D. Relative potencies of porcine bombesin-like heptacosapeptide (PB-27), amphibian bombesin (B-14) and litorin, and bombesin C-terminal nonapeptide (B-9) on in vitro and in vivo smooth muscle preparations. J Pharm Pharmacol. 1982 Feb;34(2):120-1. PubMed PMID: 6121873.