Litorin TFA | CAS#unknown | Diverse peptide

MedKoo Cat#: 465218 | Name: Litorin TFA

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Description:

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

Litorin is a peptide originally isolated from L. aurea that has diverse biological activities. It is an agonist of the gastrin-releasing peptide receptor (GRPR) and the neuromedin B (NMB) receptor in BALB/c 3T3 fibroblasts expressing the human receptors (EC50s = 0.44 and 0.03 nM, respectively) and binds to frog bombesin receptor subtype 4 (BB4) in CHO-K1 cells (Ki = 1.2 nM). Litorin (10-100 ng/kg) induces contractions of isolated guinea pig gallbladder. It decreases food intake in rats when administered at doses ranging from 4 to 128 µg/kg.

Chemical Structure

Litorin TFA

CAS#unknown

Theoretical Analysis

MedKoo Cat#: 465218

Name: Litorin TFA

CAS#: unknown

Chemical Formula: C53H69F3N14O13S

Exact Mass: 1198.4841

Molecular Weight: 1199.28

Elemental Analysis: C, 53.08; H, 5.80; F, 4.75; N, 16.35; O, 17.34; S, 2.67

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 1,050.00	2 Weeks

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Related CAS #

No Data

Synonym

Litorin TFA;

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 2,2,2-trifluoroacetate

InChi Key

VQCATNJVVYBYPQ-KJCVQWSBSA-N

InChi Code

InChI=1S/C51H68N14O11S.C2HF3O2/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;3-2(4,5)1(6)7/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);(H,6,7)/t28-,34-,35-,36-,37-,38-,39-,43-;/m0./s1

SMILES Code

O=C(N[C@H](C(N[C@@H](CC1=CNC2=CC=CC=C12)C(N[C@H](C(N[C@H](C(NCC(N[C@@H](CC3=CN=CN3)C(N[C@@H](CC4=CC=CC=C4)C(N[C@@H](CCSC)C(N)=O)=O)=O)=O)=O)C(C)C)=O)C)=O)=O)CCC(N)=O)[C@H]5NC(CC5)=O.OC(C(F)(F)F)=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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 1,199.28 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. PMID: 23301856. 2: Bai B, Wang H, Xue Y, Wu Y, Zhou M, Wei M, Chen T, Wang L, Shaw C. The structures of four bombesins and their cloned precursor-encoding cDNAs from acid-solvated skin secretion of the European yellow-bellied toad, Bombina variegata. Peptides. 2012 Aug;36(2):221-9. doi: 10.1016/j.peptides.2012.05.020. Epub 2012 Jun 9. PMID: 22687368. 3: 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. PMID: 20116849. 4: 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. doi: 10.1007/s10517-007-0290-9. PMID: 18399281. 5: Leung K. 99mTc-pGlu-Gln-Trp-Ala-Val-Gly-His-Phe-Met-NH2. 2007 Oct 1 [updated 2007 Dec 24]. In: Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004–2013. PMID: 20641931. 6: 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. doi: 10.1021/bc060400x. Epub 2007 Aug 31. PMID: 17760415. 7: Ashmarin IP, Danilova RA, Obuchova MF. Dlitel'naia korrektsiia funktsiĭ mozga. Perspektivy immunologicheskikh podkhodov [Long-term correction of brain function. Prospects of immunologic approaches]. Vestn Ross Akad Med Nauk. 2001;(4):27-30. Russian. PMID: 11496754. 8: Lin JT, Coy DH, Mantey SA, Jensen RT. Comparison of the peptide structural requirements for high affinity interaction with bombesin receptors. Eur J Pharmacol. 1995 Dec 27;294(1):55-69. doi: 10.1016/0014-2999(95)00510-2. PMID: 8788416. 9: Himick BA, Vigna SR, Peter RE. Characterization and distribution of bombesin binding sites in the goldfish hypothalamic feeding center and pituitary. Regul Pept. 1995 Dec 14;60(2-3):167-76. doi: 10.1016/0167-0115(95)00128-x. PMID: 8746543. 10: Itoh S, Takashima A, Itoh T, Morimoto T. Effects of neuromedins and related peptides on the body temperature of rats. Jpn J Physiol. 1995;45(1):37-45. doi: 10.2170/jjphysiol.45.37. PMID: 7650856. 11: Pinnock RD, Reynolds T, Woodruff GN. Different types of bombesin receptors on neurons in the dorsal raphe nucleus and the rostral hypothalamus in rat brain slices in vitro. Brain Res. 1994 Aug 8;653(1-2):119-24. doi: 10.1016/0006-8993(94)90379-4. PMID: 7982044. 12: Manzanares J, Edwards JV, Lookingland KJ, Moore KE. MDL-101,562 blocks the stimulatory effects of bombesin and gastrin-releasing peptide on hypothalamic dopaminergic neurons. Eur J Pharmacol. 1994 May 12;257(1-2):199-202. doi: 10.1016/0014-2999(94)90713-7. PMID: 8082702. 13: Edwards JV, McLean LR, Wade AC, Eaton SR, Cashman EA, Hagaman KA, Fanger BO. Potent pseudopeptide bombesin-like agonists and antagonists. Correlation of ordered conformation of bombesin analogs to receptor activity. Int J Pept Protein Res. 1994 Apr;43(4):374-83. PMID: 8045684. 14: Cavatorta P, Favilla R, Mazzini A, Franzoni L, Spisni A, Szabo AG. Fluorescence studies on the conformation of litorin in solution and in the presence of model membranes. J Fluoresc. 1993 Dec;3(4):211-4. doi: 10.1007/BF00865263. PMID: 24234895. 15: Amiot F, Leiber D, Marc S, Harbon S. GRP-preferring bombesin receptors increase generation of inositol phosphates and tension in rat myometrium. Am J Physiol. 1993 Dec;265(6 Pt 1):C1579-87. doi: 10.1152/ajpcell.1993.265.6.C1579. PMID: 8279518. 16: Siegfried JM, Guentert PJ, Gaither AL. Effects of bombesin and gastrin- releasing peptide on human bronchial epithelial cells from a series of donors: individual variation and modulation by bombesin analogs. Anat Rec. 1993 May;236(1):241-7. doi: 10.1002/ar.1092360129. PMID: 8507011. 17: Serova ON. Peptidergicheskie mekhanizmy kontrolia spetsialirirovannykh appetitov i vkusovoĭ afferentatsii [The peptidergic mechanisms controlling specialized appetites and taste afferentation]. Zh Vyssh Nerv Deiat Im I P Pavlova. 1993 Mar-Apr;43(2):358-70. Russian. PMID: 8317164. 18: Thomas F, Arvelo F, Antoine E, Jacrot M, Poupon MF. Antitumoral activity of bombesin analogues on small cell lung cancer xenografts: relationship with bombesin receptor expression. Cancer Res. 1992 Sep 15;52(18):4872-7. PMID: 1325285. 19: Wang LH, Battey JF, Wada E, Lin JT, Mantey S, Coy DH, Jensen RT. Activation of neuromedin B-preferring bombesin receptors on rat glioblastoma C-6 cells increases cellular Ca2+ and phosphoinositides. Biochem J. 1992 Sep 1;286 ( Pt 2)(Pt 2):641-8. doi: 10.1042/bj2860641. PMID: 1326946; PMCID: PMC1132948. 20: Laferrère B, Leroy F, Bonhomme G, Le Gall A, Basdevant A, Guy-Grand B. Effects of bombesin, of a new bombesin agonist (BIM187) and a new antagonist (BIM189) on food intake in rats, in relation to cholecystokinin. Eur J Pharmacol. 1992 Apr 29;215(1):23-8. doi: 10.1016/0014-2999(92)90603-2. PMID: 1516647.