Bombesin

Bombesin, a tetradecapeptide, plays an important role in the release of gastrin and the activation of G-protein receptors.

Product information

CAS Number: 31362-50-2

Molecular Weight: 1619.85

Formula: C71H110N24O18S

Chemical Name: (S)-N1-((5S, 8S, 11S, 17S, 20S, 23S, 26S, 29S, 35S, 38S)-11-((1H-Imidazol-5-yl)methyl)-23-((1H-indol-3-yl)methyl)-43-amino-29-(2-amino-2-oxoethyl)-26-(3-amino-3-oxopropyl)-5-carbamoyl-43-imino-8, 35-diisobutyl-17-isopropyl-20-methyl-7, 10, 13, 16, 19, 22, 25, 28, 31, 34, 37-undecaoxo-2-thia-6, 9, 12, 15, 18, 21, 24, 27, 30, 33, 36, 42-dodecaazatritetracontan-38-yl)-2-((S)-5-oxopyrrolidine-2-carboxamido)pentanediamide

Smiles: C[C@H](NC(=O)[C@H](CC1=CNC2=CC=CC=C12)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=N)N1C(=O)CC[C@]1(NC=O)[C@H](CCC(N)=O)C(N)=O)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CC1=CN=CN1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(N)=O

InChiKey: FEIVEHHQUDIQSV-ZUQXSZFWSA-N

InChi: InChI=1S/C71H110N24O18S/c1-35(2)24-46(93-68(112)51(14-11-22-80-70(77)78)95-57(102)19-21-71(95,85-34-96)42(59(75)103)15-17-52(72)97)62(106)82-31-55(100)88-50(28-54(74)99)67(111)90-45(16-18-53(73)98)63(107)92-48(26-39-29-81-43-13-10-9-12-41(39)43)64(108)86-38(7)61(105)94-58(37(5)6)69(113)83-32-56(101)87-49(27-40-30-79-33-84-40)66(110)91-47(25-36(3)4)65(109)89-44(60(76)104)20-23-114-8/h9-10,12-13,29-30,33-38,42,44-51,58,81H,11,14-28,31-32H2,1-8H3,(H2,72,97)(H2,73,98)(H2,74,99)(H2,75,103)(H2,76,104)(H,79,84)(H,82,106)(H,83,113)(H,85,96)(H,86,108)(H,87,101)(H,88,100)(H,89,109)(H,90,111)(H,91,110)(H,92,107)(H,93,112)(H,94,105)(H4,77,78,80)/t38-,42+,44-,45-,46-,47-,48-,49-,50-,51-,58-,71+/m0/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: H2O : 1.43 mg/mL (0.88 mM; Need ultrasonic).

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Bombesin is a tetradecapeptide with a COOH terminus ending in Gly-His-Leu-Met-NH2 and subsequently is shown to closely resemble two mammalian bombesin -related peptides, gastrin-releasing peptide (GRP) and neuromedin B (NMB). Bombesin is found to have stimulatory effects upon gastric and pancreatic secretions, release of gastrointestinal hormones, gallbladder contraction and bronchoconstriction. It is present in amphibian gastric endocrine cells, avian proventriculus endocrine cells and avian brain. In mammals it is present mainly in nerve cells and fibers. The only mammalian endocrine cell shown to date to have bombesin is the P-cell in fetal lung. Bombesin is also found in mammalian brain, with its highest concentration in the hypothalamus. Bombesin is shown to be a potent mitogen for Swiss 3T3 cells. In the presence of a low concentration (3.5%) of serum, bombesin stimulates 3T3 cell proliferation. In serum-free medium, bombesin induces DNA synthesis in the absence of any other added growth factor (IC50=1 nM).

References:

1. Gonzalez N, et al. Bombesin-related peptides and their receptors: recent advances in their role in physiology and disease states. Curr Opin Endocrinol Diabetes Obes. 2008 Feb;15(1):58-64.
2. Chejfec G, et al. Bombesin in human neuroendocrine (NE) neoplasms. Peptides. 1985;6 Suppl 3:107-12.

Products are for research use only. Not for human use.