Skip to Content
Merck
All Photos(1)

Key Documents

B4272

Sigma-Aldrich

Bombesin acetate salt hydrate

≥97% (HPLC)

Synonym(s):

pGlu-Gln-Arg-Leu-Gly-Asn-Gln-Trp-Ala-Val-Gly-His-Leu-Met-NH2

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C71H110N24O18S · xC2H4O2 · yH2O
Molecular Weight:
1619.85 (anhydrous free base basis)
Beilstein:
9611365
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32

Assay

≥97% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

CSCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](Cc2c[nH]c3ccccc23)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)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]4CCC(=O)N4)C(C)C)C(N)=O

InChI

1S/C71H110N24O18S/c1-34(2)24-47(92-62(105)43(14-11-22-79-71(76)77)89-64(107)45(15-18-52(72)96)90-63(106)44-17-20-55(99)85-44)61(104)81-31-56(100)87-51(28-54(74)98)69(112)91-46(16-19-53(73)97)65(108)94-49(26-38-29-80-41-13-10-9-12-40(38)41)66(109)84-37(7)60(103)95-58(36(5)6)70(113)82-32-57(101)86-50(27-39-30-78-33-83-39)68(111)93-48(25-35(3)4)67(110)88-42(59(75)102)21-23-114-8/h9-10,12-13,29-30,33-37,42-51,58,80H,11,14-28,31-32H2,1-8H3,(H2,72,96)(H2,73,97)(H2,74,98)(H2,75,102)(H,78,83)(H,81,104)(H,82,113)(H,84,109)(H,85,99)(H,86,101)(H,87,100)(H,88,110)(H,89,107)(H,90,106)(H,91,112)(H,92,105)(H,93,111)(H,94,108)(H,95,103)(H4,76,77,79)/t37-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,58-/m0/s1

InChI key

QXZBMSIDSOZZHK-DOPDSADYSA-N

Gene Information

human ... GRPR(2925)

Looking for similar products? Visit Product Comparison Guide

Amino Acid Sequence

Glp-Gln-Arg-Leu-Gly-Asn-Gln-Trp-Ala-Val-Gly-His-Leu-Met-NH2

General description

Gastrin releasing peptide receptor (GRP-R) belongs to the G protein-coupled receptors (GPCR) family. The gene for the gastrin‐releasing peptide receptor is located on the short arm of human X chromosome.

Application

Bombesin acetate salt hydrate has been used in immunohistochemical methods and food intake measurements.

Biochem/physiol Actions

Bombesin/gastrin releasing peptide (BN/GRP) serves as an autocrine growth factor in small cell lung cancer (SCLC). Overexpression of gastrin releasing peptide receptor (GRP-R) is associated with neuroblastoma tumor aggressiveness. GRP-R modulates the important enzymes, that participates in glucose metabolism. Bombesin, a pulmonary growth factor helps to satisfy the conditions for autocrine stimulation.
Tetradecapeptide originally isolated from the skin of the frog Bombina bombina. Bombesin acts at specific brain nuclei to inhibit food intake. It also increases blood glucose levels.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Céléna Dubuc et al.
Bioorganic & medicinal chemistry letters, 18(7), 2424-2427 (2008-03-11)
Sulfonated aluminum phthalocyanines (AlPcS) are potent photosensitizers for the photodynamic therapy (PDT) of cancer. In this study we evaluate the possibility to improve the efficacy of AlPcS-PDT for prostate cancer by targeting tetrasulfonated aluminum phthalocyanines (AlPcS(4)) to the gastrin-releasing peptide
[Psi13, 14] bombesin analogues inhibit growth of small cell lung cancer in vitro and in vivo
Mahmoud S, et al.
Cancer research, 51(7), 1798-1802 (1991)
Silencing gastrin-releasing peptide receptor suppresses key regulators of aerobic glycolysis in neuroblastoma cells
Rellinger E J, et al.
Pediatric Blood & Cancer, 62(4), 581-586 (2015)
Bombesin microinjection into the basolateral amygdala influences feeding behavior in the rat
Vigh J, et al.
Brain Research, 847(2), 253-261 (1999)
S Hossein Fatemi et al.
Cerebellum (London, England), 8(1), 64-69 (2008-11-13)
Autism is a neurodevelopmental disorder that is often comorbid with seizures. Gamma-aminobutyric acid (GABA) is the main inhibitory neurotransmitter in brain. GABA(B) receptors play an important role in maintaining excitatory-inhibitory balance in brain and alterations may lead to seizures. We

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service