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Merck

B4272

Sigma-Aldrich

Bombesin acetate salt hydrate

≥97% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C71H110N24O18S · xC2H4O2 · yH2O
Peso molecular:
1619.85 (anhydrous free base basis)
Beilstein/REAXYS Number:
9611365
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32

Quality Level

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)

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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Visite la Librería de documentos

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

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