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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

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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)

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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 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’.

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