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B5397

Sigma-Aldrich

[Tyr4]-Bombesin

≥97% (HPLC), suitable for ligand binding assays

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C74H108N24O19S
CAS Number:
67338-70-9
Molecular Weight:
1669.86
MDL number:
MFCD00167516
UNSPSC Code:
12352209
PubChem Substance ID:
329773256
NACRES:
NA.26
Pricing and availability is not currently available.

Product Name

[Tyr4]-Bombesin, ≥97% (HPLC)

Quality Level

200

Assay

≥97% (HPLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white

UniProt accession no.

P07492

storage temp.

−20°C

SMILES string

CSCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1c[nH]cn1)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](Cc4ccc(O)cc4)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]5CCC(=O)N5)C(C)C)C(N)=O

InChI

1S/C74H108N24O19S/c1-36(2)26-50(70(114)91-45(62(78)106)23-25-118-6)95-71(115)53(29-41-32-81-35-86-41)89-60(105)34-85-73(117)61(37(3)4)98-63(107)38(5)87-69(113)52(28-40-31-83-44-11-8-7-10-43(40)44)97-68(112)49(18-21-56(76)101)94-72(116)54(30-57(77)102)90-59(104)33-84-64(108)51(27-39-13-15-42(99)16-14-39)96-65(109)46(12-9-24-82-74(79)80)92-67(111)48(17-20-55(75)100)93-66(110)47-19-22-58(103)88-47/h7-8,10-11,13-16,31-32,35-38,45-54,61,83,99H,9,12,17-30,33-34H2,1-6H3,(H2,75,100)(H2,76,101)(H2,77,102)(H2,78,106)(H,81,86)(H,84,108)(H,85,117)(H,87,113)(H,88,103)(H,89,105)(H,90,104)(H,91,114)(H,92,111)(H,93,110)(H,94,116)(H,95,115)(H,96,109)(H,97,112)(H,98,107)(H4,79,80,82)/t38-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,61-/m0/s1

InChI key

QORXQELQSJVKIL-XLSKZGPMSA-N

Gene Information

human ... GRP(2922)

Amino Acid Sequence

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

Biochem/physiol Actions

[Lys3]-Bombesin and [Tyr4]-Bombesin are Bombesin analogues used to differentiate and study the bombesin receptors BBR1, BBR2 and BBR3 and the homologue receptors, gastrin-releasing peptide (GRP) receptor (GRPR).

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

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Certificates of Analysis (COA)

Lot/Batch Number
SLCG0819
SLBZ5955
SLBS4459
SLBR5909V
SLBQ9845V

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B Y Williams et al.
Cancer research, 54(3), 818-824 (1994-02-01)
The bombesin family of peptides elicit numerous biological responses in the gut, including stimulation of cell proliferation, and have been implicated as growth factors in a variety of gastrointestinal tumors. Even though these peptides and their receptors are distributed throughout
E Lach et al.
European journal of pharmacology, 265(1-2), 117-120 (1994-11-14)
Characterization of bombesin binding sites in healthy human lung was performed through direct binding techniques. There was limited binding in the absence of trypsin and chymotrypsin inhibitors, suggesting important activities of both enzymes in human lung and/or increased sensitivity of
A G Aprikian et al.
Journal of molecular endocrinology, 16(3), 297-306 (1996-06-01)
Bombesin and gastrin-releasing peptide (GRP) are potent neuropeptides expressed by prostate cancer neuroendocrine cells and are related to the progression of this malignancy. This study characterizes bombesin receptors in human prostate cancer cell lines (PC-3, DU-145, LNCaP) and assesses the
B E Rogers et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 38(8), 1221-1229 (1997-08-01)
The gastrin releasing peptide receptor (GRPr) has a high affinity for the 14 amino acid bombesin peptide. For this analysis, [125I]-Tyr4-bombesin was compared with [125I]-mIP-bombesin (a seven amino acid bombesin analog) for in vitro binding and internalization into tumor cells
M A Zarbin et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 5(2), 429-437 (1985-02-01)
The binding of (125I-Tyr4)bombesin to rat brain slices was investigated. Radiolabeled (Tyr4)bombesin bound with high affinity (Kd = 4 nM) to a single class of sites (Bmax = 130 fmol/mg of protein); the ratio of specific to nonspecific binding was
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