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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

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

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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G Halmos et al.
Cancer letters, 85(1), 111-118 (1994-09-30)
Binding of the radiolabeled bombesin analog [125I-Tyr4]bombesin to crude cell membranes of MKN45 human gastric cancer grown in nude mice was investigated in vitro. Scatchard analyses of multipoint binding data, performed by complete displacement method demonstrated the presence of two
C Tang et al.
British journal of cancer, 75(10), 1467-1473 (1997-01-01)
Gut hormones that modulate the growth of normal pancreas may also modulate the growth of cancers originating from pancreas. This study visualized and compared the receptors for cholecystokinin (CCK), bombesin (BBS), secretin and vasoactive intestinal peptide (VIP) in tumour-free tissue
S R Preston et al.
British journal of cancer, 71(5), 1087-1089 (1995-05-01)
Human colorectal cancer tissue and matched uninvolved mucosa from 21 patients were examined by radioligand displacement for the presence of binding sites for bombesin-like peptides. Five cancers, but no uninvolved mucosa, expressed high-affinity, low-capacity bombesin binding sites (Kd = 6.53
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
Mechanism of [Tyr4]bombesin-induced desensitization in dispersed acini from guinea pig pancreas.
S J Pandol et al.
The Journal of biological chemistry, 257(20), 12024-12029 (1982-10-25)
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