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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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J L Scemama et al.
Regulatory peptides, 13(2), 125-132 (1986-01-01)
The binding of bombesin to its receptors on normal human pancreatic membranes was investigated using high specific activity, radioiodinated bombesin ([125I]-Tyr4-bombesin), prepared by an oxidative method with chloramine-T. Binding was specific, temperature-dependent, saturable, reversible and linearly related to membranes protein
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
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)
T W Moody et al.
Life sciences, 56(7), 521-529 (1995-01-01)
The ability of reduced peptide bond analogues of gastrin releasing peptide (GRP) to antagonize small cell lung cancer (SCLC) GRP receptors was investigated. BW462U89, BW1023U90, BW2123U89 and BW2258U89 inhibited binding of (125I-Tyr4) BN to NCI-H345 cells with IC50 values of
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
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