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B5397

Sigma-Aldrich

[Tyr4]-Bombesin

≥97% (HPLC)

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

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)

Related Categories

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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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
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
H Houben et al.
Peptides, 15(7), 1289-1295 (1994-01-01)
Because several direct effects of bombesin related peptides on pituitary hormone release have been demonstrated, we chose to study the presence of bombesin binding sites in the adult male rat anterior pituitary in aggregate cell culture by autoradiographic localization of
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
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