bovine adrenal medulla peptide 8-22   Click here for help

GtoPdb Ligand ID: 4058

Abbreviated name: BAM 8-22
Synonyms: BAM (8-22) | BAM-15 | BAM-22 | BAM-22P (8-22)
Comment: This peptide is a proenkephalin A-derived agonist of the orphan GPCR, MAS related GPR family member X1 (MRGPRX1).
Species: Human
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2D Structure
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Canonical SMILES NCCCCC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)O)Cc1ccc(cc1)O)CCCNC(=N)N)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C1CCCN1C(=O)C(NC(=O)CNC(=O)C(C(C)C)N)CCCNC(=N)N)CCC(=O)O)CCSC)CC(=O)O)Cc1ccc(cc1)O)CCC(=O)N
Isomeric SMILES NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)O)Cc1ccc(cc1)O)CCCNC(=N)N)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)CNC(=O)[C@H](C(C)C)N)CCCNC(=N)N)CCC(=O)O)CCSC)CC(=O)O)Cc1ccc(cc1)O)CCC(=O)N
InChI InChI=1S/C91H127N25O23S/c1-48(2)76(94)88(138)103-46-72(120)105-64(19-11-36-100-91(97)98)89(139)116-37-12-20-70(116)87(137)110-62(30-32-73(121)122)81(131)113-68(42-52-45-102-58-16-7-5-14-56(52)58)85(135)114-67(41-51-44-101-57-15-6-4-13-55(51)57)84(134)109-63(33-38-140-3)82(132)115-69(43-74(123)124)86(136)112-66(40-50-23-27-54(118)28-24-50)83(133)108-61(29-31-71(93)119)80(130)106-59(17-8-9-34-92)78(128)107-60(18-10-35-99-90(95)96)79(129)111-65(77(127)104-47-75(125)126)39-49-21-25-53(117)26-22-49/h4-7,13-16,21-28,44-45,48,59-70,76,101-102,117-118H,8-12,17-20,29-43,46-47,92,94H2,1-3H3,(H2,93,119)(H,103,138)(H,104,127)(H,105,120)(H,106,130)(H,107,128)(H,108,133)(H,109,134)(H,110,137)(H,111,129)(H,112,136)(H,113,131)(H,114,135)(H,115,132)(H,121,122)(H,123,124)(H,125,126)(H4,95,96,99)(H4,97,98,100)/t59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,76-/m0/s1
1. Chen H, Ikeda SR. (2004)
Modulation of ion channels and synaptic transmission by a human sensory neuron-specific G-protein-coupled receptor, SNSR4/mrgX1, heterologously expressed in cultured rat neurons.
J Neurosci, 24 (21): 5044-53. [PMID:15163697]
2. Davenport AP, Alexander SP, Sharman JL, Pawson AJ, Benson HE, Monaghan AE, Liew WC, Mpamhanga CP, Bonner TI, Neubig RR et al.. (2013)
International Union of Basic and Clinical Pharmacology. LXXXVIII. G protein-coupled receptor list: recommendations for new pairings with cognate ligands.
Pharmacol Rev, 65 (3): 967-86. [PMID:23686350]
3. Lembo PM, Grazzini E, Groblewski T, O'Donnell D, Roy MO, Zhang J, Hoffert C, Cao J, Schmidt R, Pelletier M et al.. (2002)
Proenkephalin A gene products activate a new family of sensory neuron--specific GPCRs.
Nat Neurosci, 5 (3): 201-9. [PMID:11850634]
4. Liu Q, Tang Z, Surdenikova L, Kim S, Patel KN, Kim A, Ru F, Guan Y, Weng HJ, Geng Y, Undem BJ, Kollarik M, Chen ZF, Anderson DJ, Dong X. (2009)
Sensory neuron-specific GPCR Mrgprs are itch receptors mediating chloroquine-induced pruritus.
Cell, 139 (7): 1353-65. [PMID:20004959]
5. Sikand P, Dong X, LaMotte RH. (2011)
BAM8-22 peptide produces itch and nociceptive sensations in humans independent of histamine release.
J Neurosci, 31 (20): 7563-7. [PMID:21593341]
6. Solinski HJ, Gudermann T, Breit A. (2014)
Pharmacology and signaling of MAS-related G protein-coupled receptors.
Pharmacol Rev, 66 (3): 570-97. [PMID:24867890]
7. Southern C, Cook JM, Neetoo-Isseljee Z, Taylor DL, Kettleborough CA, Merritt A, Bassoni DL, Raab WJ, Quinn E, Wehrman TS et al.. (2013)
Screening β-Arrestin Recruitment for the Identification of Natural Ligands for Orphan G-Protein-Coupled Receptors.
J Biomol Screen, 18 (5): 599-609. [PMID:23396314]