SML0729

BAM8-22 trifluoroacetate salt

≥98% (HPLC), G-protein coupled receptor agonist, powder

• Synonym(s): BAM (8-22) trifluoroacetate salt, Bovine Adrenal Medulla 8-22 trifluoroacetate salt, Bovine adrenal medulla peptide (8-22) trifluoroacetate salt, L-Valyl-glycyl-L-arginyl-L-prolyl-L-α-glutamyl-L-tryptophyl-L-tryptophyl-L-methionyl-L-α-aspartyl-L-tyrosyl-L-glutaminyl-L-lysyl-L-arginyl-L-tyrosyl-glycine trifluoroacetate salt, VGRPEWWMDYQKRYG trifluoroacetate salt, Val-Gly-Arg-Pro-Glu-Trp-Trp-Met-Asp-Tyr-Gln-Lys-Arg-Tyr-Gly trifluoroacetate salt
• Empirical Formula (Hill Notation): C₉₁H₁₂₇N₂₅O₂₃S · xC₂HF₃O₂
• CAS Number: 412961-36-5
• Molecular Weight: 1971.20 (free base basis)
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Product Name: BAM8-22 trifluoroacetate salt, ≥98% (HPLC)
• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• color: white to off-white
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: S(CC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]7N(CCC7)C(=O)[C@@H](NC(=O)CNC(=O)[C@@H](N)C(C)C)CCCN\C(=N\[H])\N)CCC(=O)O)Cc5c6c([nH]c5)cccc6)Cc3c4c([nH]c3)cccc4)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc2ccc(cc2)O)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H]
• 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
• InChI key: GOEYECACIBFJGZ-NPAGUKBMSA-N

Description

Application

BAM8-22 trifluoroacetate salt has been used in the study to identify the functions of Mas-related gene (Mrg) C in the pathogenesis and treatment of bone cancer pain (BCP).

Biochem/physiol Actions

BAM8-22 is a selective agonist for the sensory neuron specific G-protein coupled receptors (SNSRs).

BAM8-22 is a selective agonist for the sensory neuron specific G-protein coupled receptors (SNSRs). BAM8-22 inhibits development of morphine tolerance in rats. BAM8-22 is inactive at opioid receptors. Also, BAM8–22 is a potent activator of Mas-related G-protein-coupled receptors (Mrgprs), MrgprC11 and hMrgprX1. BAM8-22 produces itch and nociceptive sensations in humans in a histamine-independent manner.

Bovine adrenal medulla 8-22 (BAM8-22), a 15-amino acid peptide, acts a cleavage product of proenkephalin A and the precursor of Leu- and Met-enkephalin in the adrenal medulla. It may also be used to treat pain. It blocks inflammatory pain, chemical pain and downregulates the expression of spinal c-fos gene in an opioid-independent manner. In mice, BAM8-22 diminishes bone cancer pain. It induces the expression of Mas-related G-protein-coupled receptor C (MrgC) in the spinal dorsal horn.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable