178270

Apamin, Bee Venom

Polypeptide neurotoxin known to pass through the blood-brain barrier.

• Synonyma: Apamin, Bee Venom, CNCKAPETALCARRCQQH-NH₂
• Empirický vzorec (Hillův zápis): C₇₉H₁₃₁N₃₁O₂₄S₄
• Číslo CAS: 24345-16-2
• Molekulová hmotnost: 2027.34
• MDL number: MFCD00167944
• UNSPSC Code: 12352200
• NACRES: NA.77

Vlastnosti

• description: Merck USA index - 14, 725
• Quality Level: 100
• assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic)
• color: white, with dark tan cast
• solubility: 5% acetic acid: 2 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: S1SCC(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C3NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C4N(CCC4)C(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(CSSC3)N)CC(=O)N)C1)CCCCN)C)CCC(=O)O)C(O)C)C)CC(C)C)C)CCCN=C(N)N)CCCN=C(N)N)C(=O)NC(CCC(=O)N)C(=O)NC(CCC(=O)N)C(=O)NC(Cc2nc[nH]c2)C(
• InChI: 1S/C79H131N31O24S4/c1-35(2)26-49-70(127)107-51-31-136-135-30-41(81)63(120)105-50(28-57(84)114)71(128)108-53(73(130)99-42(12-7-8-22-80)64(121)96-38(5)77(134)110-25-11-15-54(110)75(132)102-47(18-21-58(115)116)69(126)109-59(39(6)111)76(133)95-37(4)62(119)104-49)33-138-137-32-52(106-66(123)44(14-10-24-92-79(88)89)98-65(122)43(13-9-23-91-78(86)87)97-61(118)36(3)94-72(51)129)74(131)101-45(16-19-55(82)112)67(124)100-46(17-20-56(83)113)68(125)103-48(60(85)117)27-40-29-90-34-93-40/h29,34-39,41-54,59,111H,7-28,30-33,80-81H2,1-6H3,(H2,82,112)(H2,83,113)(H2,84,114)(H2,85,117)(H,90,93)(H,94,129)(H,95,133)(H,96,121)(H,97,118)(H,98,122)(H,99,130)(H,100,124)(H,101,131)(H,102,132)(H,103,125)(H,104,119)(H,105,120)(H,106,123)(H,107,127)(H,108,128)(H,109,126)(H,115,116)(H4,86,87,91)(H4,88,89,92)
• InChI key: YVIIHEKJCKCXOB-UHFFFAOYSA-N

Popis

General description

A polypeptide neurotoxin known to pass through the blood-brain barrier. Blocks the AHP-type Ca²⁺-activated K⁺ channel; however, it does not block the TEA and voltage-sensitive Ca²⁺-activated K⁺ channel. Known to induce the secretion of prolactin in a dose-dependent manner.

Polypeptide neurotoxin known to pass through the blood-brain barrier. Blocks the AHP-type Ca²⁺-activated K⁺ channel; does not block the TEA and voltage-sensitive Ca²⁺-activated K⁺ channel. Reported to induce neurodegeneration of Purkinje cells in rat brain. Known to induce the secretion of prolactin in a dose-dependent manner.

Biochem/physiol Actions

Cell permeable: no

Primary Target
AHP-type Ca2+-activated K+ channel

Product does not compete with ATP.

Reversible: no

Warning

Toxicity: Harmful (C)

Sequence

H-Cys¹-Asn-Cys³-Lys-Ala-Pro-Glu-Thr-Ala-Leu-Cys¹¹-Ala-Arg-Arg-Cys¹⁵-Gln-Gln-His-NH₂ (disulfide bonds: 1 → 11; 3 → 15)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Acetic acid stock solutions are stable for up to 3 days at -20°C.

Other Notes

Mourre, C., et al. 1997. Brain Res. 778, 405.
Silva, E.G., et al. 1994. Br. J. Pharmacol. 113, 1022.
Wang, X., et al. 1994. Brain Res. 662, 83.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Bezpečnostní informace

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