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Apamin, Bee Venom

Name: Apamin, Bee Venom
Brand: MM

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

Synonym(s):

Apamin, Bee Venom, CNCKAPETALCARRCQQH-NH₂

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About This Item

Empirical Formula (Hill Notation):

C₇₉H₁₃₁N₃₁O₂₄S₄

CAS Number:

24345-16-2

Molecular Weight:

2027.34

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD00167944

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze, desiccated (hygroscopic)

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Properties

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

Description

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

Preparation Note

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

Other Notes

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)

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

Disclaimer

Toxicity: Harmful (C)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c