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Sigma-Aldrich

Apamin, Bee Venom

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

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Synonym(s):
Apamin, Bee Venom, CNCKAPETALCARRCQQH-NH₂
Empirical Formula (Hill Notation):
C79H131N31O24S4
CAS Number:
24345-16-2
Molecular Weight:
2027.34
MDL number:
MFCD00167944
UNSPSC Code:
12352200
NACRES:
NA.77

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

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

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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