APAMINE

Apramycin sulfate is an aminoglycoside antibiotic used mainly in veterinary medicine. It inhibits protein synthesis in gram‑negative bacteria. Side effects include ototoxicity, nephrotoxicity, and GI disturbances.

SKU: c49e5b39b3ae Category: Tag:

Product Description


Mechanism of action

Apamin is a highly selective neurotoxic peptide derived from bee venom that blocks small‑conductance calcium‑activated potassium (SK) channels. By inhibiting SK2 and SK3 channels in neurons, apamin increases neuronal excitability and modulates afterhyperpolarisation, playing an important role in studies of synaptic plasticity and central nervous system rhythmogenesis.

Benefits and advantages

Essential in neurophysiology for dissecting SK‑channel functions, central pattern generator activity, learning and memory models, and channelopathy research. Its unique selectivity makes it one of the most important tools for potassium‑channel pharmacology.

Side effects and risks

Potent neurotoxin; exposure can cause severe neuroexcitation, paralysis, anaphylaxis, and cardiovascular instability. Requires full toxin‑grade handling procedures.

Datasheet


Molecular Formula

C79H131N31O24S4

Molecular Weight

2027.4 g/mol

CAS Number

24345-16-2

Storage Condition

Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light.

Solubility

Solubility depends on solvent and conditions (e.g., pH). Please contact us for solvent-specific guidance.

Purity

Purity information is available upon request (COA).

Synonym

Apamin; 24345-16-2; DTXSID70897227; X644P85KUR; RefChem:113290

IUPAC/Chemical Name

3-[(1R,4S,7S,13S,16S,19S,22S,25S,28R,31S,34S,37S,40R,47S,50R)-50-amino-40-[[(2S)-5-amino-1-[[(2S)-5-amino-1-[[(2S)-1-amino-3-(1H-imidazol-4-yl)-1-oxopropan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-1,5-dioxopentan-2-yl]carbamoyl]-4-(4-aminobutyl)-47-(2-amino-2-oxoethyl)-34,37-bis(3-carbamimidamidopropyl)-19-[(1R)-1-hydroxyethyl]-7,22,31-trimethyl-25-(2-methylpropyl)-2,5,8,14,17,20,23,26,29,32,35,38,46,49-tetradecaoxo-42,43,52,53-tetrathia-3,6,9,15,18,21,24,27,30,33,36,39,45,48-tetradecazatricyclo[26.16.10.09,13]tetrapentacontan-16-yl]propanoic acid

InChl Key

YVIIHEKJCKCXOB-STYWVVQQSA-N

InChl Code

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)/t36-,37-,38-,39+,41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,59-/m0/s1

References

https://pubchem.ncbi.nlm.nih.gov/compound/16133797;

3D Conformer.

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