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IBERIOTOXIN_Molecular_structure_CAS_129203-60-7)
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IBERIOTOXIN

Catalog No. 02158935 Name MP Biomedicals
CAS Number 129203-60-7 Website http://www.mpbio.com
M. F. C179H274N50O55S7 Telephone
M. W. 4230.84786 Fax
Purity 98% Email
Storage 0°C Chembase ID: 105155

SYNONYMS

IUPAC name
(2R)-4-carbamoyl-2-[(2R)-3-(4-hydroxyphenyl)-2-{[(1S,4R,7S,12S,15S,18S,21S,24S,30S,33S,36S,42S,45R,50S,53S,56S,59S,62S,65S,68R,75S,78S,84S,89R,92R,95S)-15,42,62,75,78-pentakis(4-aminobutyl)-24-benzyl-4,36-bis(3-carbamimidamidopropyl)-50-[(2S)-3-carboxy-2-[(2R)-2-[(2R)-3-carboxy-2-[(2R,3S)-3-hydroxy-2-[(2R)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}-3-phenylpropanamido]butanamido]propanamido]-3-methylbutanamido]propanamido]-65-(2-carboxyethyl)-18,33-bis(carboxymethyl)-53,59,92-tris(hydroxymethyl)-89-(1H-indol-3-ylmethyl)-21-(2-methylpropyl)-84-[2-(methylsulfanyl)ethyl]-2,5,13,16,19,22,25,28,31,34,37,40,43,51,54,57,60,63,66,74,77,80,83,86,87,90,93,96-octacosaoxo-30,56,95-tris(propan-2-yl)-9,10,47,48,70,71-hexathia-3,6,14,17,20,23,26,29,32,35,38,41,44,52,55,58,61,64,67,73,76,79,82,85,88,91,94,97-octacosaazatricyclo[43.27.14.11^{12,68}]heptanonacontan-7-yl]formamido}propanamido]butanoic acid
IUPAC Traditional name
(2R)-4-carbamoyl-2-[(2R)-3-(4-hydroxyphenyl)-2-{[(1S,4R,7S,12S,15S,18S,21S,24S,30S,33S,36S,42S,45R,50S,53S,56S,59S,62S,65S,68R,75S,78S,84S,89R,92R,95S)-15,42,62,75,78-pentakis(4-aminobutyl)-24-benzyl-4,36-bis(3-carbamimidamidopropyl)-50-[(2S)-3-carboxy-2-[(2R)-2-[(2R)-3-carboxy-2-[(2R,3S)-3-hydroxy-2-[(2R)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}-3-phenylpropanamido]butanamido]propanamido]-3-methylbutanamido]propanamido]-65-(2-carboxyethyl)-18,33-bis(carboxymethyl)-53,59,92-tris(hydroxymethyl)-89-(1H-indol-3-ylmethyl)-30,56,95-triisopropyl-21-(2-methylpropyl)-84-[2-(methylsulfanyl)ethyl]-2,5,13,16,19,22,25,28,31,34,37,40,43,51,54,57,60,63,66,74,77,80,83,86,87,90,93,96-octacosaoxo-9,10,47,48,70,71-hexathia-3,6,14,17,20,23,26,29,32,35,38,41,44,52,55,58,61,64,67,73,76,79,82,85,88,91,94,97-octacosaazatricyclo[43.27.14.11^{12,68}]heptanonacontan-7-yl]formamido}propanamido]butanoic acid
Synonyms
IBTX (SCORPION, BUTHUS TAMULUS)
IBTX
pGlu-Phe-Thr-Asp-Val-Asp-Cys-Ser-Val-Ser-Lys-Glu-Cys-Trp-Ser-Val-Cys-Lys-Asp-Leu-Phe-Gly-Val-Asp-Arg-Gly-Lys-Cys-Met-Gly-Lys-Lys-Cys-Arg-Cys-Tyr-Gln [Disulfide Bridges: 7?28; 13?33; 17?35]

DATABASE IDS

CAS Number 129203-60-7

PROPERTIES

Auto Ignition Point No data
Boiling Point No data
Density No data
Flash Point No data
Melting Point No data
Partition Coefficient No data
Vapor Density No data
Vapor Pressure No data
Certificate of Analysis Download
Purity 98%
Australian Hazchem 2X
Emergency Response Guidebook(ERG) Number 153
EU Classification T2
EU Hazard Identification Number 6.1B
European Hazard Symbols Highly toxic Highly toxic (T+)
MSDS Link Download
Risk Statements R:25
RTECS NH6107500
Safety Statements S:28-36/37/39-45-53
Storage Condition 0°C
Hazard Class 6.1
UN Number 3172
Packing Group III

DETAILS

Description (English)
From Buthus tamulus Scorpion
Purity: 98%
More specific than charybdotoxin at inhibiting high conductance Ca2+-activated K+ channel via allosteric inhibition.

REFERENCES

  • Galvez, A., et al., J. Biol. Chem., 265: 11083 (1990)
  • Essin, K., et al., BK Channels In Innate Immune Functions Of Neutrophils And Macrophages. Blood 113, 1326-31, (2009)
  • Galvez, A., Purification and characterization of a unique potent peptidyl probe for the high conductance calcium-activated potassium channel from venom of the scorpion Buthus tamulus. J. Biol. Chem. 265, 11083, (1990)
  • Candia, S. et al., Mode of action of Iberiotoxin, a potent blocker of the large conductance Ca2+-activated K+ channel. Biophys. J. 63, 583-90, (1992)
  • Satake, N., et al., The inhibitory effects of iberiotoxin and 4-aminopyridine on the relaxation induced by β1- and β2-adrenoceptor activation in rat aortic rings. Br. J. Pharmacol. 119, 505, (1996)
  • Shao, L.R., et al., The role of BK-type Ca2+-dependent K+ channels in spike broadening during repetitive firing in rat hippocampal pyramidal cells. J. Physiol. 521, 135, (1999)
  • Merck 14,4874