B0753
2,3-Butanedione monoxime
≥98% (GC), powder, ATP-sensitive K⁺ and Ca²⁺ channel inhibitor
Synonyme(s) :
BDM
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About This Item
Formule linéaire :
CH3C(=NOH)COCH3
Numéro CAS:
Poids moléculaire :
101.10
Numéro Beilstein :
605582
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77
Produits recommandés
product name
2,3-Butanedione monoxime, ≥98%
Niveau de qualité
Pureté
≥98%
Forme
powder
Point d'ébullition
185-186 °C (lit.)
Pf
75-78 °C (lit.)
Chaîne SMILES
CC(=O)\C(C)=N\O
InChI
1S/C4H7NO2/c1-3(5-7)4(2)6/h7H,1-2H3/b5-3+
Clé InChI
FSEUPUDHEBLWJY-HWKANZROSA-N
Informations sur le gène
human ... KCNB1(3745)
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Application
2,3-Butanedione monoxime has been used:
- in single-molecule myosin V motility assays
- as an anesthetic in the approach of imaging transgenic animals
- to reduce rigor tension in muscle fibres
- as a media component for mice cardiomyocytes culture
Actions biochimiques/physiologiques
2,3-Butanedione monoxime is inhibitor of ATP-sensitive K+ and Ca2+ channels.
DRK1 is a delayed rectifier (Kv2.1) cloned K+ channel from rat brain with consensus sites for protein kinase-dependent phosphorylation that might be expected to be functionally regulated by phosphorylation. 2,3-Butanedione monoxime (BDM) chemically removes phosphate groups from many proteins, and its action on DRK1 channels was examined after expression of DRK1 cRNA in Xenopus oocytes. In two-microelectrode voltage-clamp experiments, the application of 2,3-Butanedione monoxime to the bath inhibited DRK1 current (ki = 16.6 mM, H = 0.96) rapidly and reversibly, with a time course similar to the time course of solution change within the bath. DRK1 current was inhibited at all potentials; the time course of current activation, deactivation and inactivation were unaffected by 2,3-Butanedione monoxime. In inside-out patch-clamp experiments, the application of 2,3-Butanedione monoxime to the cytoplasmic surface similarly inhibited channel activity rapidly and reversibly (ki = 10.7 mM, H = 1.01) in the absence of rephosphorylating substrates. These results are inconsistent with a phosphatase effect, because such an effect should be irreversible in cell-free, ATP-free patches. Instead, the results suggest that 2,3-Butanedione monoxime can inhibit DRK1 channels directly from inside or outside of the membrane.
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
Équipement de protection individuelle
Eyeshields, Gloves, type N95 (US)
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