2,3-Butanedione monoxime
SIGMA/B0753 - ≥98%
Synonym: BDM; Biacetyl monoxime; Diacetyl monoxime
CAS Number: 57-71-6
Empirical Formula (Hill Notation): C4H7NO2
Molecular Weight: 101.10
EC Number: 200-348-5
MDL Number: MFCD00002116
Linear Formula: CH3C(=NOH)COCH3
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: B0753-100G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: B0753-25G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: B0753-500G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: B0753-1KG
| assay | ≥98% |
| bp | 185-186 °C (lit.) |
| form | powder |
| InChI | 1S/C4H7NO2/c1-3(5-7)4(2)6 |
| InChI key | FSEUPUDHEBLWJY-HWKANZROSA |
| mp | 75-78 °C (lit.) |
| Quality Level | 200  |
| SMILES string | CC(=O)C(C)=NO |
| 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 |
| Biochem/physiol Actions: | 2,3-Butanedione monoxime is inhibitor of ATP-sensitive K+ and Ca2+ channels. |
| Biochem/physiol Actions: | 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. |
| Packaging: | 1 kg in poly bottle |
| Packaging: | 25, 100, 500 g in poly bottle |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% |
| bp | 185-186 °C (lit.) |
| mp | 75-78 °C (lit.) |
| UNSPSC | 12352200 |