2,4-DPD
2,4-DPD is a cell permeable, competitive inhibitor of the oxygen-sensing enzyme HIF-α prolyl hydroxylase (HIF-PH) [1].
Hypoxia-inducible factor (HIF) is a transcription factor with a key role in cellular responses to hypoxia in a variety of organisms. The HIF system plays an important role in angiogenesis, erythropoiesis, energy utilization, glucose/energy metabolism, tumour development, and ischaemic/hypoxic disease. Genetic or pharmacological inactivation of the HIF hydroxylases results in a constitutive activation of the HIF pathway with little or even absent regulation by oxygen remaining. The oxygen-sensing enzyme HIF-α prolyl hydroxylase catalyzes hydroxylation of specific prolyl and asparaginyl residues in the regulatory HIF-α subunits [2].
Exposure to 2,4-DPD limited prolyl 4-hydroxylase activity in C. elegans., where their esters are hydrolyzed to form competitors of a -ketoglutarate. 2,4-DPD showed dramatic effects among the progeny. When exposed to a high level of 2,4-DPD (2.7 mM), all progeny died regardless of genotype of C. elegans. The dead embryos arrested at the twofold stage [1].
References:
[1] Friedman L, Higgin J J, Moulder G, et al. Prolyl 4-hydroxylase is required for viability and morphogenesis in Caenorhabditis elegans[J]. Proceedings of the National Academy of Sciences, 2000, 97(9): 4736-4741.
[2] Schofield C J, Ratcliffe P J. Signalling hypoxia by HIF hydroxylases[J]. Biochemical and biophysical research communications, 2005, 338(1): 617-626.
Physical Appearance | A solution in ethanol. To change the solvent, simply evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice. |
Storage | Store at -20°C |
M.Wt | 223.2 |
Cas No. | 41438-38-4 |
Formula | C11H13NO4 |
Synonyms | 2,4-Diethylpyridine dicarboxylate |
Solubility | ≤50mg/ml in ethanol;20mg/ml in DMSO;30mg/ml in dimethyl formamide |
Chemical Name | 2,4-pyridinedicarboxylic acid, diethyl ester |
SDF | Download SDF |
Canonical SMILES | O=C(OCC)C1=NC=CC(C(OCC)=O)=C1 |
Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Quality Control & MSDS
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Purity = 98.00%
- COA (Certificate Of Analysis)
- MSDS (Material Safety Data Sheet)