Crotonyl-CoA tetrasodium
Based on 1 Customer Validation
Crotonyl-CoA tetrasodium, a high-energy acyl donor, is an intermediate in the fermentation of butyric acid, and in the metabolism of lysine and tryptophan. Crotonyl-CoA tetrasodium is important in the metabolism of fatty acids and amino acids. Crotonyl-CoA tetrasodium acts as a substrate for p300’s histone crotonyltransferase activity, competing with acetyl-CoA for p300-mediated histone acylation reactions. Crotonyl-CoA tetrasodium regulates global and gene-specific histone crotonylation levels in cells, with cellular concentration changes altering histone crotonylation at regulatory elements of activated genes. Crotonyl-CoA tetrasodium serves as the substrate for crotonyl-CoA reductase/carboxylase (CCRC)-catalyzed NADPH-mediated reduction and carbon dioxide trapping to form unusual alkylmalonyl-CoA polyketide synthase extender units. Crotonyl-CoA tetrasodium can be used for the research of LPS-induced inflammatory response.
For research use only. We do not sell to patients.
- Purity: 97.85%
- Formula: C25H36N7Na4O17P3S
- Molecular Weight:923.54
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Storage:
4°C, stored under nitrogen, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen, away from moisture)
All Endogenous Metabolite Isoforms
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Biological Activity
Crotonyl-CoA tetrasodium directly stimulates transcription in a cell-free system more potently than acetylation, with a 1.66-fold greater transcript production[1].
Crotonyl-CoA tetrasodium, when cellular concentrations are increased via 2.5 mM, 5 mM, 10 mM sodium crotonate treatment (12 h), led to dose-dependent increases in global H3K18Cr levels in HeLa S3 cells[1].
Crotonyl-CoA tetrasodium, when cellular concentrations are increased via 0 mM, 2.5 mM, 5 mM, 10 mM sodium crotonate pretreatment (6 h prior to 2 h LPS stimulation), enhanced H3K18Cr at de novo-activated gene promoters and increased their expression upon LPS stimulation in RAW 264.7 cells[1].
Crotonyl-CoA tetrasodium, when its cellular levels are reduced via ACSS2 knockdown (72 h prior to 2 h LPS stimulation), reduced H3K18Cr at de novo-activated gene promoters and attenuated their expression upon LPS stimulation in RAW 264.7 cells[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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Appearance Solid
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Molecular Weight 923.54
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Formula C25H36N7Na4O17P3S
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Color White to off-white
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SMILES
NC1=NC=NC2=C1N=CN2[C@H]3[C@H](O)[C@H](OP(O[Na])(O[Na])=O)[C@@H](COP(OP(OCC(C)(C)[C@@H](O)C(NCCC(NCCSC(/C=C/C)=O)=O)=O)(O[Na])=O)(O[Na])=O)O3
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, stored under nitrogen, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen, away from moisture)
Solvent & Solubility
H2O : ≥ 100 mg/mL (108.28 mM)
* "≥" means soluble, but saturation unknown.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (stored under nitrogen, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (stored under nitrogen, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (272 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
[1]. Sabari BR, et al. Intracellular crotonyl-CoA stimulates transcription through p300-catalyzed histone crotonylation. Mol Cell. 2015;58(2):203-215. [Content Brief]
[2]. Ray L, et al. A crotonyl-CoA reductase-carboxylase independent pathway for assembly of unusual alkylmalonyl-CoA polyketide synthase extender units. Nat Commun. 2016 Dec 21;7:13609. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (stored under nitrogen, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| H2O | 1 mM | 1.0828 mL | 5.4140 mL | 10.8279 mL | 27.0698 mL |
| 5 mM | 0.2166 mL | 1.0828 mL | 2.1656 mL | 5.4140 mL | |
| 10 mM | 0.1083 mL | 0.5414 mL | 1.0828 mL | 2.7070 mL | |
| 15 mM | 0.0722 mL | 0.3609 mL | 0.7219 mL | 1.8047 mL | |
| 20 mM | 0.0541 mL | 0.2707 mL | 0.5414 mL | 1.3535 mL | |
| 25 mM | 0.0433 mL | 0.2166 mL | 0.4331 mL | 1.0828 mL | |
| 30 mM | 0.0361 mL | 0.1805 mL | 0.3609 mL | 0.9023 mL | |
| 40 mM | 0.0271 mL | 0.1353 mL | 0.2707 mL | 0.6767 mL | |
| 50 mM | 0.0217 mL | 0.1083 mL | 0.2166 mL | 0.5414 mL | |
| 60 mM | 0.0180 mL | 0.0902 mL | 0.1805 mL | 0.4512 mL | |
| 80 mM | 0.0135 mL | 0.0677 mL | 0.1353 mL | 0.3384 mL | |
| 100 mM | 0.0108 mL | 0.0541 mL | 0.1083 mL | 0.2707 mL |
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.