1. Cell Cycle/DNA Damage Epigenetics Apoptosis
  2. HDAC Sirtuin CDK Bcl-2 Family Apoptosis
  3. Croconic acid disodium

Croconic acid disodium  (Synonyms: Nacr)

Cat. No.: HY-W105310A Purity: 99.98%
Handling Instructions Technical Support

Croconic acid disodium (Nacr) is a lysine crotonylation (Kcr) activator and electroactive material. Croconic acid disodium reduces the expression of HDAC2, HDAC3, SIRT1, and SIRT3, and increases the expression of EP300, CITED1, ACSS2, DPF2, CDYL, MLLT3, and YEATS2. Croconic acid disodium elevates intracellular crotonyl-CoA content and global histone lysine crotonylation levels. Croconic acid disodium promotes the growth of bovine fibroblasts, regulates cell cycle progression, and inhibits bovine fibroblast apoptosis (apoptosis). Croconic acid disodium improves the blastocyst development efficiency of bovine somatic cell nuclear transfer embryos. Croconic acid disodium undergoes reversible lithium intercalation/deintercalation reactions via sodium-lithium ion exchange. Croconic acid disodium is applicable to research related to cell growth promotion.

For research use only. We do not sell to patients.

Croconic acid disodium

Croconic acid disodium Chemical Structure

CAS No. : 14379-00-1

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Description

Croconic acid disodium (Nacr) is a lysine crotonylation (Kcr) activator and electroactive material. Croconic acid disodium reduces the expression of HDAC2, HDAC3, SIRT1, and SIRT3, and increases the expression of EP300, CITED1, ACSS2, DPF2, CDYL, MLLT3, and YEATS2. Croconic acid disodium elevates intracellular crotonyl-CoA content and global histone lysine crotonylation levels. Croconic acid disodium promotes the growth of bovine fibroblasts, regulates cell cycle progression, and inhibits bovine fibroblast apoptosis (apoptosis). Croconic acid disodium improves the blastocyst development efficiency of bovine somatic cell nuclear transfer embryos. Croconic acid disodium undergoes reversible lithium intercalation/deintercalation reactions via sodium-lithium ion exchange. Croconic acid disodium is applicable to research related to cell growth promotion[1][2].

In Vitro

Croconic acid disodium (2.5-10 mM; 4-8 h) increases the cell density and maintains the viability of bovine fibroblasts[1].
Disodium croconate (2.5-10 mM; 4-8 h) significantly increases the proliferation rate of bovine fibroblasts[1].
Croconic acid disodium (2.5-10 mM; 8 h) extremely significantly upregulates the messenger ribonucleic acid expression levels of PCNA, CDK1, MK167 and CDK2, and downregulates the expression of CDKN1A and CDKN2A in bovine fibroblasts[1].
Croconic acid disodium (2.5-10 mM; 8 h) upregulates the mRNA expression levels of CDK4, CDK6, CCNB1, CCNA2, CCNE2, and CCND1 in bovine fibroblasts[1].
Croconic acid disodium (2.5-10 mM; 8 h) downregulates the expression of BAD, CYCS, CASP3 and CASP9 genes and upregulates the expression of BCL2 and BCL-XL genes in bovine fibroblasts[1].
Croconic acid disodium (2.5-10 mM; 8 h) exerts the most significant up-regulatory effects on Kcr writer genes (EP300, CITED1, ACSS2) and reader genes (DPF2, CDYL, MLLT3, YEATS2), while down-regulating Kcr eraser genes (HDAC2, HDAC3, SIRT1, SIRT3) in bovine fibroblasts[1].
Croconic acid disodium (2.5-10 mM; 8 h) reduces the proportion of bovine fibroblasts in the G0/G1 phase, while increasing the proportion of cells in the S and G2/M phases (compared with the control group level), thereby promoting cell cycle progression[1].
Disodium croconate (2.5-10 mM; 8 h) significantly reduces the proportion of total apoptotic cells in bovine fibroblasts[1].
Disodium croconate (5 mM; 8 h) significantly increases the level of crotonyl-CoA in bovine fibroblasts[1].
Croconic acid disodium (5 mM; 8 h) significantly increases global histone crotonylation and H3K9 crotonylation levels in bovine fibroblasts[1].
Treatment of bovine ear tip fibroblasts with croconic acid disodium (5 mM; added to cell culture medium; single dose; 8 hours) significantly increases the blastocyst development rate of the resulting somatic cell nuclear transfer embryos to 38.1%[1].
Croconic acid disodium (110 charge-discharge cycles; 0.1-6 C current density) exhibits better lithium-ion battery performance than larger-sized CADS micro-columns and microwires[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Viability Assay[1]

Cell Line: bovine fibroblasts
Concentration: 2.5, 5, 7.5, 10 mM
Incubation Time: 4 h, 8 h, 12 h
Result: Significantly reduced cell density at 5 mM, 7.5 mM, and 10 mM after 4 h.
Significantly reduced viable cell proportion only at 10 mM after 4 h.
Significantly increased cell density at 5 mM, reduced cell density at 7.5 mM and 10 mM, maintained viable cell proportion at 5 mM, reduced viable cell proportion at 7.5 mM and 10 mM, and showed no significant effect at 2.5 mM on either measure after 8 h.
Significantly reduced cell density and viable cell proportion at all concentrations after 12 h.

Cell Proliferation Assay[1]

Cell Line: bovine fibroblasts
Concentration: 2.5, 5, 7.5, 10 mM
Incubation Time: 4 h, 8 h, 12 h
Result: Showed no significant effect on percentage of cells in DNA replication at 2.5 mM and 7.5 mM, significantly increased this percentage at 5 mM, and significantly decreased this percentage at 10 mM after 4 h.
Significantly decreased percentage of cells in DNA replication at 2.5 mM, 7.5 mM, and 10 mM, significantly increased this percentage at 5 mM after 8 h.
Significantly decreased percentage of cells in DNA replication only at 10 mM, showed no effect at 2.5 mM, 5 mM, and 7.5 mM after 12 h.

Real Time qPCR[1]

Cell Line: bovine fibroblasts
Concentration: 2.5, 5, 7.5, 10 mM
Incubation Time: 8 h
Result: Significantly upregulated mRNA expression of PCNA, CDK1, MK167, and CDK2, and significantly downregulated mRNA expression of CDKN1A and CDKN2A at 2.5 mM, 5 mM, and 7.5 mM, with most significant effects at 5 mM.
Downregulated mRNA expression of PCNA, CDK1, MK167, and CDK2, and upregulated mRNA expression of CDKN1A and CDKN2A at 10 mM.\nSignificantly upregulated mRNA expression of CDK4, CDK6, CCNB1, CCNA2, CCNE2, and CCND1 at 2.5 mM, 5 mM, and 7.5 mM.
Showed no effect on the expression of these genes at 10 mM.\nDownregulated mRNA expression of proapoptotic genes BAD, CYCS, CASP3, and CASP9, and upregulated mRNA expression of antiapoptotic genes BCL2 and BCL-XL at 2.5 mM and 5 mM.
Upregulated mRNA expression of proapoptotic genes and downregulated mRNA expression of antiapoptotic genes at 7.5 mM and 10 mM.\nUpregulated mRNA expression of Kcr writer genes EP300, CITED1, and ACSS2, and downregulated mRNA expression of Kcr eraser genes HDAC2, HDAC3, SIRT1, and SIRT3 at all concentrations.
Upregulated mRNA expression of Kcr reader genes DPF2, CDYL, MLLT3, and YEATS2 at 2.5 mM and 5 mM, with most significant effects at 5 mM.

Cell Cycle Analysis[1]

Cell Line: bovine fibroblasts
Concentration: 2.5, 5, 7.5, 10 mM
Incubation Time: 4 h, 8 h, 12 h
Result: Significantly reduced G0/G1 phase cell proportion (65.05% vs. control 72.84%) and increased S phase cell proportion (10.58% vs. control 7.11%) at 5 mM, decreased S phase cell proportion at 10 mM, and showed no notable effect at other concentrations after 4 h.
Increased S phase cell proportion to 8.84% and 8.37% respectively (vs. control 7.98% and 7.89% respectively), increased G2/M phase cell proportion to 15.59% and 15.16% respectively (vs. control 12.93% for both), and significantly reduced G0/G1 phase cell proportion at 5 mM and 7.5 mM after 8 h.
Increased G0/G1 phase cell proportion and decreased S and G2/M phase cell proportions at all concentrations after 12 h.

Apoptosis Analysis[1]

Cell Line: bovine fibroblasts
Concentration: 2.5, 5, 7.5, 10 mM
Incubation Time: 4 h, 8 h, 12 h
Result: Significantly reduced total apoptotic cell proportion from control 18.6% to 16% at 2.5 mM, to 12.61% at 5 mM, to 13.18% at 7.5 mM, and to 13.6% at 10 mM after 4 h.
Significantly reduced total apoptotic cell proportion from control 21.44% to 10.42% (early apoptosis reduced from 3.67% to 2.53%, late apoptosis reduced from 17.77% to 7.89%) at 5 mM, reduced total apoptotic cell proportion to 13.18% at 7.5 mM after 8 h.
Increased total apoptotic cell proportion at all concentrations after 12 h.

ELISA Assay[1]

Cell Line: bovine fibroblasts
Concentration: 5 mM
Incubation Time: 8 h
Result: Significantly increased intracellular crotonyl-CoA content compared to control.

Immunofluorescence[1]

Cell Line: bovine fibroblasts
Concentration: 5 mM
Incubation Time: 8 h
Result: Significantly increased overall pan-Kcr fluorescence intensity and specifically increased H3K9cr fluorescence intensity compared to control.
Molecular Weight

186.03

Formula

C5Na2O5

CAS No.
Appearance

Solid

Color

Light yellow to yellow

SMILES

O=C1C(C(O[Na])=C(C1=O)O[Na])=O

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Store at room temperature, keep dry and cool

In solvent -80°C 1 year
-20°C 6 months
Solvent & Solubility
In Vitro: 

H2O : 50 mg/mL (268.77 mM; ultrasonic and warming and heat to 60°C)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 5.3755 mL 26.8774 mL 53.7548 mL
5 mM 1.0751 mL 5.3755 mL 10.7510 mL
View the 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, 1 year; -20°C, 6 months. When stored at -80°C, please use it within 1 year. When stored at -20°C, please use it within 6 months.

* 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.

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In Vivo Dissolution Calculator
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This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.
The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only.If necessary, please contact MedChemExpress (MCE).
Purity & Documentation

Purity: 99.98%

References

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, 1 year; -20°C, 6 months. When stored at -80°C, please use it within 1 year. When stored at -20°C, please use it within 6 months.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
H2O 1 mM 5.3755 mL 26.8774 mL 53.7548 mL 134.3869 mL
5 mM 1.0751 mL 5.3755 mL 10.7510 mL 26.8774 mL
10 mM 0.5375 mL 2.6877 mL 5.3755 mL 13.4387 mL
15 mM 0.3584 mL 1.7918 mL 3.5837 mL 8.9591 mL
20 mM 0.2688 mL 1.3439 mL 2.6877 mL 6.7193 mL
25 mM 0.2150 mL 1.0751 mL 2.1502 mL 5.3755 mL
30 mM 0.1792 mL 0.8959 mL 1.7918 mL 4.4796 mL
40 mM 0.1344 mL 0.6719 mL 1.3439 mL 3.3597 mL
50 mM 0.1075 mL 0.5375 mL 1.0751 mL 2.6877 mL
60 mM 0.0896 mL 0.4480 mL 0.8959 mL 2.2398 mL
80 mM 0.0672 mL 0.3360 mL 0.6719 mL 1.6798 mL
100 mM 0.0538 mL 0.2688 mL 0.5375 mL 1.3439 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.

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Croconic acid disodium
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