1. Cell Cycle/DNA Damage Epigenetics Apoptosis
  2. HDAC Apoptosis
  3. m-Carboxycinnamic acid bishydroxamide

m-Carboxycinnamic acid bishydroxamide  (Synonyms: CBHA)

Cat. No.: HY-W014004 Purity: 98.0%
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m-Carboxycinnamic acid bishydroxamide (CBHA) is a histone deacetylase inhibitor. m-Carboxycinnamic acid bishydroxamide modulates histone acetylation sites, alters DNA methylation and epigenetic status, increases global histone acetylation, alleviates transcription repression, and facilitates chromatin remodelling. m-Carboxycinnamic acid bishydroxamide can be used for the research of cloned embryo development and epigenetic regulation.

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

m-Carboxycinnamic acid bishydroxamide

m-Carboxycinnamic acid bishydroxamide Chemical Structure

CAS No. : 174664-65-4

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Description

m-Carboxycinnamic acid bishydroxamide (CBHA) is a histone deacetylase inhibitor. m-Carboxycinnamic acid bishydroxamide modulates histone acetylation sites, alters DNA methylation and epigenetic status, increases global histone acetylation, alleviates transcription repression, and facilitates chromatin remodelling. m-Carboxycinnamic acid bishydroxamide can be used for the research of cloned embryo development and epigenetic regulation[1][2][3].

In Vitro

m-Carboxycinnamic acid bishydroxamide (20 μM; 6 h) treatment of reconstructed androgenetic embryos improves blastocyst formation rate, supports derivation of Ca2+ES cell lines with normal karyotype, pluripotent marker expression, and altered imprinted gene expression and DNA methylation patterns relative to zygote-derived R1 ES cells[1].
m-Carboxycinnamic acid bishydroxamide (5-50 μM; 10 hr) treatment of hand-made cloned buffalo embryos significantly increases blastocyst rate to 63.77% and reduces apoptotic index to 4.36 with 10 μM, while 5 μM increases total cell number to 396.85, and 20 μM increases apoptosis[2].
m-Carboxycinnamic acid bishydroxamide (5-50 μM; 10 hr) treatment of hand-made cloned buffalo embryos increases global H3K9ac levels to IVF blastocyst levels, while 10 μM specifically reduces global H3K27me3 levels (though not to IVF levels)[2].
m-Carboxycinnamic acid bishydroxamide (10 μM; 10 hr) treatment of hand-made cloned buffalo embryos upregulates OCT-4, NANOG, and BCL-XL expression, downregulates BAX expression, and does not alter expression of p53, CASPASE3, DNMT1, DNMT3a, or HDAC1[2].
m-Carboxycinnamic acid bishydroxamide (20 μM; 10 h) treatment of mouse 1-cell cumulus cell SCNT embryos accelerates and enhances histone acetylation at H3K9, H3K18, and H4K5 sites without altering DNA methylation levels[3].
m-Carboxycinnamic acid bishydroxamide (20 μM; 10 h) treatment of mouse cumulus cell SCNT embryos significantly enhances outgrowth formation, proliferation, and Oct4-positive cell abundance in vitro[3].

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

Real Time qPCR[2]

Cell Line: hand-made cloned buffalo embryos
Concentration: 10 μM
Incubation Time: 10 h
Result: Upregulated OCT-4, NANOG, and BCL-XL expression.
Downregulated BAX expression.
Did not alter expression of p53, CASPASE3, DNMT1, DNMT3a, or HDAC1.

Cell Proliferation Assay[3]

Cell Line: mouse cumulus cell SCNT embryos
Concentration: 20 μM
Incubation Time: 10 h
Result: Significantly enhanced outgrowth formation, proliferation, and Oct4-positive cell abundance.
In Vivo

m-Carboxycinnamic acid bishydroxamide (CBHA) (20 μM; incubation; 6 hours) increases androgenetic embryo blastocyst rate to 18.1%, improves imprinted gene expression patterns in derived CaES cells, and supports chimera formation at rates up to 2.6% with multi-tissue contribution[1].
m-Carboxycinnamic acid bishydroxamide (CBHA) (1-20 μM; in vitro exposure; 10 h post-reconstruction) improves mouse SCNT embryo preimplantation and post-implantation development, increases full-term live offspring rate to 3.6-3.8%, and boosts NT-ES cell derivation efficiency to 59% by enhancing blastocyst quality, reducing apoptosis, and promoting outgrowth proliferation[3].

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

Animal Model: B6D2F1 (8-week-old female; C57BL/6J×DBA/2); 129S2/SvPasCrl (male; 129Sv); SCID Beige (6-week-old male); CD-1[1]
Dosage: 20 μM
Administration: incubation; 6 hours
Result: Increased the blastocyst rate of androgenetic embryos to 18.1%.
Enabled derived CaES cell lines to show a normal 40, XY karyotype, and express pluripotent markers (Oct4, Sox2, Nanog, SSEA-1) at levels similar to zygote-derived R1 ES cells.
Supported derived CaES cell lines to form teratomas containing all three germ layers when injected into SCID Beige mice.
Improved imprinted gene expression patterns in derived CaES cells, with paternal genes Dio3 and U2af1-rs1 and maternal gene H19 matching R1 ES cell levels.
Supported CaES-1 cells to yield a 2.6% chimera rate (11 chimeras from 421 manipulated embryos) with contribution to 9 tissues.
Supported CaES-2 cells to yield a 1.8% chimera rate (8 chimeras from 445 manipulated embryos).
Animal Model: B6D2F1 (female, 8-12 weeks old); ICR (female, 8-12 weeks old, foster)[3]
Dosage: 0.1 μM; 1 μM; 5 μM; 20 μM; 100 μM; 300 μM
Administration: in vitro exposure; 10 h post-reconstruction
Result: Increased blastocyst rates to 71.2% (1 μM) and 69.5% (20 μM) from 2-cell embryos, compared to 32.9% in untreated controls and 54.8% in TSA-treated embryos.
Increased total blastocyst cell count to 63.59 and inner cell mass (ICM) cell count to 18.14 (20 μM), compared to 46.47 and 11.73 in untreated controls.
Reduced apoptotic cell percentage to 7.1% (20 μM), compared to 13.9% in untreated controls.
Increased embryo implantation rate to >60% (1 μM, 20 μM), compared to 28% in untreated controls.
Increased embryo recovery rate at E7.5 to 30% (1 μM, 20 μM), compared to 15% in untreated controls.
Increased gastrulating embryo percentage to 87.5% (1 μM) and 82% (20 μM), compared to 60% in untreated controls.
Yielded live offspring rates of 3.7% (1 μM), 3.8% (5 μM), and 3.6% (20 μM) from transferred 2-cell embryos, compared to 0.8% in untreated controls.
Increased outgrowth formation rate to 86% and NT-ES cell derivation rate to 59% (20 μM), compared to 23% and 10% in untreated controls, respectively.
Increased outgrowth total cell count to 744.7 and Oct4-positive cell count to 74.7 at day 4 (20 μM), compared to 246.4 and 44.1 in untreated controls.
Enhanced outgrowth area expansion over days 2-4 post-plating (20 μM).
Molecular Weight

222.20

Formula

C10H10N2O4

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

O=C(C1=CC=CC(/C=C/C(NO)=O)=C1)NO

Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : 25 mg/mL (112.51 mM; Need ultrasonic and warming; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 4.5005 mL 22.5023 mL 45.0045 mL
5 mM 0.9001 mL 4.5005 mL 9.0009 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, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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Purity & Documentation

Purity: 98.0%

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, 6 months; -20°C, 1 month. 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
DMSO 1 mM 4.5005 mL 22.5023 mL 45.0045 mL 112.5113 mL
5 mM 0.9001 mL 4.5005 mL 9.0009 mL 22.5023 mL
10 mM 0.4500 mL 2.2502 mL 4.5005 mL 11.2511 mL
15 mM 0.3000 mL 1.5002 mL 3.0003 mL 7.5008 mL
20 mM 0.2250 mL 1.1251 mL 2.2502 mL 5.6256 mL
25 mM 0.1800 mL 0.9001 mL 1.8002 mL 4.5005 mL
30 mM 0.1500 mL 0.7501 mL 1.5002 mL 3.7504 mL
40 mM 0.1125 mL 0.5626 mL 1.1251 mL 2.8128 mL
50 mM 0.0900 mL 0.4500 mL 0.9001 mL 2.2502 mL
60 mM 0.0750 mL 0.3750 mL 0.7501 mL 1.8752 mL
80 mM 0.0563 mL 0.2813 mL 0.5626 mL 1.4064 mL
100 mM 0.0450 mL 0.2250 mL 0.4500 mL 1.1251 mL
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    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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m-Carboxycinnamic acid bishydroxamide
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