HC TOXIN Chemical Properties

Boiling point:

819.2±65.0 °C(Predicted)

Density 

1.28±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO: 10 mg/ml; Methanol: 10 mg/ml

form 

lyophilized powder

pka

13.33±0.70(Predicted)

color 

Off-white to light yellow

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

HC TOXIN Usage And Synthesis

Description

HC Toxin is a cell-permeable, reversible inhibitor of histone deacetylases (HDACs) (IC₅₀ = 30 nM). Through its effects on HDACs, HC toxin has been shown to up-regulate the expression of 15-lipoxygenase-1 in colorectal cancer cells and induce fetal hemoglobin in human primary erythroid cells. HC Toxin is a cyclic tetrapeptide first isolated from H. carbonum (now C. carbonum), a pathogen of maize.

Uses

HC Toxin is an HDAC inhibitor. Cyclic tetrapeptide[1] fungal toxin selectively toxic to plants with susceptible host genotype (2)

Definition

ChEBI: A homodetic cyclic tetrapeptide made up from L-alanyl, D-alanyl, L-prolyl and 2-amino-8-oxo-9,10-epoxydecanoyl residues.

Biochem/physiol Actions

Cyclic tetrapeptide fungal toxin selectively toxic to plants with susceptible host genotype.

References

[1] G BROSCH. Inhibition of maize histone deacetylases by HC toxin, the host-selective toxin of Cochliobolus carbonum.[J]. Plant Cell, 1995, 7 11: 1941-1950. DOI: 10.1105/tpc.7.11.1941
[2] S J DARKIN-RATTRAY. Apicidin: a novel antiprotozoal agent that inhibits parasite histone deacetylase.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1996, 93 23: 13143-13147. DOI: 10.1073/pnas.93.23.13143
[3] H. KAMITANI. Expression of 15-lipoxygenase-1 is regulated by histone acetylation in human colorectal carcinoma.[J]. Carcinogenesis, 2001, 22 1 1: 187-191. DOI: 10.1093/carcin/22.1.187
[4] HUA CAO  George S. Histone deacetylase inhibitor FK228 is a potent inducer of human fetal hemoglobin[J]. American Journal of Hematology, 2006, 81 12: 981-983. DOI: 10.1002/ajh.20676
[5] WALTON J. HC-toxin.[J]. Phytochemistry, 2020, 67 14 1: 1406-1413. DOI: 10.32388/5s7act

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