Trichostatin C
(Synonyms: 曲古抑菌素C) 目录号 : GC45080A glycosylated derivative of trichostatin A
Cas No.:68676-88-0
Sample solution is provided at 25 µL, 10mM.
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Trichostatin C is a glycosylated derivative of trichostatin A , the antifungal antibiotic that reversibly inhibits histone deacetylase. Trichostatin C is reported to be the first example of a glucopyranosyl hydroxamate identified in nature. It has been shown to induce the differentiation of a mouse erythroleukemia cell line and to increase histone H4 acetylation in B cells, though at higher concentrations than trichostatin A.
Cas No. | 68676-88-0 | SDF | |
别名 | 曲古抑菌素C | ||
Canonical SMILES | CN(C)C1=CC=C(C([C@H](C)/C=C(C)/C=C/C(NO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=O)=O)C=C1 | ||
分子式 | C23H32N2O8 | 分子量 | 464.5 |
溶解度 | DMF: soluble,DMSO: soluble,Ethanol: soluble,Methanol: soluble | 储存条件 | Store at -20°C |
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1 mg | 5 mg | 10 mg | |
1 mM | 2.1529 mL | 10.7643 mL | 21.5285 mL |
5 mM | 0.4306 mL | 2.1529 mL | 4.3057 mL |
10 mM | 0.2153 mL | 1.0764 mL | 2.1529 mL |
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2.
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Trichostatin C, a glucopyranosyl hydroxamate
J Antibiot (Tokyo) 1978 Oct;31(10):939-44.PMID:711616DOI:10.7164/antibiotics.31.939.
In addition to trichostatins A and B, a new antifungal antibiotic, Trichostatin C was isolated. The structure was shown to be a glucoside of trichostatin A by spectroscopic examinations and chemical degradations. Trichostatin C is presumably the first example of a glucopyranosyl hydroxamate from nature.
Promotion of antigen-specific antibody production in murine B cells by a moderate increase in histone acetylation
Biochem Pharmacol 1998 Nov 15;56(10):1359-64.PMID:9825735DOI:10.1016/s0006-2952(98)00183-x.
By employing the specific histone deacetylase inhibitor trichostatin A (TSA), we investigated whether histone acetylation modulates the production of antigen-specific antibodies in murine splenocytes in vitro. TSA caused a marked increase in both anti-sheep red blood cell (SRBC) and anti-trinitrophenyl (TNP) plaque-forming cell (PFC) responses in splenocytes at much lower concentrations than sodium butyrate. It also dose dependently augmented the production of anti-trinitrophenyl antibodies in splenic B cells with a concomitant, moderate increase in the level of histone H4 acetylation. Its optimal concentration for promoting the production of these antibodies was 10 nM. However, to gain such an effect on antibody production, TSA had to be added to cells before Day 2 in culture. Trichostatin C, an analog of TSA and a less potent inducer of Friend leukemia cell differentiation, also increased both the anti-trinitrophenyl PFC response and histone H4 acetylation in B cells, but at higher concentrations than TSA. TSA did not stimulate the production of lipopolysaccharide-induced polyclonal immunoglobulin M in B cells. These results suggest that a moderate increase in histone acetylation may play a significant role in promoting antigen-specific antibody production in B cells.
Modulation of growth and differentiation of human colon carcinoma cells by histone deacetylase inhibitory trichostatins
Int J Oncol 1996 Mar;8(3):431-7.PMID:21544379DOI:10.3892/ijo.8.3.431.
Histone deacetylase inhibitors such as sodium butyrate or (R)-trichostatin A {(R)-TSA; 7- [4-(dimethylamino) phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-2, 4-heptadienamide} have been reported to modulate the proliferation and differentiation of certain cell types. In this study, we analyzed the effects of these agents on KM12 human colon carcinoma (HCC) cells in culture. We found that (R)-TSA induced cell flattening, inhibited anchorage-dependent and anchorage-independent growth, increased the level of the differentiation marker carcinoembryonic antigen, and increased the expression of gelsolin, a candidate tumor suppressor, in these HCC cells. Cells treated with (R)-TSA for 3 h exhibited a high degree of histone (primarily H4) acetylation. (R)-TSA exerted these effects at concentrations in the range between 0.1 to 1 mu M that are at least 1,000 times lower than those required to achieve similar effects by n-butyrate. Trichostatin C, which exhibits some histone deacetylase inhibitory activity but not the analogs (S)-TSA or (R)- or (S)-trichostatic acid, which lack histone deacetylase inhibitory activity, also showed some growth inhibitory activity. These results indicate that histone deacetylase inhibitors may lead to suppression of the transformed phenotype and enhanced differentiation in the KM12 HCC cells.