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Chromomycin A3

(Synonyms: 色霉素A3,Aburamycin B, CMA3, NSC 58514) 目录号 : GC43266

A fluorescent probe and antitumor agent

Chromomycin A3 Chemical Structure

Cas No.:7059-24-7

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1mg
¥840.00
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5mg
¥2,062.00
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Sample solution is provided at 25 µL, 10mM.

Description

Chromomycin A3 is an anthraquinone antibiotic and antitumor agent isolated from S. griseus that is used as a fluorescent probe for DNA with excitation/emission spectra of 445/575 nm.[1],[2] Its DNA binding is specific to two or more contiguous GC base pairs, which makes it suitable for characterizing heterochromatin in plants with species-specific AT:GC ratios.[2],[3] Chromomycin A3 is cytotoxic against non-small cell lung cancer and cervical cancer in vitro (IC50s = 1, 42, 60, and 40 nM for HCC44, A549, ME180, and HeLa cells, respectively).[4],[5] It also inhibits oxidative stress- and DNA damage-induced neuronal injury by enhancing Sp1 and Sp3 transcription factor binding.[6]

Reference:
[1]. Crissman, H.A., and Tobey, R.A. Methods in cell biology. 33, (1990).
[2]. Van Dyke, M.W., and Dercan, P.B. Chromomycin, mithramycin, and olivomycin binding sites on heterogeneous deoxyribonucleic acid. Footprinting with (methidiumpropyl-EDTA)iron(II). Biochemistry 22(10), 2373-2377 (1983).
[3]. Schwarzacher, T. Methods in molecular biology. 1370, (2016).
[5]. Miller, S.C., Huang, R., Sakamuru, S., et al. Identification of known drugs that act as inhibitors of NF-κB signaling and their mechanism of action. Biochem. Pharmacol. 79(9), 1272-1280 (2016).
[6]. Chatterjee, S., Zaman, K., Ryu, H., et al. Sequence-selective DNA binding drugs mithramycin A and chromomycin A3 are potent inhibitors of neuronal apoptosis induced by oxidative stress and DNA damage in cortical neurons. Ann. Neurol. 49(3), 345-354 (2001).

化学性质

Cas No. 7059-24-7 SDF
别名 色霉素A3,Aburamycin B, CMA3, NSC 58514
化学名 (1S)-1-C-[(2S,3S)-7-[[4-O-acetyl-2,6-dideoxy-3-O-(2,6-dideoxy-4-O-methyl-α-D-lyxo-hexopyranosyl)-β-D-lyxo-hexopyranosyl]oxy]-3-[[O-4-O-acetyl-2,6-dideoxy-3-C-methyl-α-L-arabino-hexopyranosyl-(1→3)-O-2,6-dideoxy-β-D-arabino-hexopyranosyl-(1→3)-2,6-dideoxy-
Canonical SMILES C[C@H]1O[C@@](O[C@@H]2C[C@H](OC3=CC(C=C(C[C@]([C@H](OC)C([C@@H](O)[C@H](O)C)=O)([H])[C@H](O[C@]4([H])O[C@H](C)[C@@H](O)[C@H](O[C@]5([H])O[C@H](C)[C@@H](O)[C@H](O[C@@]6([H])C[C@@](O)(C)[C@@H](OC(C)=O)[C@H](C)O6)C5)C4)C7=O)C7=C8O)=C8C(O)=C3C)O[C@H](C)[C@@H]
分子式 C57H82O26 分子量 1183.3
溶解度 10 mg/ml in Ethyl Acetate; Soluble in DMSO; Soluble in Ethanol; 储存条件 Store at -20°C,protect from light
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 0.8451 mL 4.2255 mL 8.4509 mL
5 mM 0.169 mL 0.8451 mL 1.6902 mL
10 mM 0.0845 mL 0.4225 mL 0.8451 mL
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