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1-Alaninechlamydocin Sale

目录号 : GC41984

An HDAC inhibitor

1-Alaninechlamydocin Chemical Structure

Cas No.:141446-96-0

规格 价格 库存 购买数量
500μg
¥2,723.00
现货
2.5mg
¥12,266.00
现货

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Sample solution is provided at 25 µL, 10mM.

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产品描述

1-Alaninechalmydocin is a fungal metabolite originally isolated from a Great Lakes-derived Tolypocladium sp. and an inhibitor of histone deacetylases (HDACs). It reduces total HDAC activity in HeLa cell lysates in a concentration-dependent manner. 1-Alaninechlamydocin reduces proliferation of MIA PaCa-2, PANC-1, and hTERT-HPNE cells (GI50s = 5.3, 14, and 2.0 nM, respectively).

Chemical Properties

Cas No. 141446-96-0 SDF
Canonical SMILES O=C(N[C@@H](CCCCCC([C@@H]1CO1)=O)C(N[C@H]2C)=O)[C@]3([H])N(CCC3)C([C@H](CC4=CC=CC=C4)NC2=O)=O
分子式 C27H36N4O6 分子量 512.6
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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溶解性数据

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1 mM 1.9508 mL 9.7542 mL 19.5084 mL
5 mM 0.3902 mL 1.9508 mL 3.9017 mL
10 mM 0.1951 mL 0.9754 mL 1.9508 mL
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Research Update

A potent HDAC inhibitor, 1-Alaninechlamydocin, from a Tolypocladium sp. induces G2/M cell cycle arrest and apoptosis in MIA PaCa-2 cells

J Nat Prod 2014 Jul 25;77(7):1753-7.PMID:24999749DOI:PMC4113265

The cyclic tetrapeptide 1-Alaninechlamydocin was purified from a Great Lakes-derived fungal isolate identified as a Tolypocladium sp. Although the planar structure was previously described, a detailed analysis of its spectroscopic data and biological activity are reported here for the first time. Its absolute configuration was determined using a combination of spectroscopic ((1)H-(1)H ROESY, ECD, and X-ray diffraction) and chemical (Marfey's analysis) methods. 1-Alaninechlamydocin showed potent antiproliferative/cytotoxic activities in a human pancreatic cancer cell line (MIA PaCa-2) at low-nanomolar concentrations (GI50 5.3 nM, TGI 8.8 nM, LC50 22 nM). Further analysis revealed that 1-Alaninechlamydocin induced G2/M cell cycle arrest and apoptosis. Similar to other cyclic epoxytetrapeptides, the inhibitory effects of 1-Alaninechlamydocin are proposed to be produced primarily via inhibition of histone deacetylase (HDAC) activity.