L-Chicoric Acid(Synonyms: L-菊苣酸; (-)-Chicoric acid; trans-Caffeoyltartaric acid)

天然产物 天然产物苯丙素类 Phenylpropanoids

L-Chicoric Acid (Synonyms: L-菊苣酸; (-)-Chicoric acid; trans-Caffeoyltartaric acid) 纯度: 99.98%

L-Chicoric Acid ((-)-Chicoric acid) 是一种二咖啡酰酒石酸,是一种有效的,选择性的和可逆的 HIV-1 整合酶 (HIV-1 integrase) 抑制剂,IC50 约为 100 nM。L-Chicoric Acid 还可抑制组织培养物中的 HIV-1 的复制。

L-Chicoric Acid(Synonyms: L-菊苣酸; (-)-Chicoric acid;  trans-Caffeoyltartaric acid)

L-Chicoric Acid Chemical Structure

CAS No. : 70831-56-0

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生物活性

L-Chicoric Acid ((-)-Chicoric acid) is a dicaffeoyltartaric acid and a potent, selective and reversible HIV-1 integrase inhibitor with an IC50 of ~100 nM. L-Chicoric Acid inhibits HIV-1 replication in tissue culture[1][2][3].

IC50 & Target

IC50: ~100 nM (HIV-1 integrase)[1][2]
HIV-1[2]

体外研究
(In Vitro)

L-Chicoric Acid inhibits integration at concentrations from 500 nM to 10 μM but also inhibits entry at concentrations above 1 μM. L-Chicoric Acid clearly affects viral entry at concentrations of 5 μM and higher. L-Chicoric Acid also inhibits integration as indicated both by an increased ratio of two LTR circle DNA to cDNA and an accompanying decrease in integrated provirus. The EC50 of L-Chicoric Acid against HIV is approximately 500 nM, a concentration that does not inhibit HIV entry in H9 cells[1].
The ED50 of L-Chicoric Acid against HIVNL4-3 control virus is 400 nM, while HIVNL4-3 passaged in the presence of 8 μM L-Chicoric Acid is completely resistant to the compound[2].

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

分子量

474.37

Formula

C22H18O12

CAS 号

70831-56-0

中文名称

L-菊苣酸

运输条件

Room temperature in continental US; may vary elsewhere.

储存方式

-20°C, stored under nitrogen

*In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)

溶解性数据
In Vitro: 

DMSO : 100 mg/mL (210.81 mM; Need ultrasonic)

配制储备液
浓度 溶剂体积 质量 1 mg 5 mg 10 mg
1 mM 2.1081 mL 10.5403 mL 21.0806 mL
5 mM 0.4216 mL 2.1081 mL 4.2161 mL
10 mM 0.2108 mL 1.0540 mL 2.1081 mL

*

请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效
储备液的保存方式和期限:-80°C, 6 months; -20°C, 1 month (stored under nitrogen)。-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。

In Vivo:

请根据您的实验动物和给药方式选择适当的溶解方案。以下溶解方案都请先按照 In Vitro 方式配制澄清的储备液,再依次添加助溶剂:

——为保证实验结果的可靠性,澄清的储备液可以根据储存条件,适当保存;体内实验的工作液,建议您现用现配,当天使用; 以下溶剂前显示的百
分比是指该溶剂在您配制终溶液中的体积占比;如在配制过程中出现沉淀、析出现象,可以通过加热和/或超声的方式助溶

  • 1.

    请依序添加每种溶剂: 10% DMSO    40% PEG300    5% Tween-80    45% saline

    Solubility: ≥ 2.5 mg/mL (5.27 mM); Clear solution

    此方案可获得 ≥ 2.5 mg/mL (5.27 mM,饱和度未知) 的澄清溶液。

    以 1 mL 工作液为例,取 100 μL 25.0 mg/mL 的澄清 DMSO 储备液加到 400 μL PEG300 中,混合均匀;向上述体系中加入50 μL Tween-80,混合均匀;然后继续加入 450 μL生理盐水定容至 1 mL。

    将 0.9 g 氯化钠,完全溶解于 100 mL ddH₂O 中,得到澄清透明的生理盐水溶液

  • 2.

    请依序添加每种溶剂: 10% DMSO    90% (20% SBE-β-CD in saline)

    Solubility: ≥ 2.5 mg/mL (5.27 mM); Clear solution

    此方案可获得 ≥ 2.5 mg/mL (5.27 mM,饱和度未知) 的澄清溶液。

    以 1 mL 工作液为例,取 100 μL 25.0 mg/mL 的澄清 DMSO 储备液加到 900 μL 20% 的 SBE-β-CD 生理盐水水溶液中,混合均匀。

    将 2 g 磺丁基醚 β-环糊精加入 5 mL 生理盐水中,再用生理盐水定容至 10 mL,完全溶解,澄清透明
  • 3.

    请依序添加每种溶剂: 10% DMSO    90% corn oil

    Solubility: ≥ 2.5 mg/mL (5.27 mM); Clear solution

    此方案可获得 ≥ 2.5 mg/mL (5.27 mM,饱和度未知) 的澄清溶液,此方案不适用于实验周期在半个月以上的实验。

    以 1 mL 工作液为例,取 100 μL 25.0 mg/mL 的澄清 DMSO 储备液加到 900 μL玉米油中,混合均匀。

*以上所有助溶剂都可在 MCE 网站选购。
参考文献
  • [1]. Reinke RA, et al. L-chicoric acid inhibits human immunodeficiency virus type 1 integration in vivo and is a noncompetitive but reversible inhibitor of HIV-1 integrase in vitro. Virology. 2004 Sep 1;326(2):203-19.

    [2]. King PJ, et al. Resistance to the anti-human immunodeficiency virus type 1 compound L-chicoric acid results from a single mutation at amino acid 140 of integrase. J Virol. 1998 Oct;72(10):8420-4.

    [3]. Robinson WE Jr. L-chicoric acid, an inhibitor of human immunodeficiency virus type 1 (HIV-1) integrase, improves on the in vitro anti-HIV-1 effect of a protease inhibitor (AG1350). Antiviral Res. 1998 Aug;39(2):101-11.