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Docosahexaenoic Acid Alkyne

(Synonyms: Click Tag™ DHA Alkyne) 目录号 : GC40858

An ω-alkyne derivative of docosahexaenoic acid

Docosahexaenoic Acid Alkyne Chemical Structure

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100μg
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Sample solution is provided at 25 µL, 10mM.

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产品描述

Docosahexaenoic acid alkyne is an ω-alkyne derivative of docosahexaenoic acid . The ω-alkyne moiety allows Cu(I)-catalyzed cycloaddition chemistry with molecules containing an azide group. [1] [2] Alternatively, this modified lipid can be used to synthesize other alkyne-containing products, such as glycerophospholipids, for click chemistry. [3] ω-Alkyne lipid derivatives, such as docosahexaenoic acid alkyne, can also be used to track fatty acid metabolism in cells via click chemistry linkage to fluorophores.[4]

Reference:
[1]. Gaebler, A., Penno, A., Kuerschner, L., et al. A highly sensitive protocol for microscopy of alkyne lipids and fluorescently tagged or immunostained proteins. J. Lipid. Res. 57(10), 1934-1947 (2016).
[2]. Grammel, M., and Hang, H.C. Chemical reporters for biological discovery. Nat. Chem. Biol. 9(8), 475-484 (2013).
[3]. Milne, S.B., Tallman, K.A., Serwa, R., et al. Capture and release of alkyne-derivatized glycerophospholipids using cobalt chemistry. Nat. Chem. Biol. 6(3), 205-207 (2010).
[4]. Thiele, C., Papan, C., Hoelper, D., et al. Tracing fatty acid metabolism by click chemistry. ACS Chem Biol. 7(12), 2004-2011 (2012).

Chemical Properties

Cas No. SDF
别名 Click Tag™ DHA Alkyne
化学名 4Z,7Z,10Z,13Z,16Z,19Z-docosahexaen-21-ynoic acid
Canonical SMILES C#C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(O)=O
分子式 C22H28O2 分子量 324.5
溶解度 50mg/mL in DMSO, 50mg/mL in DMF, 50mg/mL in ethanol 储存条件 Store at -20°C
General tips 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 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。
Shipping Condition 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。

溶解性数据

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1 mg 5 mg 10 mg
1 mM 3.0817 mL 15.4083 mL 30.8166 mL
5 mM 0.6163 mL 3.0817 mL 6.1633 mL
10 mM 0.3082 mL 1.5408 mL 3.0817 mL
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