Oleic Acid Alkyne

目录号: GC41646纯度: >95.00%同义词: Click Tag™ Oleic Acid Alkyne
Oleic acid containing an ω-terminal alkyne

Oleic Acid Alkyne
Cas No.: 151333-45-8
规格价格库存数量操作
1mg¥5,277.00现货
1
5mg¥21,877.00现货
1
100μg¥847.00现货
1
500μg¥3,449.00现货
1

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产品描述 Description

Oleic acid is a monounsaturated fatty acid and is one of the major components of membrane phospholipids. Oleic acid contributes about 17% of the total fatty acids esterified to phosphatidylcholine, the major phospholipid class in porcine platelets.[1] Oleic acid inhibits collagen-stimulated platelet aggregation by approximately 90% when used at a concentration of 10 µg/ml. [1] fMLF-induced neutrophil aggregation and degranulation is inhibited by 55% and 68%, respectively, using 5 µM oleic acid. This inhibition is comparable to that observed using arachidonic acid under the same conditions. [2] Oleic acid, whether applied extracellularly (EC50 = ~60 µM) to human platelets or released from membrane phospholipids, causes an increase in intracellular calcium levels. [3] Oleic acid alkyne is a form of oleic acid with an ω-terminal alkyne. The terminal alkyne group can be used in click chemistry linking reactions, to tag oleic acid with fluorescent or biotinylated labels for analysis of its metabolism and biological activity.[4] [5] [6][7]

Reference:
[1]. Wahle, K.W., and Peacock, L.I. Effects of isomeric cis and trans eighteen carbon monounsaturated fatty acids on porcine platelet function. Biochim. Biophys. Acta 1301(1-2), 141-149 (1996).
[2]. Naccache, P.H., Moiski, T.F., Volpi, M., et al. Modulation of rabbit neutrophil aggregation and degranulation by free fatty acids. J. Leukoc. Biol. 36(3), 333-340 (1984).
[3]. Siafaka-Kapadai, A., Hanahan, D.J., and Javors, M.A. Oleic acid-induced Ca2+ mobilization in human platelets: Is oleic acid an intracellular messenger? J. Lipid Mediat. Cell Signal 15(3), 215-232 (1997).
[4]. Kolb, H.C., and Sharpless, K.B. The growing impact of click chemistry on drug discovery. Drug Discov. Today 8(24), 1128-1137 (2003).
[5]. Lutz, J.F., and Zarafshani, Z. Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide-alkyne "click" chemistry. Adv. Drug Deliv. Rev. 60(9), 958-970 (2008).
[6]. Vila, A., Tallman, K.A., Jacobs, A.T., et al. Identification of protein targets of 4-hydroxynonenal using click chemistry for ex vivo biotinylation of azido and alkynyl derivatives. Chemical Research in Toxicology 21(2), 432-444 (2008).
[7]. Jiang, H., Khan, S., Wang, Y., et al. SIRT6 regulates TNF-α secretion through hydrolysis of long-chain fatty acyl lysine. Nature 496, 110-113 (2013).

产品文档 Product Documents

Purity:>95.00%

化学性质Chemical Properties

CAS 号
151333-45-8
同义词
Click Tag™ Oleic Acid Alkyne
化学名
(9Z)-9-octadecen-17-ynoic acid
SMILES
C#CCCCCCC/C=C\CCCCCCCC(O)=O
分子式
C18H30O2
分子量
278.4 g/mol
溶解性
100mg/mL in DMSO, 100mg/mL in DMF, Miscible in ethanol
保存条件
Store at -20°C, protect from light
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°C,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。

计算工具摩尔浓度 / 稀释 / 分子量 / 单位换算 / 体内配方 / 溶解度

g/mol