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Palmitic Acid Alkyne (Synonyms: Alk-14)

Catalog No.GC40292

Palmitic Acid Alkyne (Alk-C16) is an alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs.

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Palmitic Acid Alkyne Chemical Structure

Cas No.: 99208-90-9

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Sample solution is provided at 25 µL, 10mM.

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Quality Control & SDS

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Background

Protein S-palmitoylation is the post-translational acylation of proteins and serves to regulate localization, stability, and interaction with associates and substrates.[1] Palmitic acid alkyne is a form of palmitic acid with an ω-terminal alkyne. The terminal alkyne group can be used in linking reactions, known as click chemistry; this chemistry is characterized by high dependability and specificity of the azide-alkyne bioconjugation reactions. [2] [3]The use of palmitic acid alkyne and related lipids in isolating palmitoylated proteins has been described. [4] [5] [6]

Reference:
[1]. Aicart-Ramos, C., Valero, R.A., and Rodriguez-Crespo, I. Protein palmitoylation and subcellular trafficking. Biochimica et Biophysica Acta 1808, 2981-2994 (2011).
[2]. Kolb, H.C., and Sharpless, K.B. The growing impact of click chemistry on drug discovery. Drug Discov. Today 8(24), 1128-1137 (2003).
[3]. 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).
[4]. Martin, B.R., and Cravatt, B.F. Large-scale profiling of protein palmitoylation in mammalian cells. Nat. Methods 6(2), 135-138 (2009).
[5]. Yap, M.C., Kostiuk, M.A., Martin, D.D.O., et al. Rapid and selective detection of fatty acylated proteins using ω-alkynyl-fatty acids and click chemistry. Journal of Lipid Research 51, 1566-1580 (2010).
[6]. 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).

Chemical Properties

Cas No. 99208-90-9 SDF
Synonyms Alk-14
Chemical Name 15-hexadecynoic acid
Canonical SMILES C#CCCCCCCCCCCCCCC(O)=O
Formula C16H28O2 M.Wt 252.4
Solubility 20mg/mL in DMSO, 30mg/mL in DMF, 30mg/mL in ethanol Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 3.962 mL 19.8098 mL 39.6197 mL
5 mM 0.7924 mL 3.962 mL 7.9239 mL
10 mM 0.3962 mL 1.981 mL 3.962 mL
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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.

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