GLPBio

Palmitic Acid Alkyne

Catalog No.: GC40292Purity:>99.50%Synonyms: Alk-14
Palmitic Acid Alkyne is a palmitic acid with an ω-terminal alkyne and a click chemistry reagent acting as an alkyl chain-based PROTAC linker with molecules containing azide groups.

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Palmitic Acid Alkyne
Cas No.: 99208-90-9
1mgIn Stock
$105.00
1
5mgIn Stock
$280.00
1
10mgIn Stock
$420.00
1

Citations

1 publicationsPublications from researchers using this product

Description

Palmitic Acid Alkyne is a palmitic acid with an ω-terminal alkyne and a click chemistry reagent acting as an alkyl chain-based PROTAC linker with molecules containing azide groups[1]. Palmitic acid alkyne is applied in protein detection, conjugative traffic binding, imaging assistive vectors, and PROTAC linkers [2,3,4,5].

References:
[1] Honcharenko, Dmytro et al. “New Alkyne and Amine Linkers for Versatile Multiple Conjugation of Oligonucleotides.” *ACS omega* vol. 6,1 579-593. 18 Dec. 2020, doi:10.1021/acsomega.0c05075
[2] Yap, Megan C et al. “Rapid and selective detection of fatty acylated proteins using omega-alkynyl-fatty acids and click chemistry.” *Journal of lipid research* vol. 51,6 (2010): 1566-80. doi:10.1194/jlr.D002790
[3] García-Cazorla, Yolanda et al. “Conjugation inhibitors compete with palmitic acid for binding to the conjugative traffic ATPase TrwD, providing a mechanism to inhibit bacterial conjugation.” *The Journal of biological chemistry* vol. 293,43 (2018): 16923-16930. doi:10.1074/jbc.RA118.004716
[4] Paiva, Eduardo M, and Florian M Schmidt. “Ultrafast Widefield Mid-Infrared Photothermal Heterodyne Imaging.” *Analytical chemistry* vol. 94,41 (2022): 14242-14250. doi:10.1021/acs.analchem.2c02548
[5] Gao, Xinxin, and Rami N Hannoush. “A Decade of Click Chemistry in Protein Palmitoylation: Impact on Discovery and New Biology.” *Cell chemical biology*vol. 25,3 (2018): 236-246. doi:10.1016/j.chembiol.2017.12.002

Protocol

Click palmitoylation assay

1.Seed HEK293T cells, and transfect cells with plasmids (YKT6-WT BioID, YKT6-3E BioID and Wnt3A) in DMEM supplemented with 10% FBS.

2.Dissolve ω-Alkynyl palmitic acid (Palmitic Acid Alkyne) in ethanol to a final concentration of 50mM and stored at −80°C.

3.Dilute Palmitic acid alkyne to a final concentration of 100μM in DMEM supplemented with 5% FBS (fatty acid-free) sonicated for 15min at room temperature in a water bath and then allowed to precomplex for another 15min.

4.Add Palmitic acid alkyne-containing medium was added and replace partially after 24h.

5.At 72h post-transfection, lysis cells (PBS with 1% Triton x-100, 0.1% SDS, PIC), then centrifuge at 16,000g for 5min at 4°C.

6.Precipitate lysates with Wessel-Flugge Protein precipitation.

7.Dissolve the click labelling reaction [0.1mM biotin-azide, 1mM Tris(2-carboxyethyl)phosphine hydrochloride] in water

8.Incubate with 0.1mM Tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine dissolved in DMSO and 1mM CuSO4 in water by shaking for 2h at 37°C under dark conditions.

9.After the click reaction, precipitate the samples were with 10× methanol overnight at −80°C, then centrifuge and wash again with ice-cold methanol

10.Resuspend the dried pellet in 4% SDS.

11.Precipitate click-biotinylated proteins with High Capacity Neutravidin Agarose Resin .

12.Wash samples with 1% SDS and eluted, then analysis further by immunoblotting.

*This protocol only provides a guideline, and should be modified according to your specific needs

References:
1.Linnemannstöns, Karen et al. “Ykt6-dependent endosomal recycling is required for Wnt secretion in the Drosophila wing epithelium.” Development (Cambridge, England) vol. 147,15 dev185421. 14 Aug. 2020, doi:10.1242/dev.185421

Product Documents

Purity:>99.50%Appearance:A solid

Chemical Properties

CAS No.
99208-90-9
Synonyms
Alk-14
Chemical Name
15-hexadecynoic acid
SMILES
C#CCCCCCCCCCCCCCC(O)=O
Molecular Formula
C16H28O2
Molecular Weight
252.4
Solubility
20mg/mL in DMSO, 30mg/mL in DMF, 30mg/mL in ethanol
Storage
Store at -20°C
General tips
Select a suitable solvent according to the product solubility data. Once prepared, aliquot the stock solution to avoid repeated freeze-thaw cycles.
Use stock solutions within 6 months when stored at -80°C or within 1 month when stored at -20°C.
To improve solubility, warm the tube to 37°C and sonicate it for an appropriate period.
Shipping Condition
Evaluation samples are shipped with blue ice. Other available sizes are shipped at room temperature or with blue ice upon request.

CalculatorsMolarity / Dilution / Molecular Weight / Unit Conversion / In Vivo Formulation / Solubility

g/mol

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