900400P
Avanti
Palmitic acid (15-yne)
Avanti Polar Lipids 900400P, powder
Synonym(s):
15-hexadecynoic acid
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About This Item
Empirical Formula (Hill Notation):
C16H28O2
CAS Number:
Molecular Weight:
252.39
UNSPSC Code:
12352211
NACRES:
NA.25
Recommended Products
form
powder
packaging
pkg of 1 × 1 mg (900400P-1mg)
pkg of 1 × 5 mg (900400P-5mg)
manufacturer/tradename
Avanti Polar Lipids 900400P
lipid type
click reagents
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC(CCCCCCCCCCCCCC#C)=O
InChI
1S/C16H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h1H,3-15H2,(H,17,18)
InChI key
PUZGUNYANHPRKM-UHFFFAOYSA-N
Application
Palmitic acid (15-yne) has been used as a component of fatty acid probe stock solution for the optimization of Alk-C16 incorporation onto cellular proteins. It is also suitable for metabolic labeling.
Biochem/physiol Actions
Alkynyl palmitic acid (aPA) is a modified palmitic acid with an ω-terminal alkyne. The terminal alkyne group can be used in a highly specific linking reaction with azide-containing reagents, known as ‘click chemistry′. The click chemistry reactions are rapid, convenient, versatile and regiospecific. They are easy to purify. aPA can be used for isolating palmitoylated proteins.
Packaging
5 mL Amber Glass Screw Cap Vial (900400P-1mg)
5 mL Amber Glass Screw Cap Vial (900400P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
Certificates of Analysis (COA)
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Christopher D Hein et al.
Pharmaceutical research, 25(10), 2216-2230 (2008-05-30)
Click chemistry refers to a group of reactions that are fast, simple to use, easy to purify, versatile, regiospecific, and give high product yields. While there are a number of reactions that fulfill the criteria, the Huisgen 1,3-dipolar cycloaddition of
Stephen B Milne et al.
Nature chemical biology, 6(3), 205-207 (2010-01-26)
Alkyne-modified phospholipids can be unambiguously identified and differentiated from native species in complex mixtures by formation of dicobalthexacarbonyl complexes. This reaction is specific for alkynes and is unaffected by other glycerophospholipid-related moieties. Enrichment of cells with alkyne-derivatized fatty acids or
Xinxin Gao et al.
FEBS letters, 585(15), 2501-2506 (2011-07-12)
Palmitoylation of the Wnt and Hedgehog proteins is critical for maintaining their physiological functions. To date, there are no reported studies that characterize the cellular distribution of the palmitoylated forms of these proteins. Here, we describe the subcellular localization of
Christoph Thiele et al.
ACS chemical biology, 7(12), 2004-2011 (2012-09-25)
Fatty acids are abundant constituents of all biological systems, and their metabolism is important for normal function at all levels of an organism. Aberrations in fatty acid metabolism are associated with pathological states and have become a focus of current
Megan C Yap et al.
Journal of lipid research, 51(6), 1566-1580 (2009-12-24)
Progress in understanding the biology of protein fatty acylation has been impeded by the lack of rapid direct detection and identification methods. We first report that a synthetic omega-alkynyl-palmitate analog can be readily and specifically incorporated into GAPDH or mitochondrial
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