The Science Behind Palmitic Acid NHS Ester: Properties and Applications
Palmitic Acid N-Hydroxysuccinimide Ester (CAS 14464-31-4) is a chemical compound that bridges the gap between fatty acids and amine-containing molecules, offering a powerful tool for various scientific disciplines. Understanding its inherent properties is key to unlocking its full potential in research and industrial applications.
Chemically, Palmitic Acid N-Hydroxysuccinimide Ester is an ester formed between palmitic acid and N-hydroxysuccinimide. Palmitic acid, a saturated fatty acid with a 16-carbon chain, provides a hydrophobic character, while the N-hydroxysuccinimide group acts as an excellent leaving group, activating the carboxyl group of palmitic acid for nucleophilic substitution. This structural arrangement makes it an effective reagent for acylating amines, thiols, and alcohols, although its primary use is with amines due to the higher reactivity of the NHS ester towards these functional groups.
The compound typically presents as a white to off-white crystalline solid or powder. Its purity is a critical factor for its applications, with suppliers often specifying purity levels such as '≥98% (TLC)'. This high purity ensures that reactions proceed cleanly and yields are maximized. The solubility profile is also important; it is generally soluble in organic solvents like chloroform, ethyl acetate, and THF, which are commonly used in organic synthesis and bioconjugation reactions.
The primary application of Palmitic Acid N-Hydroxysuccinimide Ester lies in its ability to introduce the palmitoyl group onto other molecules. This is achieved through a facile reaction where the NHS ester reacts with an amine group (-NH2) on a target molecule, such as a protein, peptide, or amine-modified surface. This process, known as N-acylation, forms a stable amide bond. The advantages of using this specific ester include its good reactivity, stability under storage conditions (typically at -20°C), and the clean release of N-hydroxysuccinimide as a byproduct, which is easily removed during purification.
Researchers at NINGBO INNO PHARMCHEM CO.,LTD. utilize this compound in developing innovative solutions for biochemistry, materials science, and pharmaceuticals. Its versatility makes it an indispensable reagent for academic research and industrial scale synthesis, enabling the creation of tailored molecules for a wide range of applications, from enhanced drug delivery systems to novel functionalized materials.
Chemically, Palmitic Acid N-Hydroxysuccinimide Ester is an ester formed between palmitic acid and N-hydroxysuccinimide. Palmitic acid, a saturated fatty acid with a 16-carbon chain, provides a hydrophobic character, while the N-hydroxysuccinimide group acts as an excellent leaving group, activating the carboxyl group of palmitic acid for nucleophilic substitution. This structural arrangement makes it an effective reagent for acylating amines, thiols, and alcohols, although its primary use is with amines due to the higher reactivity of the NHS ester towards these functional groups.
The compound typically presents as a white to off-white crystalline solid or powder. Its purity is a critical factor for its applications, with suppliers often specifying purity levels such as '≥98% (TLC)'. This high purity ensures that reactions proceed cleanly and yields are maximized. The solubility profile is also important; it is generally soluble in organic solvents like chloroform, ethyl acetate, and THF, which are commonly used in organic synthesis and bioconjugation reactions.
The primary application of Palmitic Acid N-Hydroxysuccinimide Ester lies in its ability to introduce the palmitoyl group onto other molecules. This is achieved through a facile reaction where the NHS ester reacts with an amine group (-NH2) on a target molecule, such as a protein, peptide, or amine-modified surface. This process, known as N-acylation, forms a stable amide bond. The advantages of using this specific ester include its good reactivity, stability under storage conditions (typically at -20°C), and the clean release of N-hydroxysuccinimide as a byproduct, which is easily removed during purification.
Researchers at NINGBO INNO PHARMCHEM CO.,LTD. utilize this compound in developing innovative solutions for biochemistry, materials science, and pharmaceuticals. Its versatility makes it an indispensable reagent for academic research and industrial scale synthesis, enabling the creation of tailored molecules for a wide range of applications, from enhanced drug delivery systems to novel functionalized materials.
Perspectives & Insights
Molecule Vision 7
“The compound typically presents as a white to off-white crystalline solid or powder.”
Alpha Origin 24
“Its purity is a critical factor for its applications, with suppliers often specifying purity levels such as '≥98% (TLC)'.”
Future Analyst X
“The solubility profile is also important; it is generally soluble in organic solvents like chloroform, ethyl acetate, and THF, which are commonly used in organic synthesis and bioconjugation reactions.”