CAS 14464-31-4

Palmitic acid N-hydroxysuccinimide

Description:

Palmitic acid N-hydroxysuccinimide, with the CAS number 14464-31-4, is a chemical compound that combines palmitic acid, a saturated fatty acid, with N-hydroxysuccinimide (NHS), a cyclic compound commonly used in bioconjugation and protein labeling. This substance typically appears as a white to off-white solid and is soluble in organic solvents, while its solubility in water is limited. The NHS moiety enhances the reactivity of the carboxylic acid group of palmitic acid, facilitating the formation of stable amide bonds with amine-containing compounds. This characteristic makes it valuable in biochemical applications, particularly in the modification of proteins and peptides. The compound is often utilized in drug delivery systems and in the development of biomaterials due to its ability to improve the stability and efficacy of therapeutic agents. Additionally, palmitic acid is known for its role in cellular processes and membrane structure, making this derivative significant in both chemical and biological research contexts.

Formula: C₂₀H₃₅NO₄

InChI: InChI=1S/C20H35NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-20(24)25-21-18(22)16-17-19(21)23/h2-17H2,1H3

InChI key: InChIKey=OTNHQVHEZCBZQU-UHFFFAOYSA-N

SMILES: O(C(CCCCCCCCCCCCCCC)=O)N1C(=O)CCC1=O

Synonyms:

• 1-(Hexadecanoyloxy)Pyrrolidine-2,5-Dione
• 1-Palmitoyl-N-hydroxysuccinimide
• 2,5-Dioxopyrrolidin-1-yl palmitate
• 2,5-Pyrrolidinedione, 1-[(1-oxohexadecyl)oxy]-
• Hexadecanoic acid N-hydroxysuccinimide ester
• Hexadecanoic acid, 2,5-dioxo-1-pyrrolidinyl ester
• N-(Palmitoyloxy)succinimide
• N-Hydroxysuccinimide palmitate
• Palmitic acid N-hydroxysuccinimide
• Palmitic acid N-hydroxysuccinimide ester
• Palmitic acid N-hydroxysuccinimidyl ester
• Palmitic acid NHS ester
• Palmitic acid succinimide ester
• Palmitic acid succinimidyl ester
• Succinimide, N-(palmitoyloxy)-

2,5-Dioxopyrrolidin-1-yl palmitate

CAS: 14464-31-4

2,5-Dioxopyrrolidin-1-yl palmitate

Purity: 98%

Molecular weight: 353.50g/mol

Ref: 54-OR96527

N-Succinimidyl Palmitate

CAS: 14464-31-4

Formula: C₂₀H₃₅NO₄

Purity: >95.0%(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 353.50

Ref: 3B-P3221

N-Succinimidyl Palmitate

Controlled Product

CAS: 14464-31-4

Stability Moisture Sensitive; Store in Freezer, Hygroscopic
Applications N-hydroxysuccinimide ester of palmitic acid. Esters of N-hydroxysuccinimide have been used for the preparation of N-acylamino acids, aminoacyl-tRNA, coenzyme A, thioglycolic acid, ceramides, etc.
References Lapidot, Y., et al.: J. Lipid Res., 8, 142 (1967); Lapidot, Y., et al.: Biochim. Biophys. Acta, 145, 292 (1967); Al-Arif, A., et al.: J. Lipid Res., 10, 344 (1969); Ong, D.E., and Brady, R.N., J. Lipid Res., 13, 819 (1972)

Formula: C₂₀H₃₅NO₄

Color and Shape: Neat

Molecular weight: 353.50

Ref: TR-S691400

N-Succinimidyl palmitate

CAS: 14464-31-4

N-Succinimidyl palmitate is a fatty acid ester that is used to incorporate fatty acids into proteins. It has been shown to cause cardiac hypertrophy in rats, which may be due to its ability to bind and take up free fatty acids from the blood. N-Succinimidyl palmitate can also be used as a crosslinker in chemical analyses and for the synthesis of analogs. It is soluble in organic solvents such as hydrochloric acid and can be used for lysine residues on proteins. The molecule also has an acidic pH, which may limit its use in cell culture.

Formula: C₂₀H₃₅NO₄

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 353.5 g/mol

Ref: 3D-FS27905

2,5-DIOXOPYRROLIDIN-1-YL PALMITATE

CAS: 14464-31-4

Formula: C₂₀H₃₅NO₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 353.503

Ref: 10-F530742

N-Succinimidyl Palmitate-d31

Controlled Product

CAS: 14464-31-4

Formula: C₂₀H₄D₃₁NO₄

Color and Shape: Neat

Molecular weight: 384.69

Ref: TR-S691402