2,5-dioxopyrrolidin-1-yl hexadecanoate

• ChemBase编号: 102676
• 分子式: C20H35NO4
• 平均质量: 353.4962
• 单一同位素质量: 353.25660861
• SMILES: CCCCCCCCCCCCCCCC(=O)ON1C(=O)CCC1=O
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)ON1C(=O)CCC1=O
• 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
• InChIKey: OTNHQVHEZCBZQU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,5-dioxopyrrolidin-1-yl hexadecanoate
• IUPAC传统名: 2,5-dioxopyrrolidin-1-yl hexadecanoate
• 别名: N-(Palmitoyloxy)succinimide; N-Succinimidyl palmitate; Palmitic acid N-succinimidyl ester; PALMITIC ACID-N-HYDROXYSUCCINIMIDE ESTER; Palmitic acid N-hydroxysuccinimide ester; Palmitic Acid N-hydroxysuccinimide Ester; 2,5-Dioxo-1-pyrrolidinyl Ester Hexadecanoic Acid; N-Succinimidyl Palmitate

登记号

• CAS号: 14464-31-4
• MDL号: MFCD00050402
• Beilstein号: 1547411
• PubChem SID: 24898166; 162088494
• PubChem CID: 4620598

理论计算性质

• Acid pKa: 17.709124
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 5.6261683
• LogD (pH = 7.4): 5.6261683
• Log P: 5.6261683
• 摩尔折射率: 97.6374 cm^3
• 极化性: 38.89 Å^3
• 极化表面积: 63.68 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Ethyl Acetate; THF
• 外观: White Shiny Flakes
• 熔点: 87-88°C

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• 保存注意事项: Moisture Sensitive; Store in Freezer
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (TLC)
• Empirical Formula (Hill Notation): C20H35NO4

详细说明

MP Biomedicals - 02102556

Acetylating Agent

Sigma Aldrich - P1162

Application
Useful in the synthesis of hexadecanoyl derivatives of amino- and thio-compounds such as amino acids, aminoacyl-tRNA, coenzyme A, thioglycolic acid, etc.

Toronto Research Chemicals - S691400

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.

参考文献

• 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 (1967)
• Ong, D.E., and Brady, R.N., J. Lipid Res., 13, 819 (1972)