1-hydroxypyrrolidine-2,5-dione

• ChemBase编号: 85441
• 分子式: C4H5NO3
• 平均质量: 115.0874
• 单一同位素质量: 115.02694303
• SMILES: N1(C(=O)CCC1=O)O
• Canonical SMILES: ON1C(=O)CCC1=O
• InChI: InChI=1S/C4H5NO3/c6-3-1-2-4(7)5(3)8/h8H,1-2H2
• InChIKey: NQTADLQHYWFPDB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-hydroxypyrrolidine-2,5-dione
• IUPAC传统名: 1-hydroxypyrrolidine-2,5-dione; N-hydroxysuccinimide
• 别名: 1-羟基-2,5-吡咯烷二酮; N-羟基丁二酰亚胺; N-Hydroxy-2,5-dioxopyrrolidine; 1-Hydroxysuccinimide; NSC 74335; N-Hydroxy-2,5-pyrrolidinedione; NHS; HOSu; N-HYDROXYSUCCINIMIDE; N-Hydroxysuccinimide; 1-Hydroxypyrrolidine-2,5-dione; 1-Hydroxy-2,5-pyrrolidinedione; N-Hydroxysuccinimide; 1-hydroxypyrrolidine-2,5-dione,HOSu

登记号

• CAS号: 6066-82-6
• EC号: 228-001-3
• MDL号: MFCD00005516
• Beilstein号: 113913
• PubChem SID: 24880201; 162072557; 24847975
• PubChem CID: 80170
• Chemspider ID: 72416
• 美国药典/FDA物质标识码: MJE3791M4T
• 维基百科标题: N-Hydroxysuccinimide

理论计算性质

• Acid pKa: 7.1906595
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): -1.0053807
• LogD (pH = 7.4): -1.4119005
• Log P: -0.99665326
• 摩尔折射率: 24.046 cm^3
• 极化性: 9.46607 Å^3
• 极化表面积: 57.61 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol; Water
• 外观: Colourless solid; Off-White Solid
• 熔点: 94-99°C; 94-99°C; 95°C; 95-98 °C; 95-98 °C(lit.); 96-98°C

安全信息

• 保存条件: -20°C Freezer; Room Temperature (15-30°C), Desiccate
• 保存注意事项: Hygroscopic; Irritant/Hygroscopic/Moisture Sensitive/Store under Argon
• 德国WGK号: 3
• TSCA收录: 是
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥97.0% (T); 98%; 98+%
• 级别: purum
• Empirical Formula (Hill Notation): C4H5NO3

详细说明

MP Biomedicals - 05204265

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02102018

Crystalline
A reagent used for the synthesis of water-soluble active esters and as an additive to suppress enantiomerization during carbodiimide condensations ^[1, 2].

Sigma Aldrich - 130672

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
活化羧基以用于酰胺键的形成。
碳二亚胺法的添加剂，用于促进酰胺化1和肽偶联反应。2
包装
1 kg in poly bottle
25, 100, 250 g in poly bottle
5 g in glass bottle

Sigma Aldrich - 56480

General description
可能含 1-3% 琥珀酸和/或琥珀酸酐

Toronto Research Chemicals - H953585

Additive used in the carbodiimide method for improved amidations and peptide couplings.

参考文献

• G. W. Anderson, et al. J. Am. Chem. Soc., 1964, 86, 1839.
• F. Weygand, et al. Z. Naturforsch., 1966, 21, 426.
• Reagent for the preparation of active N-hydroxysuccinimide esters for peptide coupling with minimum racemization: J. Am. Chem. Soc., 86, 1839 (1964), or as an additive in the DCC method (see N,N'-Dicyclohexylcarbodiimide, A10973) to suppress racemization: J. Am. Chem. Soc., 89, 7151 (1967). For peptide reagents, see Appendix 6.
• For a study of the aminolysis of N-hydroxysuccinimide esters, see: J. Org. Chem., 53, 3583 (1988).