2,5-dioxopyrrolidin-1-yl 3-(4-hydroxyphenyl)propanoate

• ChemBase编号: 105948
• 分子式: C13H13NO5
• 平均质量: 263.24602
• 单一同位素质量: 263.07937252
• SMILES: Oc1ccc(CCC(=O)ON2C(=O)CCC2=O)cc1
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCc1ccc(cc1)O
• InChI: InChI=1S/C13H13NO5/c15-10-4-1-9(2-5-10)3-8-13(18)19-14-11(16)6-7-12(14)17/h1-2,4-5,15H,3,6-8H2
• InChIKey: KYRUKRFVOACELK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,5-dioxopyrrolidin-1-yl 3-(4-hydroxyphenyl)propanoate
• IUPAC传统名: 2,5-dioxopyrrolidin-1-yl 3-(4-hydroxyphenyl)propanoate
• 别名: N-[(4-羟基氢化肉桂酰基)氧基]琥珀酰亚胺; N-琥珀酰亚胺 3-(4-羟基苯基)丙酸酯; Bolton-Hunter 试剂前体; Rudinger 试剂; 羟苯基丙酸 N-羟基琥珀酰亚胺酯; SHPP; 3-(4-Hydroxyphenyl)propionic acid N-hydroxysuccinimide ester; Bolton-Hunter Reagent; 3-(p-HYDROXYPHENYL) PROPIONIC ACID N-HYDROXYSUCCINIMIDE ESTER; N-[(4-Hydroxyhydrocinnamoyl)oxy]succinimide; N-Succinimidyl 3-(4-hydroxyphenyl)propionate; Bolton-Hunter reagent precursor; Rudinger reagent

登记号

• CAS号: 34071-95-9
• EC号: 251-818-1
• MDL号: MFCD00005515
• Beilstein号: 1545011
• PubChem SID: 24879981; 162092698; 24895444
• PubChem CID: 99557

理论计算性质

• Acid pKa: 9.505235
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 1.1215402
• LogD (pH = 7.4): 1.1182075
• Log P: 1.1215829
• 摩尔折射率: 64.5013 cm^3
• 极化性: 25.237562 Å^3
• 极化表面积: 83.91 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 132-133 °C(lit.); 143-145°C
• 荧光: λex 320 nm; λem 409 nm in 0.1 M Tris pH 8.8, 2 mM H2O2, peroxidase

安全信息

• 保存条件: 2-8°C
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: ~90%; ≥97.0% (C); 90%; 97%
• 级别: technical grade
• 适用性: suitable for fluorescence
• 杂质: 10% isopropyl ether
• 产品线: BioReagent
• Empirical Formula (Hill Notation): C13H13NO5

详细说明

MP Biomedicals - 02195227

Can be radioiodinated to I^1 ^2 ^5 containing acetylating agent for labeling proteins and peptides.

Sigma Aldrich - 56189

Other Notes
An intermediate for high 128I-labeling of proteins (applications for radioimmunoassay)1,2

Sigma Aldrich - H1256

Application
试剂发生放射性碘化反应后，可作为蛋白质和肽的含 125I 酰化剂。

参考文献

• Bolton, A.E. and Hunter, W.M., Biochem. J. , 133 : 529, (1973).
• Bolander, F.F., Jr., and Fellows, R.E., Biochemistry , 14 : 2938, (1975).