N7009
2-硝基-5-氰硫基苯甲酸
≥98% (HPLC)
别名:
2-硝基-5-硫氰基苯甲酸, NTCB
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关于此项目
线性分子式:
O2NC6H3(SCN)CO2H
CAS Number:
分子量:
224.19
Beilstein:
2124001
EC 号:
MDL编号:
UNSPSC代码:
12352209
PubChem化学物质编号:
NACRES:
NA.26
Product Name
2-硝基-5-氰硫基苯甲酸, powder
方案
≥98% (HPLC)
质量水平
表单
powder
颜色
yellow
mp
156-157 °C (lit.)
储存温度
2-8°C
SMILES字符串
OC(=O)c1cc(SC#N)ccc1[N+]([O-])=O
InChI
1S/C8H4N2O4S/c9-4-15-5-1-2-7(10(13)14)6(3-5)8(11)12/h1-3H,(H,11,12)
InChI key
NQUNIMFHIWQQGJ-UHFFFAOYSA-N
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相关类别
应用
- 利用2-硝基-5-硫氰酸进行蛋白质中的半胱氨酸至脱氢丙氨酸的位点特异性转化：该研究展示了如何在蛋白质工程中使用2-硝基-5-硫氰酸对半胱氨酸残基进行修饰，这对于开发治疗性蛋白质和理解蛋白质结构-功能关系至关重要（Qiao et al., 2021）。
- 通过有限蛋白水解和质谱法获得搔痒朊病毒蛋白结构约束：强调了2-硝基-5-硫氰酸对朊病毒蛋白研究的效用，为蛋白质错误折叠疾病提供了启示，有助于推出新的治疗方法（Sajnani et al., 2008）。
- 利用放射性亲和标记和半胱氨酸取代接近性方法将人还原性叶酸载体的底物结合域定位到跨膜结构域11：在生化分析中利用2-硝基-5-硫氰酸对转运蛋白的理解，这是药物传递和靶向所必需的（Hou et al., 2005）。
- 一种利用氰基化反应制备生物活性重组肽的新方法：介绍了一种利用2-硝基-5-硫氰酸对多肽进行合成的方法，有利于多肽类药物的开发（Koyama et al., 1994）。
生化/生理作用
2-硝基-5-氰硫基苯甲酸（NTCB）常用于在半胱氨酸残基处氰化和切割蛋白质。
包装
无底玻璃瓶。内含物在插入的融合锥体内。
警示用语：
Warning
危险声明
危险分类
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
J Bubis et al.
Archives of biochemistry and biophysics, 395(2), 146-157 (2001-11-08)
Modification of transducin (T) with iodoacetic acid (IAA) inhibited its light-dependent guanine nucleotide-binding activity. Approximately 1 mol of [(3)H]IAA was incorporated per mole of T. Cys(347), located on the alpha-subunit of T (T(alpha)), was identified as the major labeled residue
Z Xie et al.
Journal of neurochemistry, 93(4), 1038-1046 (2005-04-29)
Apolipoprotein J (apoJ; also known as clusterin and sulfated glycoprotein (SGP)-2) is associated with senile plaques in degenerating regions of Alzheimer's disease brains, where activated microglia are also prominent. We show a functional link between apoJ and activated microglia by
N Tanaka et al.
Biochemistry, 40(20), 5914-5920 (2001-05-16)
We investigated the pressure effect on the conformation of beta-amylase by monitoring the chemical reaction of the unpaired cysteine. Sweet potato beta-amylase is composed of four identical subunits, each of which contains six cysteine residues. These residues are inert to
Hsin-Yao Tang et al.
Analytical biochemistry, 334(1), 48-61 (2004-10-07)
The reagent 2-nitro-5-thiocyanatobenzoic acid (NTCB) is commonly used to cyanylate and cleave proteins at cysteine residues, but this two-step reaction requires lengthy incubations and produces highly incomplete cleavages. In previous reports, incomplete cleavage was attributed to a competing beta-elimination reaction
R Daniel et al.
The Journal of biological chemistry, 272(43), 26934-26939 (1997-10-27)
Escherichia coli dihydroorotase contains six cysteines/subunit, which are potential ligands of structural and catalytic zinc metals at protein sites of the enzyme. Specific thiol reagents modify, in nondenaturing conditions only, two of these cysteines; these two residues are thought to
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