EDC 是羧基和胺反应性零长度交联剂。EDC 首先与羧基发生反应,形成胺反应性 O-酰基异脲中间体,该中间体可与氨基快速反应形成酰胺键,释放异脲副产物。中间体在水性溶液中不稳定,因此两步偶联程序依赖于 N-羟基琥珀酰亚胺 (NHS) 进行稳定。如果不与胺发生反应,将导致中间体的水解、羧基的再生和 N-取代尿素的释放。副反应是形成 N-酰脲,通常仅限于位于蛋白疏水性区域的羧基。 EDC 的特点: •反应性基团:碳二亚胺 • 反应靶标:活化羧基与氨基(伯胺)偶联 • 多种偶联策略—将 EDC 单独与靶标基团反应,或包括 NHS 或磺基-NHS,以提高反应效率或稳定活性中间体,用于后续胺类反应 • 中性键—在羧基和胺之间形成中性酰胺键 • 水溶性试剂—在水性生理缓冲液中直接加入进行反应 • 可溶性反应副产物—使用水或稀释酸洗涤即可轻松去除 • 高纯度结晶试剂—用于生成高质量、活化的衍生物 • 反应性:在 pH 值为 4.7–6.0(较优)的条件下与羧基形成活性中间体,然后中间体与伯胺发生反应 产品应用: • 偶联肽和蛋白间的羧基与氨基基团 • 偶联半抗原与免疫原性载体蛋白(如将肽连接至 KLH) • 将肽抗原固定在亲和纯化抗体上 • 生成 NHS 活化、胺反应性标记化合物 • 交联蛋白与羧基包被的微珠或表面 • 使用胺反应性 Sulfo-NHS 酯活化纳米微粒 • 通过 5' 磷酸基进行 DNA 标记 EDC is a carboxyl- and amine-reactive zero-length crosslinker. EDC reacts with a carboxyl group first and forms an amine-reactive O-acylisourea intermediate that quickly reacts with an amino group to form an amide bond with release of an isourea by-product. The intermediate is unstable in aqueous solutions and so two-step conjugation procedures rely on N-hydroxysuccinimide (NHS) for stabilization. Failure to react with an amine will result in hydrolysis of the intermediate, regeneration of the carboxyl, and release of an N-substituted urea. A side reaction is the formation of an N-acylurea, which is usually restricted to carboxyls located in hydrophobic regions of proteins. Characteristics of EDC: • Reactive group:carbodiimide • Reaction target: activates carboxyl groups to conjugate to amino groups (primary amines) • Several conjugation strategies—react EDC alone with target groups or includecarbodiimide • Reactivity: Forms active intermediate with carboxyl groups at pH 4.7–6.0 (optimum), then intermediate reacts with primary amines
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Aladdin™ EDC
Dangerous GoodsCAS number:25952-53-8 molecular formula:C8H18CIN3
overview
compound introduction
Specs
| Chinese alias | 阿拉丁™EDC | ||
| English alias | - | ||
| CAS number | 25952-53-8 | molecular formula | C8H18CIN3 |
| molecular weight | 191.70 g/mol | Exact mass | 分析标准品 |
| PSA | 28.000 Ų | logp | - |
numbering system
No numbering system information yet
physicochemical properties
No physical and chemical property information yet
Safety information
pictogram:
GHS06 , GHS08 , GHS09 , GHS05 , GHS07
Signal word:
Danger
Hazard Statement:
H315: 引起皮肤刺激 H319: 引起严重眼睛刺激 H335: 可能引起呼吸道刺激 H311: 皮肤接触有毒 H373: 通过长时间或反复暴露对器官造成损害 H302: 吞食有害 H318: 造成严重的眼睛损伤 H317: 可能引起皮肤过敏反应 H400: 对水生生物有剧毒 H410: 对水生生物有剧毒并具有长期持续影响
Statement of Preventive Measures:
P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾 P305+P351+P338: 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。 P273: 避免释放到环境中。 P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。 P302+P352: 如皮肤沾染:用水充分清洗。 P321: 特殊处理(请参阅此标签上的...)。 P405: 密闭存放 P501: 将内容物/容器处理到。。。 P264: 处理后要彻底洗手。 P260: 不要吸入灰尘/烟雾/气体/雾/蒸汽/喷雾
WGK Germany:
3
Personal protective equipment:
dust mask type N95 (US),Eyeshields,Gloves
RTECS:
FF2200000
Production methods and uses
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upstream information
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downstream information
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MSDS
Found 1 shareMSDS
25952-53-8 | N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride.pdf





