产品说明
一般描述
SMPH is a heterobifunctional crosslinker with N-hydroxysuccinimide (NHS) ester and maleimide groups that allow covalent conjugation of amine- and sulfhydryl-containing molecules. NHS esters react with primary amines at pH 7-9 to form amide bonds, while the maleimides react with sulfhydryl groups at pH 6.5-7.5 to form stable thioether bonds. In aqueous solutions, hydrolytic degradation of the NHS ester is a competing reaction whose rate increases with pH. The maleimide group is more stable than the NHS-ester group but will slowly hydrolyze and also lose its reaction specificity for sulfhydryls at pH values greater than 7.5. For these reasons, conjugation experiments involving this type of heterobifunctional crosslinker are usually performed at pH 7.2-7.5, with the NHS-ester (amine-targeted) reaction being accomplished before or simultaneous with the maleimide (sulfhydryl-targeted) reaction.
特点和优势
- Reactive groups: NHS ester and maleimide
- Reactive towards: amino and sulfhydryl groups
- Slightly longer and more soluble than SMPB
- NHS ester reacts with primary amines at pH 7-9, forming a stable amide bond
- Maleimide reacts with -SH groups at pH 6.5-7.5, forming a stable thioether bond
- Non-cleavable
- Water-insoluble (dissolve first in DMF or DMSO)
注意
This product is sensitive to moisture. The vial is packaged in a resealable bag with a desiccant to reduce exposure to moisture. After cold storage, equilibrate the vial to room temperature before opening to reduce condensation inside the vial. Make fresh solutions. Storage of stock solutions is not recommended. After use, return the vial to the resealable bag. Close the bag and store the product at the recommended temperature.
基本信息
| 经验(实验)分子式 | C17H21N3O7 |
| 分子量 | 379.36 |
| MDL编号 | MFCD01863460 |
| PubChem化学物质编号 | 329768822 |
产品性质
| 质量水平 | 100 |
| 测定 | ≥90% |
| 形式 | powder |
| 分子量 | 379.36 |
| reaction suitability | reagent type: cross-linking reagent |
| 储存条件 | desiccated |
| 溶解性 | DMSO or DMF: soluble |
| 运输 | ambient |
| 储存温度 | 2-8℃ |
| SMILES string | O=C(CCCCCNC(CCN1C(C=CC1=O)=O)=O)ON2C(CCC2=O)=O |
| InChI | 1S/C17H21N3O7/c21-12(9-11-19-13(22)5-6-14(19)23)18-10-3-1-2-4-17(26)27-20-15(24)7-8-16(20)25/h5-6H,1-4,7-11H2,(H,18,21) |
| InChI key | WCMOHMXWOOBVMZ-UHFFFAOYSA-N |
安全信息
| 象形图 |  |
| 警示用语： | Warning |
| 危险声明 | H315 - H319 - H335 |
| 预防措施声明 | P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338 |
| 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 |
