803626

SMPH (succinimidyl-6-((b-maleimidopropionamido)hexanoate)

• 别名: SMPH, Succinimidyl-6-(beta-maleimidopropionamido)hexanoate
• 经验公式（希尔记法）: C₁₇H₂₁N₃O₇
• CAS号: 367927-39-7
• 分子量: 379.36
• MDL號碼: MFCD01863460
• 分類程式碼代碼: 12352106
• PubChem物質ID: 329768822
• NACRES: NA.22

属性

• 化驗: ≥90%
• 品質等級: 100
• 形狀: powder
• 分子量: 379.36
• 反應適用性: reagent type: cross-linking reagent
• 儲存條件: desiccated
• 溶解度: DMSO or DMF: soluble
• 官能基: NHS ester; maleimide
• 運輸包裝: ambient
• 儲存溫度: 2-8°C
• SMILES 字串: 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 密鑰: WCMOHMXWOOBVMZ-UHFFFAOYSA-N

说明

一般說明

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.

特點和優勢

• 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.

安全信息

• 象形圖: GHS07
• 訊號詞: Warning
• 危險聲明: H315,H319,H335
• 防範說明: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 危險分類: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• 標靶器官: Respiratory system
• 儲存類別代碼: 11 - Combustible Solids
• 水污染物質分類（WGK）: WGK 3
• 閃點（°F）: Not applicable
• 閃點（°C）: Not applicable