803626

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

• 別名: SMPH, Succinimidyl-6-(beta-maleimidopropionamido)hexanoate
• 実験式（ヒル表記法）: C₁₇H₂₁N₃O₇
• CAS番号: 367927-39-7
• 分子量: 379.36
• MDL番号: MFCD01863460
• UNSPSCコード: 12352106
• PubChem Substance ID: 329768822
• NACRES: NA.22

特性

• アッセイ: ≥90%
• 品質水準: 100
• 形状: powder
• 分子量: 379.36
• 反応適合性: reagent type: cross-linking reagent
• 保管条件: desiccated
• 溶解性: DMSO or DMF: soluble
• 官能基: NHS ester; maleimide
• 輸送温度: ambient
• 保管温度: 2-8°C
• SMILES記法: 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

詳細

詳細

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.

特徴および利点

• 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.

安全性情報

• ピクトグラム: GHS07
• シグナルワード: Warning
• 危険有害性情報: H315,H319,H335
• 注意書き: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 危険有害性の分類: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• ターゲットの組織: Respiratory system
• 保管分類コード: 11 - Combustible Solids
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable