803383

LC-SMCC (succinimidyl-4-(N-maleimidomethyl)cyclohexane-1-carboxy-(6-amidocaproate))

• 実験式（ヒル表記法）: C₂₂H₂₉N₃O₇
• 分子量: 447.48
• MDL番号: MFCD01863459
• UNSPSCコード: 12352106
• PubChem Substance ID: 329768803
• NACRES: NA.22

特性

• アッセイ: ≥90%
• 品質水準: 100
• フォーム: powder
• 分子量: 447.48
• 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(CCC1=O)N1OC(CCCCCNC(C2CCC(CN3C(C=CC3=O)=O)CC2)=O)=O
• InChI: 1S/C22H29N3O7/c26-17-9-10-18(27)24(17)14-15-5-7-16(8-6-15)22(31)23-13-3-1-2-4-21(30)32-25-19(28)11-12-20(25)29/h9-10,15-16H,1-8,11-14H2,(H,23,31)
• InChI Key: IHVODYOQUSEYJJ-UHFFFAOYSA-N

詳細

詳細

LC-SMCC 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 toward: amino and sulfhydryl groups
• Long-chain variety of SMCC
• High purity, crystalline reagent can be used to create high-purity maleimide-activated derivatives
• Non-cleavable
• Water-insoluble (dissolve first in DMF or DMSO)
• Cyclohexane bridge confers added stability to the maleimide group making LC-SMCC an ideal crosslinking agent for maleimide activation of proteins. Maleimide groups are stable for 64 hours in 0.1 M sodium phosphate buffer, pH 7 at 4°C.

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

• 保管分類コード: 11 - Combustible Solids
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable