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Sulfo-SMPB (Sulfosuccinimidyl 4-(N-maleimidophenyl)butyrate)

品牌
Sigma-Aldrich
货号
803243
包装型号
规格纯度
参考价格
2656.2 *本价格含增值税费
促销
数量
-+
产品介绍:

产品说明

一般描述

SMPB and its water-soluble analog Sulfo-SMPB are heterobifunctional crosslinkers that contain 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 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 > 7.5. For these reasons, conjugation experiments involving these crosslinkers 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: sulfo-NHS ester and maleimide
  • Reactive towards: amino and sulfhydryl groups
  • Extended chain length limits steric hindrance
  • Non-cleavable
  • Water-soluble (compare to SMPB)
  • Membrane impermeable, allowing for cell surface labeling

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C18H15N2O9SNa
分子量458.37
MDL编号MFCD00054981
PubChem化学物质编号329768792
NACRESNA.22

产品性质

形式powder
质量水平100
分子量 458.38
reaction suitabilityreagent type: cross-linking reagent
储存条件desiccated
溶解性water: soluble
运输ambient
储存温度−20℃
SMILES stringO=C1CC(S(=O)([O-])=O)C(N1OC(CCCC2=CC=C(N3C(C=CC3=O)=O)C=C2)=O)=O.[Na+]
InChI1S/C18H16N2O9S.Na/c21-14-8-9-15(22)19(14)12-6-4-11(5-7-12)2-1-3-17(24)29-20-16(23)10-13(18(20)25)30(26,27)28;/h4-9,13H,1-3,10H2,(H,26,27,28);/q;+1/p-1
InChI keyLSZBIKKARBHBPA-UHFFFAOYSA-M

安全信息

储存分类代码13 - Non Combustible Solids
WGKWGK 3
闪点(F)Not applicable
闪点(C)Not applicable

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