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

产品名称：

产品介绍：

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