所有图片(1)
About This Item
经验公式（希尔记法）:
C14H13O9SN2Na
分子量:
408.32
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.22
推荐产品
表单
powder
分子量
410.33
反应适用性
reagent type: cross-linking reagent
储存条件
desiccated
溶解性
water: soluble
官能团
maleimide
运输
ambient
储存温度
2-8°C
SMILES字符串
O=C1CC(S(=O)([O-])=O)C(N1OC(CCCCCN2C(C=CC2=O)=O)=O)=O.[Na+]
InChI
1S/C14H16N2O9S.Na/c17-10-5-6-11(18)15(10)7-3-1-2-4-13(20)25-16-12(19)8-9(14(16)21)26(22,23)24;/h5-6,9H,1-4,7-8H2,(H,22,23,24);/q;+1/p-1
InChI key
MIDXXTLMKGZDPV-UHFFFAOYSA-M
一般描述
EMCS and its water-soluble analog Sulfo-EMCS are heterobifunctional cross-linkers 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 cross-linkers 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
- Sulfo-NHS ester end couples with primary amines at pH 7-9 to form stable amide bonds
- Maleimide reacts with -SH groups at pH 6.5-7.5, forming stable thioether linkages
- Non-cleavable
- Water-soluble (compare to EMCS)
- Aliphatic spacer offers low potential for eliciting an immune response
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.
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
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