InChI
1S/C19H26N2O9S.Na/c22-15-10-11-16(23)20(15)12-8-6-4-2-1-3-5-7-9-18(25)30-21-17(24)13-14(19(21)26)31(27,28)29;/h10-11,14H,1-9,12-13H2,(H,27,28,29);/q;+1/p-1
SMILES string
O=C1CC(S(=O)([O-])=O)C(N1OC(CCCCCCCCCCN2C(C=CC2=O)=O)=O)=O.[Na+]
InChI key
MKNJJMHQBYVHRS-UHFFFAOYSA-M
form
powder
mol wt
480.47
reaction suitability
reagent type: cross-linking reagent
storage condition
desiccated
solubility
water: soluble
shipped in
ambient
storage temp.
2-8°C
General description
Sulfo-KMUS 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 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.
Features and Benefits
- Reactive groups: sulfo-NHS ester and maleimide
- Reactive toward: amino and sulfhydryl groups
- Long aliphatic spacer arm compared to Sulfo-GMBS
- Sulfo-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-soluble
Disclaimer
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.
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Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
法规信息
新产品
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Zhenhui Chen et al.
The Journal of biological chemistry, 278(48), 48348-48356 (2003-09-16)
Heterobifunctional thiol to amine cross-linking agents were used to gain new insights on the dynamics and conformational factors governing the interaction between the cardiac Ca2+ pump (SERCA2a) and phospholamban (PLB). PLB is a small protein inhibitor of SERCA2a that reduces
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