| Identification | Back Directory | [Name]
6-MALEIMIDOCAPROIC ACID SULFO-N-SUCCINIMIDYL ESTER | [CAS]
215312-86-0 | [Synonyms]
SULFO-EMCS
SULPHO EMCS
6-Maleimidocaproic acid sulfo-NHS
N-(E-MALEIMIDOCAPROYLOXY)-SULFOSUCCINIMIDE
N-(E-MALEIMIDOCAPROYLOXY)SULPHOSUCCINIMIDE
N-([ε-Maleimidocaproyloxy)sulfosuccinimide ester
6-MALEIMIDOCAPROIC ACID SULFO-N-SUCCINIMIDYL ESTER
N-[EPSILON-MALEIMIDOCAPROYLOXY]SULFOSUCCINIMIDE ESTER
Sulfo-EMCS N-([ε-Maleimidocaproyloxy)sulfosuccinimide ester
N-(ε-MaleiMidocaproyloxy)sulfosucciniMide ester(Sulfo-EMCS)
1-[[6-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]oxy]-2,5-dioxo-3-pyrrolidinesulfonic Acid SodiuM Salt | [Molecular Formula]
C14H16N2O9S | [MDL Number]
MFCD01310272 | [MOL File]
215312-86-0.mol |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
158-165°C | [storage temp. ]
-20°C Freezer | [solubility ]
DMSO (Slightly, Sonicated) | [form ]
Solid | [color ]
White to Pale Yellow | [Water Solubility ]
water: soluble | [Stability:]
Moisture Sensitive | [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 | [InChIKey]
MIDXXTLMKGZDPV-UHFFFAOYSA-M | [SMILES]
O=C1CC(S(=O)([O-])=O)C(N1OC(CCCCCN2C(C=CC2=O)=O)=O)=O.[Na+] |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
A water soluble sulfhydryl and amio reactive heterobifunctional crosslinking reagent.
Spacer Arm: 9.4 Angstroms | [General Description]
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. | [reaction suitability]
reagent type: cross-linking reagent |
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