M2786

3-Maleimidobenzoic acid N-hydroxysuccinimide ester

crystalline

• Sinónimos: MBS
• Fórmula empírica (notación de Hill): C₁₅H₁₀N₂O₆
• Número de CAS: 58626-38-3
• Peso molecular: 314.25
• Beilstein: 1505254
• Número MDL: MFCD00005514
• Código UNSPSC: 12352108
• ID de la sustancia en PubChem: 24896768
• NACRES: NA.22

Propiedades

• Formulario: crystalline
• Nivel de calidad: 200
• idoneidad de la reacción: reagent type: cross-linking reagent
• mp: 175-177 °C (lit.)
• solubilidad: DMSO: ≤20 mg/mL
• grupo funcional: NHS ester; maleimide
• temp. de almacenamiento: −20°C
• cadena SMILES: O=C1CCC(N1OC(C2=CC=CC(N3C(C=CC3=O)=O)=C2)=O)=O
• InChI: 1S/C15H10N2O6/c18-11-4-5-12(19)16(11)10-3-1-2-9(8-10)15(22)23-17-13(20)6-7-14(17)21/h1-5,8H,6-7H2
• Clave InChI: LLXVXPPXELIDGQ-UHFFFAOYSA-N

Descripción

Descripción general

may require addition of solvent to coupling buffer to at least 5% to maintain solubility

Aplicación

3-Maleimidobenzoic acid N-hydroxysuccinimide ester (MBS) has been used as a protein cross-linker. It has been used for the stabilization of actin filaments in plant tissue samples.

3-Maleimidobenzoic acid N-hydroxysuccinimide ester has been used:

• in the fixation of pollen in Arabidopis
• as a component of Murashige and Skoog (MS) medium to stabilize F-actin in Eucalyptus root hairs
• in the fixation of F-actin labelled pollen tubes of Lilium davidii

Heterobifunctional crosslinking reagent reactive toward primary amine and sulfhydryl. Typically, coupled initially to molecules containing primary amines by amide bonds buffered at pH 7.0, followed by coupling to compounds containing sulfhydryl by thioether at same pH. Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates.

Acciones bioquímicas o fisiológicas

3-Maleimidobenzoic acid N-hydroxysuccinimide is used as a fixative for the preservation of pollen tube F-actin distribution. It imposes less damage when used on pollen tubes.

Otras notas

The aryl maleimide is less stable than alkyl maleimide linkers.

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable