M2786

3-Maleimidobenzoic acid N-hydroxysuccinimide ester

crystalline

• Synonyme(s) : MBS
• Formule empirique (notation de Hill) : C₁₅H₁₀N₂O₆
• CAS Number: 58626-38-3
• Poids moléculaire : 314.25
• Beilstein: 1505254
• Numéro MDL: MFCD00005514
• Code UNSPSC : 12352108
• ID de substance PubChem : 24896768
• Nomenclature NACRES : NA.22

Propriétés

• Forme: crystalline
• Niveau de qualité: 200
• Pertinence de la réaction: reagent type: cross-linking reagent
• Pf: 175-177 °C (lit.)
• Solubilité: DMSO: ≤20 mg/mL
• Groupe fonctionnel: NHS ester; maleimide
• Température de stockage: −20°C
• Chaîne 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
• Clé InChI: LLXVXPPXELIDGQ-UHFFFAOYSA-N

Description

Description générale

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

Application

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.

Actions biochimiques/physiologiques

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.

Autres remarques

The aryl maleimide is less stable than alkyl maleimide linkers.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable