M2786

3-Maleimidobenzoesäure N-hydroxysuccinimid-Ester

crystalline

• Synonym(e): MBS
• Empirische Formel (Hill-System): C₁₅H₁₀N₂O₆
• CAS-Nummer: 58626-38-3
• Molekulargewicht: 314.25
• Beilstein: 1505254
• MDL-Nummer: MFCD00005514
• UNSPSC-Code: 12352108
• PubChem Substanz-ID: 24896768

Eigenschaften

• Form: crystalline
• Qualitätsniveau: 200
• Eignung der Reaktion: reagent type: cross-linking reagent
• mp (Schmelzpunkt): 175-177 °C (lit.)
• Löslichkeit: DMSO: ≤20 mg/mL (may require addition of solvent to coupling buffer to at least 5% to maintain solubility)
• Funktionelle Gruppe: NHS ester; maleimide
• Lagertemp.: −20°C
• SMILES String: 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
• InChIKey: LLXVXPPXELIDGQ-UHFFFAOYSA-N

Beschreibung

Anwendung

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.

Biochem./physiol. Wirkung

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.

Sonstige Hinweise

The aryl maleimide is less stable than alkyl maleimide linkers.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable