3-Maleimidobenzoic acid N-hydroxysuccinimide ester
SIGMA/M2786 - crystalline
Synonym: MBS
CAS Number: 58626-38-3
Empirical Formula (Hill Notation): C15H10N2O6
Molecular Weight: 314.25
MDL Number: MFCD00005514
Linear Formula: C15H10N2O6
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M2786-100MG
| form | crystalline |
| functional group | maleimide |
| NHS ester | |
| InChI | 1S/C15H10N2O6/c18-11-4-5- |
| InChI key | LLXVXPPXELIDGQ-UHFFFAOYSA |
| mp | 175-177 °C (lit.) |
| Quality Level | 200  |
| reaction suitability | reagent type: cross-linking reagent |
| SMILES string | O=C1CCC(N1OC(C2=CC=CC(N3C |
| solubility | DMSO: ≤20 mg/mL |
| storage temp. | −20°C |
| 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. |
| Application: | 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 |
| Application: | 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 Actions: | 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. |
| General description: | may require addition of solvent to coupling buffer to at least 5% to maintain solubility |
| Other Notes: | The aryl maleimide is less stable than alkyl maleimide linkers. |
| Packaging: | 100 mg in glass bottle |
| Packaging: | 25 mg in poly bottle |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| mp | 175-177 °C (lit.) |
| Storage Temp. | −20°C |
| UNSPSC | 12352108 |