N-Succinimidyl 6-maleimidohexanoate
Synonym(s):N-(ε-Maleimidocaproyloxy)succinimide;N-Succinimidyl 6-maleimidocaproate;6-Maleimidocaproic acid N-succinimidyl ester;EMCS
- CAS NO.：55750-63-5
- Empirical Formula: C14H16N2O6
- Molecular Weight: 308.29
- MDL number: MFCD00043043
- EINECS: 637-238-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-09-04 15:51:00
What is N-Succinimidyl 6-maleimidohexanoate?
Description
Mal-heptanoic NHS ester contains a maleimide group and an NHS ester. The NHS ester can be used to label the primary amines (-NH2) of proteins, amine-modified oligonucleotides, and other amine-containing molecules. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol.
Chemical properties
White to cream colored crystals
The Uses of N-Succinimidyl 6-maleimidohexanoate
6-Maleimidohexanoic acid N-hydroxysuccinimide ester can be used in:
- Synthesis of maleimide-activated carbohydrates for site-specific glycosylation of cysteine-containing peptides and proteins via maleimide-thiol ligation reaction.
- Synthesis of a glucuronide prodrug of doxorubicin bearing a maleimide side chain as an antitumor agent.
- Cross-linking oligonucleotides with the amino groups on the substrate to fabricate DNA microarrays.
What are the applications of Application
6-Maleimidohexanoic acid N-hydroxysuccinimide ester is a heterobifunctional cross-linking reagent with amine and sulfhydryl reactivity
Properties of N-Succinimidyl 6-maleimidohexanoate
| Melting point: | 70-73 °C(lit.) |
| Boiling point: | 480.6±47.0 °C(Predicted) |
| Density | 1.40±0.1 g/cm3(Predicted) |
| storage temp. | -20°C |
| solubility | chloroform: 100mg/mL |
| form | powder |
| pka | -2.21±0.20(Predicted) |
| color | Off-white to pale brown |
| Sensitive | Light & Moisture Sensitive & Hygroscopic |
| BRN | 1499815 |
| InChI | InChI=1S/C14H16N2O6/c17-10-5-6-11(18)15(10)9-3-1-2-4-14(21)22-16-12(19)7-8-13(16)20/h5-6H,1-4,7-9H2 |
| CAS DataBase Reference | 55750-63-5(CAS DataBase Reference) |
Safety information for N-Succinimidyl 6-maleimidohexanoate
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for N-Succinimidyl 6-maleimidohexanoate
| InChIKey | VLARLSIGSPVYHX-UHFFFAOYSA-N |
| SMILES | N1(CCCCCC(ON2C(=O)CCC2=O)=O)C(=O)C=CC1=O |
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