Mal-heptanoicNHSester

Synonym(s):
N-(ε-Maleimidocaproyloxy)succinimide;N-Succinimidyl 6-maleimidocaproate;6-Maleimidocaproic acid N-succinimidyl ester;EMCS

CAS NO.：

Empirical Formula: C14H16N2O6

Molecular Weight: 308.29

MDL number: MFCD00043043

EINECS: 637-238-5

PRODUCT Properties

• 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
• InChIKey: VLARLSIGSPVYHX-UHFFFAOYSA-N
• SMILES: N1(CCCCCC(ON2C(=O)CCC2=O)=O)C(=O)C=CC1=O
• CAS DataBase Reference: 55750-63-5(CAS DataBase Reference)

Description and Uses

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.

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.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H315-H319-H335
• Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338
• Hazard Codes: Xn,Xi
• Risk Statements: 36/37/38-40
• Safety Statements: 26-36/37-36
• WGK Germany: 3
• F: 8-10-21
• HS Code: 29280000