N-Succinimidyl 6-maleimidohexanoate Chemical 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)

Safety Information

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

MSDS

• Language:English Provider:SigmaAldrich

N-Succinimidyl 6-maleimidohexanoate Usage And Synthesis

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

Uses

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.

N-Succinimidyl 6-maleimidohexanoate(55750-63-5)Related Product Information

• N-Succinimidyl 3-maleimidopropionate
• Maleimide
• O-Phthalimide
• Hexyl hexanoate
• Methyl acrylate
• Succinimide
• Bismaleimide
• BUTYL OLEATE
• Tris(trimethylsilyl)phosphate
• N-Chlorosuccinimide
• DIALIFOS
• 6-Maleimidocaproic acid
• SMCC crosslinker
• SULFO-SMCC
• N-Succinimidyl 6-maleimidohexanoate
• 6-MALEIMIDOCAPROIC ACID SULFO-N-SUCCINIMIDYL ESTER
• MAL-AMCHC-OSU
• SULPHO-SMCC