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HomeProduct name listN-Succinimidyl 6-maleimidohexanoate

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
N-Succinimidyl 6-maleimidohexanoate Structural

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)
ghs
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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