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N-Succinimidyl 3-maleimidopropionate

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N-Succinimidyl 3-maleimidopropionate Basic information

Product Name:
N-Succinimidyl 3-maleimidopropionate
Synonyms:
  • N-(3-MALEIMIDOPROPIONYLOXY)SUCCINIMIDE
  • N-MALEOYL-BETA-ALANINE N'-HYDROXYSUCCINIMIDE ESTER
  • N-SUCCINIMIDYL 3-MALEIMIDOPROPIONATE
  • 3-MALEIMIDOPROPIONIC ACID N-HYDROXYSUCCINIMIDE ESTER
  • 3-MALEIMIDOPROPIONIC ACID N-SUCCINIMIDYL ESTER
  • MALEIMIDOPROPIONIC ACID N-HYDROXYSUCCINIMIDE ESTER
  • 3-Maleidopropionic acid N-hydroxysuccynimide ester (SMP)
  • B-MALEIMIDOPROPIONIC ACID N-*HYDROXYSUCCINIMIDE ESTE
CAS:
55750-62-4
MF:
C11H10N2O6
MW:
266.21
EINECS:
627-755-4
Product Categories:
  • Building Blocks
  • Carbonyl Compounds
  • Maleimide Derivatives
  • N-Substituted Maleimides
  • Chemical Biology
  • Chemical Synthesis
  • N-Substituted Maleimides, Succinimides & Phthalimides
  • N-Substituted Succinimides
  • Cross Linking Reagents
  • MTS & Sulfhydryl Active Reagents
  • Crosslinkers
  • Cyclic Imides
  • Heterobifunctional Crosslinker
  • heteroXlink
  • Linkers and Crosslinkers
  • Organic Building Blocks
Mol File:
55750-62-4.mol
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N-Succinimidyl 3-maleimidopropionate Chemical Properties

Melting point:
168-170 °C(lit.)
Boiling point:
448.8±47.0 °C(Predicted)
Density 
1.55±0.1 g/cm3(Predicted)
storage temp. 
Inert atmosphere,2-8°C
solubility 
Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
-2.39±0.20(Predicted)
color 
White to Light Brown
Water Solubility 
Insoluble in water.
Sensitive 
Moisture Sensitive
BRN 
1492578
InChI
InChI=1S/C11H10N2O6/c14-7-1-2-8(15)12(7)6-5-11(18)19-13-9(16)3-4-10(13)17/h1-2H,3-6H2
InChIKey
JKHVDAUOODACDU-UHFFFAOYSA-N
SMILES
N1(CCC(ON2C(=O)CCC2=O)=O)C(=O)C=CC1=O
CAS DataBase Reference
55750-62-4(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
37
Safety Statements 
26-36/37/39-24/25
WGK Germany 
3
10-21
HS Code 
29280000

MSDS

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N-Succinimidyl 3-maleimidopropionate Usage And Synthesis

Description

3-Maleimido-propionic 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 off-white solid

Uses

3-Maleimidopropionic acid N-hydroxysuccinimide ester is a reagent that is widely used for generating stable maleimide-activated carrier proteins that can spontaneously react with sulfhydryls. Alternatively these relatively stable maleimide-activated intermediates may be lyophilized and stored for later conjugation to a hapten.

Uses

A short, sulfhydryl and amino reactive heterobifunctional crosslinking reagent, N-Succinimidyl 3-maleimidopropionate can also been used in immunodiagnostics.

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