N-Succinimidyl 3-maleimidopropionate

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
N-Succinimidyl 3-maleimidopropionate Structure
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
InChIInChI=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
InChIKeyJKHVDAUOODACDU-UHFFFAOYSA-N
SMILESN1(CCC(ON2C(=O)CCC2=O)=O)C(=O)C=CC1=O
CAS DataBase Reference55750-62-4(CAS DataBase Reference)
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 Information
ProviderLanguage
SigmaAldrich English
N-Succinimidyl 3-maleimidopropionate Usage And Synthesis
Description3-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 PropertiesWhite to off-white solid
Uses3-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.
UsesA short, sulfhydryl and amino reactive heterobifunctional crosslinking reagent, N-Succinimidyl 3-maleimidopropionate can also been used in immunodiagnostics.
N-Succinimidyl 3-maleimidopropionate Preparation Products And Raw materials
Preparation ProductsMaleimide-PEG4-NHS Ester-->Mal-Amido-PEG4-acid
N-Succinimidyl 6-maleimidohexanoate N-Hydroxysuccinimide O-Phthalimide 3-Maleimidopropionic acid 3-(4-Hydroxyphenyl)propionic acid Bismaleimide Tris(trimethylsilyl)phosphate Succinimide H-hydroxy succinimide DIALIFOS N-Ethylmaleimide 3-Acryloylamino-1-propanol solution, 50% in water N-Succinimidyl 3-maleimidopropionate N-Chlorosuccinimide MALEIMIDOPROPIONIC ACID N-HYDROXYSULPHOSUCCINIMIDE ESTER BUTYL OLEATE Methyl acrylate N-(3-HYDROXYPROPYL)MALEIMIDE

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