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N-[4-(-Carboxycyclohexylmethyl)]maleimide

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N-[4-(-Carboxycyclohexylmethyl)]maleimide Basic information

Product Name:
N-[4-(-Carboxycyclohexylmethyl)]maleimide
Synonyms:
  • 4-[(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]Cyclohexanecarboxylic acid
  • 4-(N-Maleimidomethyl)cyclohexane-1-carboxylic acid 95%
  • 4-(N-MaleiMidoMethyl)cyclohexanecarboxylic acid
  • 4-(Maleimidomethyl)cyclohexanecarboxylic Acid (Discontinued, see C177860)
  • 4-((2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexanecarboxylic acid
  • 4-((2,5-dioxo-2H-pyrrol-1(5H)-yl)methyl)cyclohexanecarboxylic acid
  • 4-((2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)
  • 4-[(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl]cyclohexane-1-carboxylic acid
CAS:
64987-82-2
MF:
C12H15NO4
MW:
237.25
Product Categories:
  • Cross Linking Reagents
  • Maleimide Derivatives
  • MTS & Sulfhydryl Active Reagents
  • satralizumab-linker
Mol File:
64987-82-2.mol
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N-[4-(-Carboxycyclohexylmethyl)]maleimide Chemical Properties

Melting point:
157-158°C
Boiling point:
433.6±18.0 °C(Predicted)
Density 
1.329±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,2-8°C
solubility 
Chloroform, Methanol
form 
Solid
pka
4.80±0.10(Predicted)
color 
Pale Yellow
InChI
InChI=1S/C12H15NO4/c14-10-5-6-11(15)13(10)7-8-1-3-9(4-2-8)12(16)17/h5-6,8-9H,1-4,7H2,(H,16,17)
InChIKey
LQILVUYCDHSGEU-UHFFFAOYSA-N
SMILES
C1(C(O)=O)CCC(CN2C(=O)C=CC2=O)CC1
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Safety Information

HS Code 
2925.19.9100
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N-[4-(-Carboxycyclohexylmethyl)]maleimide Usage And Synthesis

Description

4-((2,5-Dioxo-2H-pyrrol-1(5H)-yl)methyl)cyclohexanecarboxylic acid contains a maleimide group and a terminal carboxylic acid. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. 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 Solid

Uses

A sulfhydryl crosslinking reagent.

Uses

An amino reactive reagent.

Definition

N-(4-Carboxycyclohexylmethyl)maleimide is an alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs. PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein.

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