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Merck
CN

129585

Maleimide

99%

Synonym(s):

2,5-Pyrroledione

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About This Item

Empirical Formula (Hill Notation):
C4H3NO2
CAS Number:
Molecular Weight:
97.07
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-787-4
Beilstein/REAXYS Number:
106910
MDL number:
Assay:
99%
Form:
powder
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Quality Level

assay

99%

form

powder

mp

91-93 °C (lit.)

functional group

maleimide

SMILES string

O=C1NC(=O)C=C1

InChI

1S/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7)

InChI key

PEEHTFAAVSWFBL-UHFFFAOYSA-N

General description

Maleimide (2,5-Pyrroledione) is a new nanoparticle surface functional group which favors easy conjugation with cell penetration peptides. The conjugation is enabled via click chemistry to preserve its biofunctions.

Maleimide is used as a dienophile in Diels Alder reaction for the synthesis of macromolecules.

Application

Rhodium-catalyzed conjugate arylation with arylboronic acids.
The maleimide-functionalized silica beads were used to immobilize the bovine serum albumin (BSA)-boronic acid (BA) conjugates.


pictograms

Skull and crossbonesCorrosion

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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Tetrahedron Letters, 48, 4413-4413 (2007)
The furan/maleimide Diels--Alder reaction: A versatile click--unclick tool in macromolecular synthesis
Gandini A.
Progress in Polymer Science, 38, 1-29 (2013)
Guangxue Feng et al.
Small (Weinheim an der Bergstrasse, Germany), 10(6), 1212-1219 (2013-12-18)
Single-chain conjugated polymer (CP) dots embedded nanoparticles (NPs) bearing cell penetration peptide (TAT) as surface ligands are synthesized for long term cancer cell tracing applications. The CPNPs are fabricated by matrix-encapsulation method and the embedded CPs can be modulated into



Global Trade Item Number

SKUGTIN
129585-2G04061838726391
129585-25G04061838726384
129585-10G04061838726377