129585

Sigma-Aldrich

Maleimide

99%

Synonym(s):
2,5-Pyrroledione
Empirical Formula (Hill Notation):
C4H3NO2
CAS Number:
Molecular Weight:
97.07
Beilstein/REAXYS Number:
106910
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

mp

91-93 °C (lit.)

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

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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.

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.

Packaging

2 g in glass bottle
10, 25 g in poly bottle

Pictograms

CorrosionSkull and crossbones

Signal Word

Danger

Hazard Statements

hazcat

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

storage_class_code

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

WGK Germany

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Paulo L Onuchic et al.
Scientific reports, 9(1), 12161-12161 (2019-08-23)
Liquid-liquid phase separation (LLPS) of RNA-protein complexes plays a major role in the cellular function of membraneless organelles (MLOs). MLOs are sensitive to changes in cellular conditions, such as fluctuations in cytoplasmic ion concentrations. To investigate the effect of these...
Satya Nandana Narla et al.
Biochemical and biophysical research communications, 443(2), 562-567 (2013-12-12)
We report bovine serum albumin (BSA)-boronic acid (BA) conjugates as lectin mimetics and their glyco-capturing capacity. The BSA-BA conjugates were synthesized by amidation of carboxylic acid groups in BSA with aminophenyl boronic acid in the presence of EDC, and were...
Meng Ke et al.
PLoS computational biology, 13(6), e1005603-e1005603 (2017-06-16)
GLUT1 facilitates the down-gradient translocation of D-glucose across cell membrane in mammals. XylE, an Escherichia coli homolog of GLUT1, utilizes proton gradient as an energy source to drive uphill D-xylose transport. Previous studies of XylE and GLUT1 suggest that the...
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...
Tetrahedron Letters, 48, 4413-4413 (2007)

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