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49667

Sigma-Aldrich

4-(Maleinimido)phenyl isocyanate

purum, ≥97.0% (CHN)

Synonym(s):

N-(4-Isocyanatophenyl)maleimide, PMPI

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About This Item

Empirical Formula (Hill Notation):
C11H6N2O3
CAS Number:
123457-83-0
Molecular Weight:
214.18
MDL number:
MFCD00270900
UNSPSC Code:
12352106
PubChem Substance ID:
57651217
NACRES:
NA.25

grade

purum

Quality Level

100

Assay

≥97.0% (CHN)

form

solid

reaction suitability

reagent type: linker

mp

120-125 °C

functional group

maleimide

storage temp.

2-8°C

SMILES string

O=C(C=C1)N(C(C=C2)=CC=C2N=C=O)C1=O

InChI

1S/C11H6N2O3/c14-7-12-8-1-3-9(4-2-8)13-10(15)5-6-11(13)16/h1-6H

InChI key

OJQSISYVGFJJBY-UHFFFAOYSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

A novel heterobifunctional linker for hydroxyl-to-thiol coupling

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Atomic force microscopy (AFM) experiments with functionalized tips are currently one of the most powerful tools to locally measure adhesion forces via single-molecule force spectroscopy (SMFS) measurements. The main difficulty is to precisely control the attachment of biomolecules to the
Colin R Zamecnik et al.
ACS nano, 11(11), 11433-11440 (2017-11-11)
Injectable nanomaterials that interact with the host immune system without surgical intervention present spatially anchored complements to cell transplantation and could offer improved pharmacokinetics compared to systemic cytokine therapy. Here we demonstrate fabrication of high aspect ratio polycaprolactone nanowires coupled
Stéphane G Lévesque et al.
Bioconjugate chemistry, 18(3), 874-885 (2007-04-04)
Hydrogels derived from synthetic polymers have been previously engineered to degrade under the activity of matrix metalloproteinases (MMPs). It is believed that these systems can act as extracellular-matrix (ECM) equivalents mimicking the degradation and remodeling of the ECM through the
M E Annunziato et al.
Bioconjugate chemistry, 4(3), 212-218 (1993-05-01)
p-Maleimidophenyl isocyanate (PMPI, 1) is a heterobifunctional cross-linking agent useful for thiol to hydroxyl coupling. Several maleimide-activated compounds were prepared and characterized and then shown to be reactive with thiol-containing proteins. Examples include activation of vitamin B12, digoxigenin, digitoxigenin, estradiol
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