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755850

Sigma-Aldrich

11-Maleimidoundecanoic acid

95% (GC)

Synonym(s):

11-Maleimide undecanoic acid, 2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-undecanoic acid, MM-281, MUDA, Maleimidoundecanoic acid

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About This Item

Empirical Formula (Hill Notation):
C15H23NO4
CAS Number:
57079-01-3
Molecular Weight:
281.35
MDL number:
MFCD00941279
UNSPSC Code:
12162002
PubChem Substance ID:
329766146
NACRES:
NA.23
Pricing and availability is not currently available.

Quality Level

100

Assay

95% (GC)

form

powder

mp

94-98 °C

SMILES string

OC(=O)CCCCCCCCCCN1C(=O)C=CC1=O

InChI

1S/C15H23NO4/c17-13-10-11-14(18)16(13)12-8-6-4-2-1-3-5-7-9-15(19)20/h10-11H,1-9,12H2,(H,19,20)

InChI key

UVZTZBRGZXIBLZ-UHFFFAOYSA-N

Related Categories

General description

Intermediate for ester and amide linked maleimide monomers, can be used to generate liquid crystal copolymers

Application

The maleimide functional group can be used to conjugate a variety of biomolecules such as enzymes[1] and DNA[2] to the polymer chain.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - 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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW6997
MKCP5105
MKCJ3121
MKCC1045
MKBK3300V

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Safak, M.; Alemdaroglu, F. E.; Li, Y.; Ergen, E.; Hernnann, A.
Advanced Materials, 19, 1499-1499 (2007)
Karina L Heredia et al.
Macromolecules, 42(7), 2360-2367 (2009-01-01)
In this report we describe a straightforward approach to synthesize polymers with end-groups that bind site-specifically to two different proteins. Telechelic biotin, maleimide poly(N-isopropylacrylamide) (pNIPAAm) was synthesized for the formation of streptavidin (SAv)-bovine serum albumin (BSA) polymer conjugates. Reversible addition-fragmentation
Pietro Buono et al.
ChemSusChem, 10(5), 984-992 (2017-01-04)
In the present report an environmentally friendly approach to transforming renewable feedstocks into value-added materials is proposed. This transformation pathway was conducted under green conditions, without the use of solvents or catalyst. First, controlled modification of lignin, a major biopolymer

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