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N-MALEIMIDOMETHANOL, also known as N-(Maleimido)methanol, is a white crystalline solid that serves as a sulfhydryl reactive crosslinking reagent. It is a synthetic compound with unique chemical properties that allow it to form covalent bonds with thiol (-SH) groups present in proteins, peptides, and other molecules containing free sulfhydryl groups.

5063-96-7

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5063-96-7 Usage

Uses

Used in Pharmaceutical Industry:
N-MALEIMIDOMETHANOL is used as a crosslinking agent for the development of novel drug delivery systems and targeted therapies. Its ability to react with sulfhydryl groups enables the formation of stable covalent bonds, which can be utilized to improve the stability, solubility, and bioavailability of therapeutic molecules.
Used in Biochemical Research:
In the field of biochemical research, N-MALEIMIDOMETHANOL is used as a reagent for the modification and conjugation of biomolecules. Its sulfhydryl reactive nature allows for the specific labeling of proteins, peptides, and other molecules containing free sulfhydryl groups, which can be useful in various analytical techniques and the study of molecular interactions.
Used in Diagnostics:
N-MALEIMIDOMETHANOL is also employed in the development of diagnostic tools, such as immunoassays and biosensors. Its ability to form stable covalent bonds with sulfhydryl-containing molecules can be exploited to create highly specific and sensitive detection systems for various analytes.
Used in Material Science:
In the field of material science, N-MALEIMIDOMETHANOL can be used as a crosslinking agent to improve the mechanical and chemical properties of polymers and other materials. Its reactivity with sulfhydryl groups can be utilized to create novel materials with enhanced stability, durability, and functionality.
Overall, N-MALEIMIDOMETHANOL is a versatile compound with a wide range of applications across various industries, including pharmaceuticals, biochemical research, diagnostics, and material science, due to its unique chemical properties and reactivity with sulfhydryl groups.

Check Digit Verification of cas no

The CAS Registry Mumber 5063-96-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,0,6 and 3 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 5063-96:
(6*5)+(5*0)+(4*6)+(3*3)+(2*9)+(1*6)=87
87 % 10 = 7
So 5063-96-7 is a valid CAS Registry Number.
InChI:InChI=1/C5H5NO3/c7-3-6-4(8)1-2-5(6)9/h1-2,7H,3H2

5063-96-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(hydroxymethyl)pyrrole-2,5-dione

1.2 Other means of identification

Product number -
Other names N-Methylolmaleimide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5063-96-7 SDS

5063-96-7Relevant academic research and scientific papers

Simultaneous and visual detection of cysteamine based on Michael addition reaction with polydiacetylene liposomes

Kim, Hyun Sung,Kwak, Minseok,Lee, Seongman,Lee, Songyi,Pham, Thanh Chung,Son, Ye Rim

, p. 15290 - 15295 (2020)

In this study, we report the fabrication of a highly sensitive colorimetric and fluorometric sensor comprising self-assembled polydiacetylene (PDA) liposomes for the measurement of cysteamine concentration. The N-maleimidomethanol (HM) moiety was used as the Michael addition acceptor, which reacts with the thiol groups in cysteamine to generate maleimide-thiol conjugation resulting in the conformational transition of the conjugated backbone. Furthermore, this chemosensor system displays a clear blue-to-red colorimetric transition in the presence of cysteamine among various biothiols with high selectivity and sensitivity owing to the structural specificity of cysteamine. The resulting PDA solutions were analyzed via FE-SEM, UV-vis, fluorescence and Raman spectroscopy, and chromoisomerism for naked-eye visualization. This chemosensor provides a convenient method for the detection of cysteamine in aqueous solution and in real samples. This journal is

Design, synthesis and biochemical evaluation of novel ethanoanthracenes and related compounds to target burkitt’s lymphoma

Byrne, Andrew J.,Bright, Sandra A.,McKeown, James P.,O’brien, John E.,Twamley, Brendan,Fayne, Darren,Williams, D. Clive,Meegan, Mary J.

, (2020/01/31)

Lymphomas (cancers of the lymphatic system) account for 12% of malignant diseases worldwide. Burkitt’s lymphoma (BL) is a rare form of non-Hodgkin’s lymphoma in which the cancer starts in the immune B-cells. We report the synthesis and preliminary studies on the antiproliferative activity of a library of 9,10-dihydro-9,10-ethanoanthracene based compounds structurally related to the antidepressant drug maprotiline against BL cell lines MUTU-1 and DG- 75. Structural modifications were achieved by Diels-Alder reaction of the core 9-(2- nitrovinyl)anthracene with number of dienophiles including maleic anhydride, maleimides, acrylonitrile and benzyne. The antiproliferative activity of these compounds was evaluated in BL cell lines EBV? MUTU-1 and EBV+ DG-75 (chemoresistant). The most potent compounds 13j, 15, 16a, 16b, 16c, 16d and 19a displayed IC50 values in the range 0.17–0.38 μM against the BL cell line EBV? MUTU-1 and IC50 values in the range 0.45–0.78 μM against the chemoresistant BL cell line EBV+ DG- 75. Compounds 15, 16b and 16c demonstrated potent ROS dependent apoptotic effects on the BL cell lines which were superior to the control drug taxol and showed minimal cytotoxicity to peripheral blood mononuclear cells (PBMCs). The results suggest that this class of compounds merits further investigation as antiproliferative agents for BL.

Two alternative approaches to the Diels-Alder polymerization of tung oil

Lacerda, Talita M.,Carvalho, Antonio J. F.,Gandini, Alessandro

, p. 26829 - 26837 (2014/07/21)

Novel linear and crosslinked polymers from non-modified and modified tung oil are reported. These materials are based on the exploitation of the Diels-Alder reaction using, on the one hand, the dienic character of the three conjugated double bonds of tung oil and their susceptibility to react with a dienophile, and, on the other hand, the bulk reaction of furfuryl amine at the ester moieties of tung oil to produce three fatty acid furan amides, still bearing the three conjugated double bonds, and their linear polymerization with bismaleimides. This journal is the Partner Organisations 2014.

Maleimidyl-containing material and production method thereof

-

Page/Page column 6, (2010/11/08)

The invention provides a maleimidyl-containing material having a substituent group defined by the following structural formula (1) containing a maleimidyl group (maleimido group): wherein A denotes a spacer containing an amino acid or a peptide spacer P. Also, the invention provides a production method of the above-mentioned maleimidyl-containing material involving a step of reacting a material containing an amino acid or a peptide chain with a compound containing a maleimido group.

Derivatives of naphthalene with comt inhibiting activity

-

, (2008/06/13)

Compounds of formula (I′), wherein A, R1 to R3 and t are as defined in the disclosure, exhibit COMT enzyme inhibiting activity so that they are useful as COMT inhibitors.

Active energy ray curable composition comprised of a maleimide derivative and a method for curing the said curable composition

-

, (2008/06/13)

Objects of the present invention are the provision of an active energy ray curable composition which can be cured in the absence of a photoinitiator, and which can also be cured at practical light intensities and irradiating energy, and a method for curing the said curable composition; in which the composition comprises a maleimide derivative represented by formula (1): whereinm and n each represent an integer of 1 to 5, and the total of m and n is 6 or smaller,R11 and R12 each represent a linking group selected from the group consisting of {circle around (1)} an alkylene group, {circle around (2)} an alicyclic group, {circle around (3)} an arylalkylene group, and {circle around (4)} a cycloalkylalkyene group,G1 and G2 each represent an ester linkage selected from the group consisting of —COO— and —OCO—,R2 represents a linking chain having an average molecular weight of 100 to 100,000 selected from the group consisting of (A) a (poly)ether linking chain and (B) a (poly)ester linking chain, in which at least one organic group selected from the group consisting of {circle around (1)} a straight chain alkylene group, {circle around (2)} a branched alkylene group, {circle around (3)} an alkylene group having a hydroxyl group, {circle around (4)} an alicyclic group, {circle around (5)} an aryl group, and {circle around (6)} an arylalkylene group is connected via at least one linkage selected from the group consisting of (a) an ether linkage and (b) an ester linkage.

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