7423-55-4 Usage
Description
3-Maleimidopropionic acid is a versatile chemical compound that contains a maleimide group and a terminal carboxylic acid. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond, while the maleimide group can react with a thiol group to form a covalent bond, enabling the connection of biomolecules with a thiol.
Uses
Used in Bioconjugation:
3-Maleimidopropionic acid is used as a sulfhydryl reactive heterobifunctional crosslinking reagent for bioconjugation. It allows for the stable attachment of biomolecules with thiol groups to other molecules or surfaces, facilitating the development of various biotechnological and pharmaceutical applications.
Used in Research and Development:
3-Maleimidopropionic acid is used as a key component in the development of novel bioconjugates and probes for research purposes. Its ability to form stable amide and covalent bonds with thiol groups makes it an essential tool for studying protein-protein interactions, enzyme activity, and other biological processes.
Used in Drug Development:
3-Maleimidopropionic acid is used as a building block in the synthesis of drug candidates that target specific biological pathways. Its reactive groups enable the formation of stable conjugates with therapeutic agents, potentially improving their efficacy and selectivity.
Used in Diagnostics:
3-Maleimidopropionic acid is used in the development of diagnostic tools, such as immunoassays and biosensors, that rely on the specific binding of biomolecules. Its ability to form stable bonds with thiol-containing molecules allows for the creation of highly sensitive and specific diagnostic platforms.
Used in Material Science:
3-Maleimidopropionic acid is used in the development of novel materials with tailored properties, such as self-healing polymers and stimuli-responsive materials. Its reactive groups enable the formation of dynamic covalent bonds, which can be reversibly broken and reformed under specific conditions, allowing for the creation of materials with unique properties and applications.
Check Digit Verification of cas no
The CAS Registry Mumber 7423-55-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,4,2 and 3 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 7423-55:
(6*7)+(5*4)+(4*2)+(3*3)+(2*5)+(1*5)=94
94 % 10 = 4
So 7423-55-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H7NO4/c9-5-1-2-6(10)8(5)4-3-7(11)12/h1-2H,3-4H2,(H,11,12)
7423-55-4Relevant articles and documents
Maleimide-dimethylfuran exo adducts: Effective maleimide protection in the synthesis of oligonucleotide conjugates
Sanchez, Albert,Pedroso, Enrique,Grandas, Anna
supporting information; experimental part, p. 4364 - 4367 (2011/10/18)
The reaction of maleimide-containing compounds with 2,5-dimethylfuran gives a mixture of exo and endo isomers from which the exo cycloadduct can be easily isolated taking advantage of its stability in concentrated aqueous ammonia. Bifunctional compounds incorporating a dimethylfuran-protected maleimide (exo adduct) have been attached to resin-linked oligonucleotide chains. Removal of protecting groups masking oligonucleotide functionalities followed by retro-Diels-Alder maleimide deprotection affords maleimido-oligonucleotides suitable for conjugation, as assessed by their reaction with different thiols.
Recognition-mediated facilitation of a disfavored Diels - Alder reaction
Bennes, Raphael,Philp, Douglas,Spencer, Neil,Kariuki, Benson M.,Harris, Kenneth D. M.
, p. 1087 - 1090 (2008/02/09)
(matrix presented) The rational design of a system which is capable of accelerating and facilitating a thermodynamically disfavored Diels-Alder cycloaddition between a furan and a maleimide is presented. The origins of the acceleration and facilitation of the cycloaddition reaction are traced by kinetic studies-allied to results from 1H NMR spectroscopy and X-ray crystallography-to the formation of strong intramolecular hydrogen bonds in the cycloadduct.
