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7423-55-4

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7423-55-4 Usage

Description

3-Maleimidopropionic acid 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. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol.

Chemical Properties

White to Pale Yellow Solid

Uses

Different sources of media describe the Uses of 7423-55-4 differently. You can refer to the following data:
1. 3-Maleimidopropionic acid is a sulfhydryl reactive heterobifunctional crosslinking reagent.
2. A sulfhydryl reactive heterobifunctional crosslinking reagent.

General Description

N-Maleoyl-β-alanine (3-maleimidopropanoic acid) is an aliphatic N-substituted maleimide. It is one of the component of the stabilizing solution for EC145 (a folate-targeted vinca alkaloid conjugate) used in rodent pharmacokinetic studies.

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)

7423-55-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (M1962)  3-Maleimidopropionic Acid  >97.0%(GC)

  • 7423-55-4

  • 200mg

  • 590.00CNY

  • Detail
  • TCI America

  • (M1962)  3-Maleimidopropionic Acid  >97.0%(GC)

  • 7423-55-4

  • 1g

  • 1,990.00CNY

  • Detail
  • TCI America

  • (M1962)  3-Maleimidopropionic Acid  >97.0%(GC)

  • 7423-55-4

  • 5g

  • 6,400.00CNY

  • Detail
  • Alfa Aesar

  • (H61536)  3-Maleimidopropionic acid, 95%   

  • 7423-55-4

  • 1g

  • 2444.0CNY

  • Detail
  • Alfa Aesar

  • (H61536)  3-Maleimidopropionic acid, 95%   

  • 7423-55-4

  • 5g

  • 5398.0CNY

  • Detail
  • Aldrich

  • (394815)  N-Maleoyl-β-alanine  97%

  • 7423-55-4

  • 394815-250MG

  • 1,601.73CNY

  • Detail
  • Aldrich

  • (394815)  N-Maleoyl-β-alanine  97%

  • 7423-55-4

  • 394815-1G

  • 4,254.12CNY

  • Detail

7423-55-4SDS

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 3-Maleimidopropionic Acid

1.2 Other means of identification

Product number -
Other names 3-(2,5-dioxopyrrol-1-yl)propanoic acid

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:7423-55-4 SDS

7423-55-4Upstream product

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.

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