57078-98-5

Basic information

• Product Name: 4-MALEIMIDOBUTYRIC ACID
• Synonyms: γ-Maleimidobutyric acid, 4-Maleimidobutanoic acid, N-(3-Carboxypropyl)maleimide, N-Maleoyl-4-aminobutyric acid, N-Maleoyl-GABA;4-Maleimidobutyric acid,γ-Maleimidobutyric acid, 4-Maleimidobutanoic acid, N-(3-Carboxypropyl)maleimide, N-Maleoyl-4-aminobutyric acid, N-Maleoyl-GABA;2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-butanoic Acid;2-Cyclopropyl-5,6,7,8-tetrahydropyrido[4,3-d]pyriMidine hydrochloride;MBA 4-Maleimidobutyric acid;omega-Maleimidobutyric acid;4-(2,5-dioxo-2H-pyrrol-1(5H)-yl)butanoic acid;RARECHEM AL CD 0913
• CAS NO: 57078-98-5
• Molecular Formula: C₈H₉NO₄
• Molecular Weight: 183.16
• EINECS: 1533716-785-6
• Product Categories: Maleimide Derivatives;MTS & Sulfhydryl Active Reagents;Nitric Oxide Reagents;Cross Linking Reagents
• Mol File: 57078-98-5.mol
• Article Data: 22

Chemical Properties

• Melting Point: 95-98 °C
• Boiling Point: 400.1 °C at 760 mmHg
• Flash Point: 195.8 °C
• Appearance: White Solid
• Density: 1.395 g/cm³
• Vapor Pressure: 1.61E-07mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Very Slightly)
• PKA: 4.59±0.10(Predicted)
• BRN: 1455876
• CAS DataBase Reference: 4-MALEIMIDOBUTYRIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-MALEIMIDOBUTYRIC ACID(57078-98-5)
• EPA Substance Registry System: 4-MALEIMIDOBUTYRIC ACID(57078-98-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 57078-98-5(Hazardous Substances Data)

Usage

Description

4-(2,5-dioxo-2H-pyrrol-1(5H)-yl)butanoic 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 Solid

Uses

Different sources of media describe the Uses of 57078-98-5 differently. You can refer to the following data:
1. A short crosslinking reagent Modification reagent for thiol groups in proteins Maleimide Derivatives MTS & Sulfhydryl Active Reagents
2. 4-Maleimidobutyric Acid is a short crosslinking reagent.
3. Modification reagent for thiol groups in proteins

InChI:InChI=1/C8H9NO4/c10-6-3-4-7(11)9(6)5-1-2-8(12)13/h3-4H,1-2,5H2,(H,12,13)

Upstream product

• 108-31-6 maleic anhydride 
• 56-12-2 4-amino-n-butyric acid 
• 15938-22-4 C₈H₁₁NO₅ 

Downstream Products

• 80307-12-6 4-maleimidobutyric acid N-hydroxysuccinimide ester 
• 57-13-6 urea 
• 181148-01-6 4-maleimidobutyric acid hydrazide 

Relevant articles and documents

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Application of a direct ring-closing approach which exploits an intramolecular aldol reaction with a ketene silyl acetal onto a remote imide function leading to the core skeleton of UCS1025A and B effectively provides access to small library of substituted analogues; of interest is their complete lack of antibacterial activity against MRSA (Gram+) and E. coli (Gram-) bacterial strains.

CONJUGATES OF A CELL-BINDING MOLECULE WITH CAMPTOTHECIN ANALOGS

Provided are conjugates of camptothecin analogs with a cell-binding molecule of formula (I), wherein R1, R2, R3, R4, R5, X, L, n, m, T and ----- are defined herein. It also provides methods of making the conjugates of camptothecin analogs to a cell-binding agent, as well as methods of using the conjugates in targeted treatment of cancer, infection, and immunological disorders.

A CONJUGATE OF A CYTOTOXIC AGENT TO A CELL BINDING MOLECULE WITH BRANCHED LINKERS

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