4-MALEIMIDOBUTYRIC ACID

Product Name: 4-MALEIMIDOBUTYRIC ACID
CAS No.: 57078-98-5
Chemical Name: 4-MALEIMIDOBUTYRIC ACID
Synonyms: N-MALEOYL-GABA;Mal-(CH2)3-COOH;RARECHEM AL CD 0913;Maleimide-(CH2)3-COOH;4-MaleimidobutyricAci;4-MALEIMIDOBUTYRIC ACID;MALEIMIDOPROPIONIC ACID;4-MALEIMIDOBUTANOIC ACID;4-maleimide butyric acid;4-MaleimidobutyricAcid>
CBNumber: CB7105649
Molecular Formula: C8H9NO4
Formula Weight: 183.16
MOL File: 57078-98-5.mol

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4-MALEIMIDOBUTYRIC ACID Property

Melting point:: 95-98 °C
Boiling point:: 400.1±28.0 °C(Predicted)
Density: 1.395±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Very Slightly)
pka: 4.59±0.10(Predicted)
form: Solid
color: White to Pale Yellow
BRN: 1455876
InChI: InChI=1S/C8H9NO4/c10-6-3-4-7(11)9(6)5-1-2-8(12)13/h3-4H,1-2,5H2,(H,12,13)
InChIKey: NCPQROHLJFARLL-UHFFFAOYSA-N
SMILES: N1(CCCC(O)=O)C(=O)C=CC1=O
CAS DataBase Reference: 57078-98-5(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
F: 10-21
HS Code: 29251900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 63174
Product name: 4-Maleimidobutyric acid
Purity: ≥98.0% (T)
Packaging: 1G
Price: $824
Updated: 2025/07/31

Sigma-Aldrich

Product number: 63174
Product name: 4-Maleimidobutyric acid
Purity: ≥98.0% (T)
Packaging: 250MG
Price: $246
Updated: 2023/06/20

TCI Chemical

Product number: M2337
Product name: 4-Maleimidobutyric Acid
Purity: >98.0%(GC)
Packaging: 1g
Price: $72
Updated: 2025/07/31

TCI Chemical

Product number: M2337
Product name: 4-Maleimidobutyric Acid
Purity: >98.0%(GC)
Packaging: 5g
Price: $248
Updated: 2025/07/31

Usbiological

Product number: 281725
Product name: 4-Maleimidobutyric acid
Packaging: 50mg
Price: $352
Updated: 2021/12/16

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4-MALEIMIDOBUTYRIC ACID Chemical Properties,Usage,Production

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

4-Maleimidobutyric Acid is a short crosslinking reagent.

Uses

A short crosslinking reagent
Modification reagent for thiol groups in proteins
Maleimide Derivatives
MTS & Sulfhydryl Active Reagents

Synthesis

15938-22-4

57078-98-5

General procedure for the synthesis of 4-maleimidobutyric acid from the compound (CAS: 15938-22-4): compound (II) (191 g, 0.95 mol, X = 3) and 600 mL of acetonitrile were added to a 1000 mL three-necked flask, followed by the addition of diisopropylethylamine (363 g, 2.8 mol) and a solution of phenyl 4-nitro trifluoroacetate. Phenyl 4-nitrilotrifluoroacetate (353.4 g, 1.5 mol) dissolved in 300 mL of acetonitrile was added dropwise to the reaction system and the reaction temperature was controlled to be between -5 and 10 °C. After completion of the reaction, the mixture was dried, 400 mL of water was added and the pH was adjusted to 3-4 with concentrated hydrochloric acid. 4-nitrophenol was removed by filtration and the filtrate was extracted three times with dichloromethane, the organic phases were combined, washed with water and dried with anhydrous magnesium sulfate. After concentration and drying, 129 g of light yellow solid was obtained. 111 g of white solid was obtained by recrystallization from mixed solvent of ethyl acetate and petroleum ether, 99 g was weighed after drying, and the purity was 98.4% by HPLC, and the yield was 57.0%.

IC 50

Alkyl-Chain

References

[1] Patent: CN105037237, 2017, B. Location in patent: Paragraph 0063-0066
[2] Organic and Biomolecular Chemistry, 2009, vol. 7, # 17, p. 3400 - 3406

4-MALEIMIDOBUTYRIC ACID Preparation Products And Raw materials

Raw materials

4-Aminobutyric acid Maleic anhydride Maleimide Ethyl acetate PETROLEUM ETHER

Preparation Products

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4-MALEIMIDOBUTYRIC ACID Suppliers

Americas 1 Canada 2 China 145 Europe 1 Germany 4 India 4 Japan 1 Switzerland 1 Ukraine 2 United Kingdom 4 United States 21 Global 186

Shanghai Gugang New Materials Technology Co. Ltd.

Tel: 021-51317962
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J & K SCIENTIFIC LTD.

Tel: 18210857532; 18210857532
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
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INTATRADE GmbH

Tel: +49 3493/605464
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Email: sales@intatrade.de
Country: Germany
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3B Pharmachem (Wuhan) International Co.,Ltd.

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TCI (Shanghai) Development Co., Ltd.

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Energy Chemical

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Suzhou Highfine Biotech Co., Ltd

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Nanjing Habo Medical Technology Co., Ltd.

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Adamas Reagent, Ltd.

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Accela ChemBio Co.,Ltd.

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View Lastest Price from 4-MALEIMIDOBUTYRIC ACID manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 4-Maleimidobutyric acid 57078-98-5
Price: US $0.00/g
Min. Order: 1g
Purity: 98%min HPLC
Supply Ability: 100KGS
Release date: 2021-08-06

Henan Fengda Chemical Co., Ltd

Product: 4-(2,5-dioxo-2H-pyrrol-1(5H)-yl)butanoic acid 57078-98-5
Price: US $200.00-1.00/KG
Min. Order: 1KG
Purity: 99%, 99.5% Sublimated
Supply Ability: g-kg-tons, free sample is available
Release date: 2023-12-30

Jiangsu Nata Opto-electronic Material Co.,Ltd.

Product: 4-MALEIMIDOBUTYRIC ACID 57078-98-5
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 250KG
Release date: 2023-05-24

57078-98-5, 4-MALEIMIDOBUTYRIC ACIDRelated Search:

N-Succinimidyl 3-maleimidopropionate 6-Maleimidocaproic acid 3-Maleimidobenzoic acid N-hydroxysuccinimide ester N-[4-(-Carboxycyclohexylmethyl)]maleimide Maleimide GMBS 4-MALEIMIDOBUTYRIC ACID N-PROPYLMALEIMIDE N-Butylmaleimide 4-Aminobutyric acid Fmoc-8-amino-3,6-dioxaoctanoic acid N-N-BUTYLACRYLAMIDE SULFO-GMBS N-Ethylmaleimide 4-MALEIMIDOBUTYRIC ACID HYDRAZIDE 4-Maleimidobutyric Acid hydrazide(GMBH) 4-Maleimidobutyric Acid-NHS(GMBS) Γ-MALEIMIDOBUTYRIC ACID

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

Maleimide-(CH2)3-COOH

4-(2,5-dioxopyrrol-1-yl)butanoic acid

RARECHEM AL CD 0913

N-MALEOYL-4-AMINOBUTYRIC ACID

N-MALEOYL-GABA

N-(3-CARBOXYPROPYL)MALEIMIDE

4-MALEIMIDOBUTYRIC ACID

4-MALEIMIDOBUTANOIC ACID

4-(2,5-DIOXO-2,5-DIHYDRO-PYRROL-1-YL)-BUTYRIC ACID

4-(2,5-DIOXO-2,5-DIHYDRO-1H-PYRROL-1-YL)BUTANOIC ACID

MALEIMIDOPROPIONIC ACID

GAMMA-MALEIMIDOBUTYRIC ACID

4-MALEIMIDOBUTANOIC ACID DIHYDRATE

4-Maleimidobutyric acid(MBA)

2-Cyclopropyl-5,6,7,8-tetrahydropyrido[4,3-d]pyri

4-MaleimidobutyricAcid&gt

1H-Pyrrole-1-butanoic acid, 2,5-dihydro-2,5-dioxo-

4-MaleimidobutyricAci

4-maleimide butyric acid

Mal-(CH2)3-COOH

57078-98-5

MTS & Sulfhydryl Active Reagents

Maleimide Derivatives

Nitric Oxide Reagents

Cross Linking Reagents