ChemicalBook >> CAS DataBase List >>3-Maleimidopropionic acid

3-Maleimidopropionic acid

CAS No.
7423-55-4
Chemical Name:
3-Maleimidopropionic acid
Synonyms
3-(2,5-DIOXO-2,5-DIHYDRO-1H-PYRROL-1-YL)PROPANOIC ACID;BMPA;3-(2,5-DIOXO-2,5-DIHYDRO-PYRROL-1-YL)-PROPIONIC ACID;MPA-OH;3-Maleimidopropionic;AKOS BC-0729;Mal-(CH2)2-COOH;n-maleoyl-β-alanine;MALEOYL-BETA-ALA-OH;RARECHEM AL CD 0912
CBNumber:
CB1371466
Molecular Formula:
C7H7NO4
Molecular Weight:
169.13
MDL Number:
MFCD00043030
MOL File:
7423-55-4.mol
Last updated:2023-10-20 09:49:57

3-Maleimidopropionic acid Properties

Melting point 103-106 °C (lit.)
Boiling point 382.5±25.0 °C(Predicted)
Density 1.473±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
pka 4.18±0.10(Predicted)
form Solid
color White
Water Solubility Soluble in methanol, dimethyl formamide, alcohol and dimethyl sulfoxide. Slightly soluble in water.
Sensitive Moisture Sensitive
BRN 1528952
InChIKey IUTPJBLLJJNPAJ-UHFFFAOYSA-N
CAS DataBase Reference 7423-55-4(CAS DataBase Reference)
FDA UNII Q5C4V9T6GU

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
10-21
HS Code  29252900
NFPA 704
0
2 0

3-Maleimidopropionic acid price More Price(52)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 394815 N-Maleoyl-β-alanine 97% 7423-55-4 250mg $224 2024-03-01 Buy
Sigma-Aldrich 394815 N-Maleoyl-β-alanine 97% 7423-55-4 1g $473 2024-03-01 Buy
TCI Chemical M1962 3-Maleimidopropionic Acid >97.0%(GC) 7423-55-4 1g $89 2024-03-01 Buy
TCI Chemical M1962 3-Maleimidopropionic Acid >97.0%(GC) 7423-55-4 5g $303 2024-03-01 Buy
Alfa Aesar H61536 3-Maleimidopropionic acid, 95% 7423-55-4 1g $168 2024-03-01 Buy
Product number Packaging Price Buy
394815 250mg $224 Buy
394815 1g $473 Buy
M1962 1g $89 Buy
M1962 5g $303 Buy
H61536 1g $168 Buy

3-Maleimidopropionic acid Chemical Properties,Uses,Production

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

3-Maleimidopropionic acid is a sulfhydryl reactive heterobifunctional crosslinking reagent.

Application

3-Maleimidopropionic acid (3MP) is a molecule that can be used for the treatment of cancer. 3MP has been shown to inhibit the growth of tumor cells and induce apoptosis. It also inhibits the production of reactive oxygen species, which are produced by cancer cells as a result of chemotherapy. 3MP has potent inhibitory activity against bacterial organisms such as methicillin-resistant Staphylococcus aureus (MRSA) and Clostridium perfringens and antiviral properties against HIV infection. This molecule can also be used in conjunction with monoclonal antibodies or other immunotherapy techniques to improve their efficacy.

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.

Synthesis

An acetic acid solution of maleic anhydride (5.00 g in 50 mL) was added dropwise to an acetic acid solution of β-alanine (4.54 g in 50 mL). The mixture was stirred at room temperature. After 3 h, AcOH (70 mL ) was added and the temperature was raised to 115 °C under stirred overnight. After 1 hour, an orange oil was obtained. The solvent excess was removed under reduced pressure and the product was washed with toluene (3 × 30 mL). The product was then purified by flash chromatography using a silica column (DCM/ethylacetate 9:1) to obtain the white solid 3-Maleimidopropionic acid.
3-Maleimidopropionic acid

Global( 297)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Guanlang Biotechnology Co,.LTD
+8619930503252 daisy@crovellbio.com China 5964 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3012 60
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com China 2931 58
Changzhou Ansciep Chemical Co., Ltd.
+86 519 86305871 sales@ansciepchem.com CHINA 4242 58
Accela ChemBio Inc.
(+1)-858-699-3322 info@accelachem.com United States 19965 58
Chengdu Pukang Biotechnology Co., Ltd
028-82550498 export@pu-kang.com CHINA 210 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58

View Lastest Price from 3-Maleimidopropionic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3-Maleimidopropionic acid pictures 2023-07-11 3-Maleimidopropionic acid
7423-55-4
US $9.00 / KG 1KG 99.9 1 ton Hebei Guanlang Biotechnology Co,.LTD
3-Maleimidopropionic acid pictures 2021-09-29 3-Maleimidopropionic acid
7423-55-4
US $0.00 / Kg/Bag 10g 98%min HPLC 100KGS WUHAN FORTUNA CHEMICAL CO., LTD
3-Maleimidopropionic acid pictures 2021-07-13 3-Maleimidopropionic acid
7423-55-4
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
N-(2-CARBOXYETHYL)MALEIMIDE N-BETA-MALEIMIDOPROPIONIC ACID N-MALEOYL-BETA-ALANINE RARECHEM AL CD 0912 AKOS BC-0729 3-MALEIMIDOPROPIONIC ACID MALEOYL-BETA-ALA-OH BETA-MALEIMIDOPROPIONIC ACID B-MALEIMIDOPROPIONIC ACID 3-Maleinimidopropionicacid n-maleoyl-β-alanine 3-MALEIMIDOPROPIONOIC ACID DIHYDRATE 3-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-prop 3-Maleimidopropionic acid, N-(2-Carboxyethyl)maleimide N-Maleoyl-β-ananine 3-Maleimidopropionic acid ,98% N-Maleoyl-β-alanine,3-Maleimidopropionic acid, N-(2-Carboxyethyl)maleimide Mal-(CH2)2-COOH (MPA) N-(2-Carboxyethyl)maleimide, 3-Maleimidopropionic acid 2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-propanoic Acid Maleoyl-bAla-OH, MPA-OH, 3-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-propionic acid 3-MaleiMidopropioniccid (BMPA) Mal-(CH2)2-COOH MPA 3-Maleimidopropionic acid 3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)propa N-Maleoyl-beta-alanine 97% 3-maleimidopropropionic acid 3-(2,5-Dioxo-2,5-dihydropyrrol-1-yl)propanoic acid 3-(2,5-Dioxopyrrol-1-yl)propanoic acid 3-Maleimidopropionic acid(MPA) Maleimide-(CH2)2-COOH 3-MaleimidopropionicAcid> 1H-Pyrrole-1-propanoic acid, 2,5-dihydro-2,5-dioxo- 3-(2,5-DIOXO-2,5-DIHYDRO-PYRROL-1-YL)-PROPIONIC ACID 3-(2,5-DIOXO-2,5-DIHYDRO-1H-PYRROL-1-YL)PROPANOIC ACID BMPA MPA-OH 3-Maleimidopropionic [MAL-PA] 3-Maleimide propionic acid 3-maleimide propionic acid N-Maleoyl-β-alanine 7423-55-4 Organic Building Blocks Cyclic Imides Building Blocks Carbonyl Compounds Maleimide Derivatives N-Substituted Maleimides N-Substituted Maleimides, Succinimides & Phthalimides Cross Linking Reagents MTS & Sulfhydryl Active Reagents Heterobifunctional Crosslinker Building Blocks Carbonyl Compounds Chemical Synthesis Cyclic Imides Organic Building Blocks