3-Maleimidopropionic acid Struktur

3-Maleimidopropionic acid

Bezeichnung:3-Maleimidopropionic acid

CAS-Nr7423-55-4

Englisch Name:3-Maleimidopropionic acid

CBNumberCB1371466

SummenformelC7H7NO4

Molgewicht169.13

MOL-Datei7423-55-4.mol

3-Maleimidopropionic acid physikalisch-chemischer Eigenschaften

Schmelzpunkt	103-106 °C (lit.)
Siedepunkt	382.5±25.0 °C(Predicted)
Dichte	1.473±0.06 g/cm3(Predicted)
storage temp.	2-8°C
Löslichkeit	DMSO (Slightly), Methanol (Slightly)
pka	4.18±0.10(Predicted)
Aggregatzustand	Solid
Farbe	White
Wasserlöslichkeit	Soluble in methanol, dimethyl formamide, alcohol and dimethyl sulfoxide. Slightly soluble in water.
Sensitive	Moisture Sensitive
BRN	1528952
InChIKey	IUTPJBLLJJNPAJ-UHFFFAOYSA-N
CAS Datenbank	7423-55-4(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	3
F	10-21
HS Code	29252900

Gefahreninformationscode (GHS)

3-Maleimidopropionic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
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.
Chemische Eigenschaften
White to Pale Yellow Solid
Verwenden
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.
Allgemeine Beschreibung
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.
Synthese
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 Upstream-Materialien And Downstream Produkte

3-Maleimidopropionic acid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

7423-55-4, 3-Maleimidopropionic acid Verwandte Suche:

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