394815

N-Maleoyl-β-alanine

97%

• Synonym(s): 3-Maleimidopropionic acid, N-(2-Carboxyethyl)maleimide
• Empirical Formula (Hill Notation): C₇H₇NO₄
• CAS Number: 7423-55-4
• Molecular Weight: 169.13
• Beilstein: 1528952
• MDL number: MFCD00043030
• UNSPSC Code: 12352100
• PubChem Substance ID: 24864618
• NACRES: NA.22

Properties

• Assay: 97%
• form: powder
• greener alternative product score: old score: 18; new score: 7; Find out more about DOZN™ Scoring
• greener alternative product characteristics: Less Hazardous Chemical Syntheses; Safer Solvents and Auxiliaries; Inherently Safer Chemistry for Accident Prevention; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• mp: 103-106 °C (lit.)
• functional group: carboxylic acid; imide; maleimide
• greener alternative category: , Re-engineered
• storage temp.: 2-8°C
• SMILES string: OC(=O)CCN1C(=O)C=CC1=O
• InChI: 1S/C7H7NO4/c9-5-1-2-6(10)8(5)4-3-7(11)12/h1-2H,3-4H2,(H,11,12)
• InChI key: IUTPJBLLJJNPAJ-UHFFFAOYSA-N

Description

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.

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Less Hazardous Chemical Syntheses”, "Safer Solvents and Auxiliaries" and “Inherently Safer Chemistry for Accident Prevention”. Click here to view its DOZN scorecard.

Application

N-Maleoyl-β-alanine (3-maleimidopropanoic acid, N-(2-carboxyethyl)maleimide)) is the suitable reagent used in the following studies:

• To decrease the biotin binding affinity of Avd(S16C) (avidin with a single point mutation S16C).
• As a side chain reactive agent to modify tryptic peptides that result in mass shifts indicating the presence of cysteine residues.
• To preblock Xenopus laevis oocytes for exposed cysteines used as an expression system in the study of conformational changes in cASIC1a Receptors.

It may be used in the following studies:

• As a protective agent for keratin fiber in high temperature process.
• As a non-cleavable maleimido moiety during the synthesis of tetrawalled molecular umbrella-octaarginine conjugates.
• Synthesis of organotin carboxylates of N-Maleoyl-β-alanine.
• To functionalize the gold surfaces to interact with cysteine-modified peptide.
• Preparation of cross-linked dextran–poly(ethylene glycol) hydrogel substrate.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves