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/REAXYS Number: 1528952
• MDL number: MFCD00043030
• PubChem Substance ID: 24864618
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 97%
• greener alternative product score: old score: 17; new score: 6; Find out more about DOZN™ Scoring.
• greener alternative product characteristics: Atom Economy; Design for Energy Efficiency; Use of Renewable Feedstocks; Learn more about the Principles of Green Chemistry.
• mp: 103-106 °C (lit.)
• 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.

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

1 g in glass bottle

250 mg in glass bottle

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315 - H319 - H335
• Precautionary Statements: P302 + P352 - P305 + P351 + P338
• Target Organs: Respiratory system
• Personal Protective Equipment: dust mask type N95 (US),Eyeshields,Gloves
• RIDADR: NONH for all modes of transport
• WGK Germany: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable