Mal-PEG1-acid

Base Information

• Chemical Name: Mal-PEG1-acid
• CAS No.: 760952-64-5
• Molecular Formula: C₉H₁₁NO₅
• Molecular Weight: 213.19
• Mol file: 760952-64-5.mol

Synonyms:3-(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethoxy)propanoic acid

Chemical Property of Mal-PEG1-acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Mal-PEG1-acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Mal-PEG1-acid is a PEG linker containing a maleimide group with a terminal carboxylic acid. The hydrophilic PEG spacer increases solubility in aqueous media. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol. 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.

Technology Process of Mal-PEG1-acid

There total 1 articles about Mal-PEG1-acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

maleic anhydride (108-31-6) + 3-(2-aminoethoxy)propionic acid (144942-89-2) → 3-(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethoxy)propanoic acid (760952-64-5)

Guidance literature:

With acetic acid; at 120 ℃; for 6h;

DOI:10.3390/cancers12030744

Reference yield: 99.0%

3-(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethoxy)propanoic acid (760952-64-5) + bis(4-methoxybenzyl) 3-hydroxycyclobutane-1,1-dicarboxylate (760952-55-4) → bis(4-methoxybenzyl) 3-(6-maleinimido-4-oxacaproyl)cyclobutane-1,1-dicarboxylate (760952-56-5)

Guidance literature:

With 2-chloro-1-methyl-pyridinium iodide; triethylamine; In dichloromethane; at 20 ℃; for 3h;

Reference yield: 57.0%

3-(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethoxy)propanoic acid (760952-64-5) + (2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-N-[4-(hydroxymethyl)phenyl]-5-ureidopentanamide (159857-79-1) → (S)-2-((S)-2-(3-(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethoxy)propanamido)-3-methylbutanamido)-N-(4-(hydroxymethyl)phenyl)-5-ureidopentanamide

Guidance literature:

3-(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethoxy)propanoic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

(2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-N-[4-(hydroxymethyl)phenyl]-5-ureidopentanamide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

upstream raw materials:

maleic anhydride

3-(2-aminoethoxy)propionic acid

Downstream raw materials:

bis(4-methoxybenzyl) 3-(6-maleinimido-4-oxacaproyl)cyclobutane-1,1-dicarboxylate

2,5-dioxopyrrolidin-1-yl 3-(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethoxy)propanoate

Refernces