Mal-Amido-PEG4-acid

Base Information

• Chemical Name: Mal-Amido-PEG4-acid
• CAS No.: 1263045-16-4
• Molecular Formula: C₁₈H₂₈N₂O₉
• Molecular Weight: 416.428
• Hs Code.: 3822000000
• Mol file: 1263045-16-4.mol

Synonyms:1-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamido]-3,6,9,12-tetraoxapentadecan-15-oic acid

Chemical Property of Mal-Amido-PEG4-acid

Chemical Property:

• Boiling Point: 659.1±55.0 °C(Predicted)
• PKA: 4.28±0.10(Predicted)
• Density: 1.270±0.06 g/cm3(Predicted)
• Solubility.: Soluble in Water, DMSO, DMF, DCM

Purity/Quality:

98%,99%, ^*data from raw suppliers

19-Maleimido-17-oxo-4,7,10,13-tetraoxa-16-azanonadecanoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Mal-amido-PEG4-acid is a PEG linker containing a maleimide group and a terminal carboxylic acid. The hydrophilic PEG spacer increases solubility in aqueous media. 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.

Technology Process of Mal-Amido-PEG4-acid

There total 5 articles about Mal-Amido-PEG4-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:

3-maleimidopropionic acid N-hydroxysuccinimide ester (55750-62-4) + 14-carboxy-3,6,9,12-tetraoxatetradecan-1-ammonium 2,2,2-trifluoroacetate (1615234-93-9) → 1-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamido]-3,6,9,12-tetraoxapentadecan-15-oic acid (1263045-16-4,871133-36-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

Reference yield:

3-maleimidopropionic acid N-hydroxysuccinimide ester (55750-62-4) + 3-[2-[2-[2-[2-(tert-butoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid (756525-91-4) → 1-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamido]-3,6,9,12-tetraoxapentadecan-15-oic acid (1263045-16-4,871133-36-7)

Guidance literature:

3-[2-[2-[2-[2-(tert-butoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid; With 4-nitrophenylglyoxylic acid; In dichloromethane; at 20 ℃;

3-maleimidopropionic acid N-hydroxysuccinimide ester; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

Reference yield:

3-[2-(2-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}ethoxy)ethoxy]propanoic acid (663921-15-1) + 3-maleimidopropionic acid N-hydroxysuccinimide ester (55750-62-4) → 1-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamido]-3,6,9,12-tetraoxapentadecan-15-oic acid (1263045-16-4,871133-36-7)

Guidance literature:

With sodium hydrogencarbonate; In 1,2-dimethoxyethane; water; at 20 ℃; for 2h;

upstream raw materials:

3-[2-[2-[2-[2-(tert-butoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid

3-maleimidopropionic acid N-hydroxysuccinimide ester

14-carboxy-3,6,9,12-tetraoxatetradecan-1-ammonium 2,2,2-trifluoroacetate

3-maleimidepropionic acid

Downstream raw materials:

3-[2-[2-[2-[[3-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-propionylamino]ethoxy]ethoxy]ethoxy]ethoxy]propionic acid-2,5-dioxo-pyrrolidin-1-yl ester

C₆₇H₈₄N₈O₁₉