alpha-MaleiMidopropionyl-oMega-succiniMidyl-4(ethylene glycol)

Base Information

• Chemical Name: alpha-MaleiMidopropionyl-oMega-succiniMidyl-4(ethylene glycol)
• CAS No.: 756525-99-2
• Molecular Formula: C22H31N3O11
• Molecular Weight: 513.502
• Hs Code.: 2928009090
• Mol file: 756525-99-2.mol

Synonyms:AmbotzPEG1575;α-Maleimidopropionyl-ω-succinimidyl-4(ethylene glycol);monodisperse Mal-PEG4-NHS-ester;(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]propanoate;

Chemical Property of alpha-MaleiMidopropionyl-oMega-succiniMidyl-4(ethylene glycol)

Chemical Property:

• PKA: 15.01±0.46(Predicted)
• PSA: 170.57000
• Density: 1.36±0.1 g/cm3(Predicted)
• LogP: -0.80250
• Storage Temp.: ?20°C

Purity/Quality:

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

Maleimide-PEG4-NHS ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Mal-amido-PEG4-NHS is a PEG linker containing a maleimide group and an NHS ester. The hydrophilic PEG spacer increases solubility in aqueous media. The NHS ester can be used to label the primary amines (-NH2) of proteins, amine-modified oligonucleotides, and other amine-containing molecules. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol.
• Uses: Maleimide-PEG4-NHS (CAS# 756525-99-2) is a cross-linking compound used in the lysosomal acid-triggered release of anticancer drugs.

Technology Process of alpha-MaleiMidopropionyl-oMega-succiniMidyl-4(ethylene glycol)

There total 5 articles about alpha-MaleiMidopropionyl-oMega-succiniMidyl-4(ethylene glycol) 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:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 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) → 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 (756525-99-2,326003-46-7,1426151-00-9)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

Reference yield:

3-[2-[2-[2-[2-(tert-butoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid (756525-91-4) → 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 (756525-99-2,326003-46-7,1426151-00-9)

Guidance literature:

Multi-step reaction with 3 steps

1: dichloromethane / 20 °C

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

Reference yield:

3-maleimidepropionic acid (7423-55-4) → 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 (756525-99-2,326003-46-7,1426151-00-9)

Guidance literature:

Multi-step reaction with 3 steps

1: dicyclohexyl-carbodiimide

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In dichloromethane;

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

1-hydroxy-pyrrolidine-2,5-dione

Downstream raw materials:

C₇₀H₉₁ClN₁₂O₁₈

Tap-18H

C₃₈H₅₈N₈O₁₃

trifluoroacetic acid

Refernces

• 1、 -. "ANTI-FOLATE RECEPTOR APLHA (FRA) ANTIBODY-DRUG CONJUGATES AND METHODS OF USING THEREOF". . . Retrieved 2016/06/28.
• 2、 -. "HYDROPHILIC SELF-IMMOLATIVE LINKERS AND CONJUGATES THEREOF". . . Retrieved 2014/07/08.