Description
Amino-PEG4-Amine is a very useful crosslinker containing two amino groups. The amino groups are reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc.
Uses
Applications may include: bioconjugation, drug delivery, PEG hydrogel, crosslinker, and surface functionalization
Synthesis
The general procedure for the synthesis of 3,6,9,12-tetraoxatetradecane-1,14-diamine from the compound (CAS:109789-39-1) is as follows: 9.1 mmol of methanesulfonyloxy-diethyleneglycol-methanesulfonate (MsO-PEG2-OMs) was dissolved in an appropriate amount of dichloromethane. To this solution, excess ammonia and 2 mmol of tetrabutylammonium bromide were added as a phase transfer catalyst, followed by stirring the reaction at 45 °C for 12 hours. Upon completion of the reaction, the solvent was removed by rotary evaporator and then purified by distillation under reduced pressure to afford the target product 3,6,9,12-tetraoxatetradecane-1,14-diamine (NH2-PEG4-NH2) in a yield of 7.64 mmol and 84%.
References
[1] Patent: CN107840817, 2018, A. Location in patent: Paragraph 0050; 0052
[2] Inorganic Chemistry, 2015, vol. 54, # 14, p. 6807 - 6820
[3] Journal of Polymer Science, Part A: Polymer Chemistry, 2016, vol. 54, # 20, p. 3294 - 3302