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US 6,465,694 B1Granted
Method for preparation of polyethylene glycol aldehyde derivatives
AssigneeUniversity of Utah Research Foundation
InventorsMiroslav Baudys, Feng Liu, Sung Wan Kim
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Abstract
Aldehyde derivatives of polyethylene glycols and methods of making thereof are disclosed. These aldehyde derivatives can be used to make polyethylene glycol-hydrazines, polyethylene glycol-thiols, polyethylene glycol amines, and branched polyethylene glycols. PEG aldehyde derivatives or other functional PEG derivatives prepared from PEG aldehydes are useful for protein conjugation and surface modification.
Claims12
A method for preparing a PEG aldehyde having the formula:
- wherein R1 represents lower alkyl, R2 represents lower alkyl or H, n is an integer from about 3 to about 500, and k and m are integers from about 2 to about 12, comprising the steps of:
- (a) dissolving a PEG derivative having the formula:
- wherein R1 represents lower alkyl, R2 represents lower alkyl or H, n is an integer from about 3 to about 500, and k and m are integers from about 2 to about 12, in an apolar solvent containing 2 equivalents of K2CO3 for each hydroxyl group to form a mixture;
- (b) adding an effective amount of a catalyst and O2 to the mixture, heating at 40-90° C., and incubating for a sufficient period of time for the PEG derivative to be oxidized to the PEG aldehyde;
- (c) removing the catalyst;
- and
- (d) recovering the PEG aldehyde.
4 more elements
Dependencies are inferred from the claim text.