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The modification of branching in polyglycidol is of great interest for the synthesis of novel polymeric biomaterials. We present the synthesis of novel ratio-controlled amino-oxy and keto functionalized branched polyglycidols. The biocompatibility and chemospecificity of the amino-oxy functional group make it particularly well suited for applications in bioconjugation, drug delivery and tissue engineering. Amino-oxy functionalized branched polyglycidol can serve as a critical building block for the synthesis of innovative biocompatible degradable hydrogels that are injectable. Ratio-controlled amino-oxy functionalized species were obtained by controlling the ratio of N-hydroxy phthalimide to the hydroxyl groups attached to the polyether backbone. A similar strategy was utilized to obtain ratio-controlled keto functionalized branched polyglycidols. This unique feature will allow for the tailoring of this branched PEG-like structural motif for the synthesis of novel biomaterials with tailored biochemical and biomechanical properties.