Tetra(-amido-dPEG®23-MAL)pentaerythritol, product number 11414, is a maleimide-functionalized click chemistry reagent designed to crosslink up to four molecules via a thiol-maleimide reaction. Built around a pentaerythritol core, each arm of this four-branched molecule consists of a single molecular weight, discrete polyethylene glycol (dPEG®) spacer functionalized with a maleimidopropyl group. Each of the four (4) equal-length dPEG®23 arms are 79 atoms long (89.9 Å) from the pentaerythritol core to the reactive site on the maleimide. The molecular weight of this product is 5,250 Daltons. Applications for this product include (1) crosslinking of proteins, peptides, or small molecules containing free sulfhydryl groups and (2) dendrimer construction with thiol-functionalized branched compounds.
Traditional polyethylene glycol (PEG) is a disperse polymer. Any given size PEG consists of a multiplicity of different PEG chain lengths, each with a different molecular weight. By contrast, Quanta BioDesign’s dPEG® products are not disperse polymers. Each dPEG® product contains a single molecular weight of PEG with a discrete chain length, hence the dPEG® name. For more information about Quanta BioDesign’s dPEG® technology, please visit our What is dPEG®? page. To find answers to our most frequently asked questions, please click this link.
Tetra(-amido-dPEG®23-MAL)pentaerythritol showcases the value of dPEG® in constructing useful products. Each of the four dPEG® arms extending from the pentaerythritol core is the same length. All four arms are constructed and functionalized identically. Analysis of the product is simplified. This product would not be possible with traditional, dispersed PEG.
The thiol-maleimide reaction, also known as the thiol-Michael addition, is a popular, powerful click chemistry reaction. At pH 6.5 – 7.5, the reaction between a sulfhydryl and a maleimide is chemoselective. The maleimide group can react with free amines (for example, lysine) when the pH is greater than 7.5. For more information about the thiol-maleimide reaction, please see Maleimide Reaction Chemistry.
If you need bulk product in a larger package size than our standard sizes, please contact us for a quote. Our commercial capabilities permit us to manufacture this product at any scale that you need.
Hermanson, G. T. Chapter 2, Functional Targets for Bioconjugation. Bioconjugate Techniques, 3rd edition. Academic Press: New York, 2013, 127-228. Want to learn more about Greg’s book? Click here now for a review of Greg’s book and a link to purchase it.
Hermanson, G. T. Chapter 3, The Reactions of Bioconjugation. Bioconjugate Techniques, 3rd edition. Academic Press: New York, 2013, 229-258, specifically page 241, discussing maleimide reactions.
Hermanson, G. T. Chapter 8, Dendrimers and Dendrons. Bioconjugate Techniques, 3rd edition. Academic Press: New York, 2013, 351-386.
Hermanson, G. T. Chapter 18, PEGylation and Synthetic Polymer Modification. Bioconjugate Techniques, 3rd edition. Academic Press: New York, 2013, 787-838.
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