S-acetyl-dPEG®₈-OH

S-acetyl-dPEG®8-OH, product number 10160, contains an acetyl-protected thiol on a hydroxy-terminated, discrete polyethylene glycol (dPEG®) linker. This product thiolates biomolecules.

Thiolation with dPEG® Products
Bioconjugation frequently employs thiolation because the reactions to install thiol groups on molecules or to react with molecules containing sulfhydryl groups are relatively simple and often chemoselective. The thioacetyl group is intended to install an acetyl-protected thiol onto biomolecules. While installation of a protected thiol through a reaction between a carboxylic acid and a primary amine is widely popular in bioconjugation technology, it is not always possible or feasible to do. S-acetyl-dPEG®8-OH permits the installation of a protected thiol through a short, hydroxy-terminated discrete PEG® linker. Hydroxylamine hydrochloride (CAS number 5470-11-1) easily removes the acetyl group protecting the thiol, thus exposing the sulfhydryl for subsequent reaction. One application for S-acetyl-dPEG®8-OH is modification of nucleic acids using phosphoramidite chemistry.

Traditional PEGs and dPEG® Products
Because they are dispersed polymers (Đ > 1), traditional polyethylene glycol (PEG) products contain an intractable mixture of different chain lengths and molecular weights of PEG in a Poisson distribution. Quanta BioDesign manufactures monodispersed (Đ = 1) PEG products. The PEG contained in every PEG product made by Quanta BioDesign has a single molecular weight with a discrete chain length (hence the tradename dPEG®).

Application References:

Hermanson, G. T. Chapter 2, Functional Targets for Bioconjugation. Bioconjugate Techniques, 3rd edition. Academic Press: New York, 2013, 127-228, particularly pages 165-170, discussing thiolation and SATA.
Hermanson, G. T. Chapter 18, PEGylation and Synthetic Polymer Modification. Bioconjugate Techniques, 3rd edition. Academic Press: New York, 2013, 787-838.
Zhang, L.; Sun, L.; Cui, Z.; Gottlieb, R. L.; Zhang, B. 5'-Sulfhydryl-Modified RNA: Initiator Synthesis, in Vitro Transcription, and Enzymatic Incorporation. Bioconjugate Chem. 2001, 12(6), 939–948. https://doi.org/10.1021/bc015504g.

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