dPEG®₈-SATA (S-acetyl-dPEG®₈-NHS ester)

dPEG®8-SATA, also known as S-acetyl-dPEG®8-NHS ester, product number 10184, is one of Quanta BioDesign's variations of the widely popular thiolation reagent N-succinimidyl-S-acetylthioacetate, commonly known as SATA. The acetyl-protected thiol is separated from the N-hydroxysuccinimidyl (NHS) ester by a short, single molecular weight, discrete chain length polyethylene glycol (dPEG®) spacer. The amphiphilic dPEG® spacer imparts water solubility to the product.

The widely popular SATA reagent contains an acetyl-protected thiol coupled to an NHS ester through acetic acid. SATA is used to install a protected thiol on molecules at accessible amines on a peptide or protein, which is a process known as thiolation. Removal of the acetyl protecting group from the sulfhydryl permits crosslinking between the SATA-modified molecule and a target molecule of interest that contains a thiol-reactive group, such as maleimide. Unfortunately, SATA is not highly soluble in water. Consequently, it must be dissolved in a dry organic solvent such as N,N'-dimethylformamide (DMF) or N,N'-dimethylacetamide (DMAC) before reacting it in water or aqueous buffer.

Any application that can be carried out with a traditional, non-PEGylated SATA reagent can be carried out with our SATA containing a dPEG® spacer. Greg Hermanson, in his reference work titled Bioconjugate Techniques, 3rd edition (see references 1 and 2, below), has protocols for the thiolation of enzymes, antibodies, avidin, streptavidin, phycobiliproteins, and amine-containing DNA using SATA. All of these protocols can be conducted successfully using dPEG®8-SATA (S-acetyl-dPEG®8-NHS ester) or any of our other SATA reagents.

Traditional polyethylene glycol (PEG) products are dispersed polymers (Đ > 1). PEG polymers contain an intractable mixture of different chain lengths and molecular weights of PEG in a Poisson distribution. Quanta BioDesign manufactures PEG products that are not dispersed (Đ = 1). 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®).

OurdPEG®8-SATA inserts a single molecular weight octaethylene glycol (dPEG®8) spacer between the protected thiol and the NHS ester. The dPEG® spacer makes the molecule water soluble, allowing dPEG®8-SATA to be dissolved and reacted in water. Moreover, the dPEG®8 spacer adds hydrodynamic volume to the molecule to which it is conjugated. Consequently, proteins conjugated to dPEG®8-SATA are less susceptible to aggregation and precipitation. Hydroxylamine hydrochloride (CAS number 5470-11-1) permits easy removal of the acetyl protecting group, exposing the sulfhydryl moiety for further reaction.

Bioconjugation frequently employs thiolation because the reactions to install thiol groups on molecules or to react molecules with sulfhydryl groups are simple, easy, and often chemoselective.

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.

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.

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