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dPEG®₈-SATA (S-acetyl-dPEG®₈-NHS ester) (QBD-10184)

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dPEG®8-SATA, product number QBD-10184, is a hydrophilic, water-soluble version of the highly popular thiolation and crosslinking reagent known as SATA. Using straightforward, easy reactions, this reagent can be used to thiolate or crosslink biomolecules.

Description

dPEG®8-SATA, also known as S-acetyl-dPEG®8-NHS ester, product number QBD-10184, is one of Quanta BioDesign’s versions of the widely popular thiolation reagent N-succinimidyl-S-acetylthioacetate (SATA). The acetyl-protected thiol is separated from the N-hydroxysuccinimidyl (NHS) ester by an amphiphilic, discrete polyethylene glycol (dPEG®) spacer. The dPEG® spacer adds water solubility to the product.

Thiolation is the process of adding a sulfhydryl group to a molecule. Bioconjugation frequently employs thiolation because the reactions to install thiol groups on molecules or to react molecules with sulfhydryl groups are simple and often chemoselective.

The widely popular SATA reagent thiolates molecules with available amines via the NHS ester. Removal of the acetyl protecting group from the sulfhydryl permits crosslinking between the SATA-modified compound and a target molecule of interest that contains a thiol-reactive group, such as maleimide. Unfortunately, SATA is hydrophobic. Consequently, before use, SATA must be dissolved in a dry, water-miscible organic solvent.

Vector Laboratories’ dPEG®8-SATA inserts a single molecular weight octaethylene glycol (dPEG®8) spacer between the protected thiol and the NHS ester. The dPEG® spacer imparts water solubility to the molecule, allowing dPEG®8-SATA to dissolve and react in water without needing an organic solvent. Also, the dPEG®8 spacer adds hydrodynamic volume to the molecule to which it is conjugated. Increasing the hydrodynamic volume reduces aggregation and precipitation of proteins conjugated to dPEG®8-SATA. Hydroxylamine hydrochloride (CAS number 5470-11-1) easily removes the acetyl protecting group, exposing the sulfhydryl moiety for further reaction. 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.

Specifications

Unit Size100 mg, 1000 mg
Molecular Weight597.67; single compound
Chemical formulaC₂₅H₄₃NO₁₃S
CAS1070798-99-0
Purity> 97%
SpacersdPEG® Spacer is 28 atoms and 32.5 Å
ShippingAmbient
Typical solubility properties (for additional information contact Customer Support)Methylene chloride, Acetontrile, DMAC or DMSO.
Storage and handling-20°C; Always let come to room temperature before opening; be careful to limit exposure to moisture and restore under an inert atmosphere; stock solutions can be prepared with dry solvent and kept for several days (freeze when not in use). dPEG® pegylation compounds are generally hygroscopic and should be treated as such. This will be less noticeable with liquids, but the solids will become tacky and difficult to manipulate, if care is not taken to minimize air exposure.

References

  1. Greg T. Hermanson, Bioconjugate Techniques, 2nd Edition, Elsevier Inc., Burlington, MA 01803, April, 2008 (ISBN-13: 978-0-12-370501-3; ISBN-10: 0-12-370501-0). References to SATA which can be directly applied to the dPEG® pegylation versions: a) general description and use, p 71; b) modification of antibodies, pp 759; c)modification of amines on nucleus and DNA probes, p. 984 and d) modification of enzymes, avidin and streptavidin with pp. 90, 909 and 919.
  2. Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.
  3. In vitro and in vivo evaluation of a non-carbohydrate targeting platform for lysosomal proteins, James E. Stefano, Lihui Hou, Denise Honey, Josephine Kyazike, Anna Park, Qun Zhou, Clark Q. Pan, Tim Edmunds. Journal of Controlled Release. 2009, 2 (135), pp 113-118. April 17, 2009. DOI: 10.1016/j.jconrel.2008.12.006.
  4. Silica-Shelled Single Quantum Dot Micelles as Imaging Probes with Dual or Multimodality. Rumiana Bakalova, Zhivko Zhelev, Ichio Aoki, Hideki Ohba, Yusuke Imai, and Iwao Kanno. Anal. Chem. 2006, 78 (16) pp 5925–5932. July 14, 2006. DOI: 10.1021/ac060412b.
  5. Immobilization of His-tagged endoglucanase on gold via various Ni-NTA self-assembled monolayers and its hydrolytic activity. Nakamura I, Makino A, Ohmae M, Kimura S. Macromolecular Bioscience. 2010, 10 (10) pp1265-1272. October 8, 2010. 10.1002/mabi.201000189.
  6. Array-based fluorescence assay for serine/threonine kinases using specific chemical reaction. Shoji Akita, Naoki Umezawa, Nobuki Kato, Tsunehiko Higuchi. Bioorganic & Medicinal Chemistry. 2008, 16 (16) pp 7788-94. July 1, 2008. 10.1016/j.bmc.2008.07.007
  7. A new class of nontoxic nanoparticle tags based on surface enhanced Raman scattering. Qian, X.-M.; Ansari, D.; Nie, Shuming. Colloidal Quantum Dots for Biomedical Applications II. 2007, Proceedings of the SPIE, Volume 6448, article id. 64480O. February 1, 2007. 10.1117/12.718459.

Applicable patents and legal notices are available at legal notices.

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