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SPDP-dPEG®₄-NHS ester (QBD-10374)

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Description

SPDP-dPEG®4-NHS ester, product number QBD-10374, is Vector Laboratories’ water-soluble version of the immensely popular, but unfortunately hydrophobic, SPDP crosslinker. SPDP-dPEG®4-NHS ester is a heterobifunctional crosslinker. The N-hydroxysuccinimidyl (NHS) ester end of the molecule reacts with free amines. The opposite end is a 3-(2-pyridyldithio)-propionate functional group that reacts with sulfhydryl groups in thiol-containing molecules to form disulfide bonds. Between the two functional groups is a short (20 atoms), amphiphilic, single molecular weight, discrete polyethylene glycol (dPEG®) spacer.

Among the most popular heterobifunctional crosslinking reagents used in bioconjugate chemistry are those compounds that conjugate molecules containing free amine groups with molecules that contain sulfhydryl groups. SPDP (N-succinimidyl 3-(2-pyridyldithio)-propionate) is one of the most popular versions of this type of crosslinker. Unfortunately, SPDP and its popular varieties (LC-SPDP and Sulfo-LC-SPDP) are hydrophobic molecules. When conjugated to biomolecules, care must be taken not to modify the target molecules too much, because this can precipitate the conjugate products.

By contrast, SPDP-dPEG®4-NHS ester, product number QBD-10374, is used like SPDP and its related hydrophobic products. However, precautions against overly modifying the target molecule are not necessary. The water-soluble dPEG® product will not cause the resulting conjugates to precipitate due to excessive hydrophobicity.

Specifications

Unit Size100 mg, 1000 mg
Molecular Weight559.65; single compound
Chemical formulaC₂₃H₃₃N₃O₉S₂
CAS1334177-95-5
Purity> 97%
SpacersdPEG® Spacer is 20 atoms and 23.1 Å
ShippingAmbient
Typical solubility properties (for additional information contact Customer Support)Methylene chloride, Acetonitrile, 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

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); See pp. 276-335 for general description and use of heterobifunctional crosslinkers, and the specific sample protocol for SPDP and LC-SPDP on pp. 286-288. See Greg’s extensive index on pp. 1192-1193 for references to a number and range of applications and their respective protocols.

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.

Post-transcriptional regulation of the GASC1 oncogene with active tumor-targeted siRNA-nanoparticle. Sara Movassaghian, Claudia Hildebrandt, Yuran Xie, Rayna Rosati, Ying Li, Na Hyung Kim, Denise Conti, Sandro RP da Rocha, Zeng-Quan Yang, and Olivia M. Merkel. Molecular Pharmaceutics. 2016, May 25, 2016. DOI: 10.1021/acs.molpharmaceut.5b00948.

Targeted Delivery of siRNA to Transferrin Receptor Overexpressing Tumor Cells via Peptide Modified Polyethylenimine. Yuran Xie, Bryan Killinger, Anna Moszczynska, and Olivia M. Merkel. Molecules. 2016, 21 (1334) pp 1-16. October 10, 2016. DOI: 10.3390/molecules21101334.

BSA Hydrogel Beads Functionalized with a Specific Aptamer Library for Capturing Pseudomonas aeruginosa in Serum and Blood. Markus Krämer, Ann-Kathrin Kissmann, Heinz Fabian Raber, Hu Xing, Patrizia Favella, Ingrid Müller, Barbara Spellerberg, Tanja Weil, Dennis Kubiczek, Susanne Sihler, Ulrich Ziener, and Frank Rosenau. International Journal of Molecular Sciences. 2021. Volume 22, Issue 20. October 15, 2021. https://doi.org/10.3390/ijms222011118

Highly Stable Polymer Coating on Silver Nanoparticles for Efficient Plasmonic Enhancement of Fluorescence. Ryo Kato, Mitsuhiro Uesugi, Yoshie Komatsu, Fusatoshi Okamoto, Takuo Tanaka, Fumihisa Kitawaki, and Taka-aki Tano. ACS Omega. 2022. January 7, 2022. https://doi.org/10.1021/acsomega.1c06010

Applicable patents and legal notices are available at legal notices.

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