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NHS-dPEG®₁₂-biotin (QBD-10198)

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Description

Product number 10198, NHS-dPEG®12-biotin, is a single molecular weight, discrete PEG biotinylation reagent containing a biotin label on one end of a medium length dPEG®12 linker and an amine-reactive N-hydroxysuccinimide (NHS) reactive group on the other end. This product has been used and featured in numerous publications since it was first introduced. Biotin is normally poorly soluble in water, but the amphiphilic dPEG® linker imparts excellent solubility in water or aqueous buffer and in organic solvent. The NHS moiety of NHS-dPEG®12-biotin reacts with free primary amines, such as the amines on the side chain of lysine, forming a stable amide bond. The biotin moiety is used in labeling experiments, supramolecular construction, affinity chromatography, pull-down assays, the creation of biotinylated antibodies, and many other applications.

NHS-dPEG®12-biotin is water soluble and does not cause protein aggregation after labeling, unlike the widely used, hydrophobic biotinylation reagents, NHS-LC-biotin and NHS-LC-LC-biotin. This permits experiments that require a high degree of biotin labeling without concerns about loss of protein due to aggregation. Dissolution of the product in organic solvent is not required for conjugation, thus providing easier reaction setup and greater reaction reproducibility. The dPEG® linker in PN10198 is longer than the linkers in LC-biotin and LC-LC-biotin. Consequently, dPEG®12-biotin provides better access of the biotin to the avidin or streptavidin binding pocket compared to these older, hydrophobic reagents. The optimal pH range for reacting NHS-dPEG®12-biotin with free amines is 7.0 – 7.5.

Specifications

Unit Size50 mg, 1000 mg
Molecular Weight941.09; single compound
Chemical formulaC₄₁H₇₂N₄O₁₈S
CAS365441-71-0
Purity> 98%
SpacersdPEG® Spacer is 40 atoms and 47.6 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). Specifically see pp. 726-730 in his chapter 18 on discrete PEG compounds for pegylation applications.

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.
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Kinetic Approach to Pathway Attenuation Using XOMA 052, a Regulatory Therapeutic Antibody That Modulates Interleukin-1 b Activity. Marina K. Roell, Hassan Issafras, Robert J. Bauer, Kristen S. Michelson, Nerissa Mendoza, Sandra I. Vanegas, Lisa M. Gross, Paul D. Larsen, Daniel H. Bedinger, David J. Bohmann, Genevieve H. Nonet, Naichi Liu, Steve R. Lee, Masahisa Handa, Seema S. Kantak, Arnold H. Horwitz, John J. Hunter, Alexander M. Owyang, Amer M. Mirza, John A. Corbin and Mark L. White. The Journal of Biological Chemistry. 2010, 285 pp 20607-20614. April 21, 2010. DOI: 10.1074/jbc.M110.115790.

Multiplexed protein analysis using encoded antibody-conjugated microbeads. Nora Theilacker, Eric E. Roller, Kristopher D. Barbee, Matthias Franzreb and Xiaohua Huang. J. R. Soc. Interface. 2011, 12 (109) pp 1104-1111. January 19, 2011. DOI: 10.1098/rsif.2010.0594.

Trafficking of immature F508-CFTR to the plasma membrane and its detection by biotinylation. Yishan Luo, Ken McDonald and John W. Hanrahan. Biochem J. 2009, 419 pp 211–219. December 8, 2008. DOI: 10.1042/BJ20081869.

Hepatocyte Targeting of Nucleic Acid Complexes and Liposomes by a T7 Phage p17 Peptide. So C. Wong, Darren Wakefield, Jason Klein, Sean D. Monahan, David B. Rozema, David L. Lewis, Lori Higgs, James Ludtke, Alex V. Sokoloff, and Jon A. Wolff. Molecular Pharmaceutics. 2006, 3 (4) pp 386-397. March 28, 2006. DOI: 10.1021/mp050108r.

Development of recombinant Aleuria aurantia lectins with altered binding specificities to fucosylated glycans. Patrick R. Romano, Andrew Mackay, Minh Vong, Johann deSa, Anne Lamontagne , Mary Ann Comunale , Julie Hafner , Timothy Block, Ryszard Lec, Anand Mehta. Biochemical and Biophysical Research Communications. 2011, 414 (1) pp 84-89. October 14, 2011. DOI: 10.1016/j.bbrc.2011.09.027.

Chemoaffinity capture of pre-targeted prostate cancer cells with magnetic beads. Lisa Y. Wu, Tiancheng Liu, Mark R. Hopkins, William C. Davis, and Clifford E. Berkman. The Prostate. 2012, 72 (14) pp 1532-1541. April 4, 2012. DOI: 10.1002/pros.22508.

Identification of Hypoxia-Specific Anti-Cancer Drugs Using an In Vitro Spheroid Model. Saskia Klutzny. Doctoral Thesis for Berlin Technical University. 2018, pp 1-114. August 2, 2018. DOI: 10.1038/cddis.2017.130.

Evaluation of Antibody Biotinylation Approaches for Enhanced Sensitivity of Single Molecule Array (Simoa) Immunoassays. Limor Cohen and David R. Walt. Bioconjugate Chemistry. 2018, pp A-G and pp1-2. October 1, 2018. DOI: 10.1021/acs.bioconjchem.8b00601.

Secretome protein enrichment identifies physiological BACE1 protease substrates in neurons. Peer-Hendrik Kuhn, Katarzyna Koroniak, Sebastian Hogl, Alessio Colombo, Ulrike Zeitschel, Michael Willem, Christiane Volbracht, Ute Schepers, Axel Imhof, Albrecht Hoffmeister, Christian Haass, Steffen Roßner, Stefan Brase and Stefan F Lichtenthaler. The EMBO Journal. 2012, 31 pp 3157–3168. June 22, 2012. DOI: 10.1038/emboj.2012.173.

Site-Specifically Biotinylated VEGF121 for Near-Infrared Fluorescence Imaging of Tumor Angiogenesis. Hui Wang , Kai Chen , Gang Niu and Xiaoyuan Chen. Molecular Pharmaceutics. 2009, 6 (1) pp 285-294. December 19, 2008. DOI: 10.1021/mp800185h.

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Major Membrane Protein TDE2508 Regulates Adhesive Potency in Treponema denticola. Yuki Abiko, Keiji Nagano, Yasuo Yoshida, Fuminobu Yoshimura. PLOS ONE. 2014, 9 (2) e89051. February 21, 2014. DOI: 10.1371/journal.pone.0089051.

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NV Center Electron Paramagnetic Resonance of a Single Nanodiamond Attached to an Individual Biomolecule. Richelle M. Teeling-Smith, Young Woo Jung, Nicolas Scozzaro, Jeremy Cardellino, Isaac Rampersaud, Justin A North, Marek Simon, Vidya P. Bhallamudi, Arfaan Rampersaud, Ezekiel Johnston-Halperin, Michael G. Poirier, and P. Chris Hammel. Mesoscale and Nanoscale Physics. 2015. November 21, 2015. DOI: arXiv:1511.06831v1.

Constructing modular and universal single molecule tension sensor using protein G to study mechano-sensitive receptors. Xuefeng Wang, Zainab Rahil, Isaac T.S.Li, Farhan Chowdhury, Deborah E. Leckband, Yann R. Chemla, and Taekjip Ha. Scientific Reports. 2016, 6 (21584). February 15, 2016. DOI: 10.1038/srep21584.

Impedance spectral fingerprint of E. coli cells on interdigitated electrodes: A new approach for label free and selective detection. Maria Mallen-Alberdi, Nuria Vigues, Jordi Mas, Cesar Fernandez-Sanchez, and Antonio Baldi. Sensing and Bio-Sensing Research. 2016, 7 pp 100-106. February 3, 2016. DOI: 10.1016/j.sbsr.2016.02.001.

Impedance spectral fingerprint of E. coli cells on interdigitated electrodes: A new approach for label free and selective detection. Maria Mallen-Alberdi, Nuria Vigues, Jordi Mas, Cesar Fernandez-Sanchez, and Antonio Baldi. Sensing and Bio-Sensing Research. 2016, 7 pp 100-106. February 3, 2016. DOI: 10.1016/j.sbsr.2016.02.001.

Silica nanostructured platform for affinity capture of tumor-derived exosomes. Parissa Ziaei, Jonathan J Geruntho, Oscar G Marin-Flores, Clifford E Berkman, and M Grant Norton. Journal of Materials Science. 2017, pp 1-10. February 8, 2017. DOI: 10-1007/s10853-017-0905-0.

Polymeric mechanical amplifiers of immune cytokine-medicated apoptosis. Michael J Mitchell, Jamie Webster, Amanda Chung, Pedro P.G Guimaraes, Omar F Khan, and Robert Langer. Nature Communications. 2017, 8 (14179) pp 1-13. March 20, 2017. DOI: 10.1038/ncomms14179.

Force Measurement for Interaction between Cucurbit[7]uril and Mica and Self-Assembled Monolayer in the Presence of Zn2+ Studied with Atomic Force Microscopy. Young-In Bae, Iiha Hwang, Ikjin Kim, Kimoon Kim, and Joon Won Park. Langmuir. 2017, pp 1-32. September 26, 2017. DOI: 10.1021/acs.langmuir.7b02168.

Detection of Ampicillin-Resistant E. coli Using Novel Nanoprobe-Combined Fluorescence In Situ Hybridization. Wang Sik Lee, Soohyun Lee, Taejoon Kang, Choong-Min Ryu, and Jinyoung Jeong. Nanomaterials. 2019, 9(5), 750. May 16, 2019. DOI: doi.org/10.3390/nano9050750

Electron Paramagnetic Resonance of a Single NV Nanodiamond Attached to an Individual Biomolecule. Richelle M. Teeling-Smith, Young Woo Jung, Nicolas Scozzaro, Jeremy Cardellino, Isaac Rampersaud, Justin A. North, Marek Šimon, Vidya P. Bhallamudi, Arfaan Rampersaud, Ezekiel Johnston-Halperin, Michael G.Poirier, and P. Chris Hammel. Biophysical Journal. 2016, 110 (9) pp 2044-2052. 5/10/2016. DOI: 10.1016/j.bpj.2016.03.022.

Functional Consequences of the Variable Stoichiometry of the Kv1.3-KCNE4 Complex. Laura Solé, Daniel Sastre, Magalí Colomer-Molera, Albert Vallejo-Gracia, Sara R. Roig, Mireia Pérez-Verdaguer, Pilar Lillo, Michael M. Tamkun and Antonio Felipe. Cells, 2020, Volume 9, Issue 5. May 2, 2020. DOI: 10.3390/cells9051128

A SARS-CoV-2 Coronavirus Nucleocapsid Antigen-Detecting Half-Strip Lateral Flow Assay Towards the Development of Point of Care Tests Using Commercially Available Reagents. Benjamin David Grant, Caitlin E Anderson, John R Williford, Luis F Alonzo, Veronika A Glukhova, David S. Boyle, Bernhard H. Weigl, and Kevin Paul Nichols. Anal. Chem. 2020. July 1, 2020. DOI: 10.1021/acs.analchem.0c01975

SARS-CoV-2 Coronavirus Nucleocapsid Antigen-Detecting Half-Strip Lateral Flow Assay Toward the Development of Point of Care Tests Using Commercially Available Reagents. Benjamin D. Grant, Caitlin E. Anderson, John R. Williford, Luis F. Alonzo, Veronika A. Glukhova, David S. Boyle, Bernhard H. Weigl, and Kevin P. Nichols. Analytical Chemistry 2020 92 (16), 11305-11309. DOI: 10.1021/acs.analchem.0c01975

Single-molecule force spectroscopy reveals the dynamic strength of the hair-cell tip-link connection. Eric M. Mulhall, Andrew Ward, Darren Yang, Mounir A. Koussa, David P. Corey & Wesley P. Wong. Nature Communications. 2021. 12, Article number: 849 (2021). 02/08/2021. DOI: 10.1038/s41467-021-21033-6.

Molecular Properties of Flammulina velutipes Polysaccharide–Whey Protein Isolate (WPI) Complexes via Noncovalent Interactions. Jiaqi Shang, Minhe Liao, Ritian Jin, Xiangyu Teng, Hao Li, Yan Xu, Ligang Zhang and Ning Liu. Foods. 2020. Volume 10/Issue 1. 12/22/2020. DOI: 10.3390/foods10010001.

Calmodulin-dependent KCNE4 dimerization controls membrane targeting. Sara R. Roig, Laura Solé, Silvia Cassinelli, Magalí Colomer-Molera, Daniel Sastre, Clara Serrano-Novillo, Antonio Serrano-Albarrás, M. Pilar Lillo, Michael M. Tamkun & Antonio Felipe. Scientific Reports. 2021, Article number: 14046. 2021. DOI: 10.1038/s41598-021-93562-5

Altered Proinflammatory Responses to Polyelectrolyte Multilayer Coatings Are Associated with Differences in Protein Adsorption and Wettability. Florian Billing, Bernadette Walter, Simon Fink, Elsa Arefaine, Luisa Pickarski, Sandra Maier, Robin Kretz, Meike Jakobi, Nora Feuerer, Nicole Schneiderhan-Marra, Claus Burkhardt, Markus Templin, Anne Zeck, Rumen Krastev, Hanna Hartmann, and Christopher Shipp. ACS Applied Materials & Interfaces. 2021. November 11, 2021. https://doi.org/10.1021/acsami.1c16175

Automated liquid handling robot for rapid lateral flow assay development. Caitlin E Anderson, Toan Huyng, David J Gasperino, Luis F Alonzo, Jason L Cantera, Stephen P Harston, Helen V Hsieh, Rosemichelle Marzan, Shawn K McGuire, John R Williford, Ciela I Oncina, Veronika A Glukhova, Joshua D Bishop, David M Cate, Benjamin D Grant, Kevin P Nichols, Bernhard H Weigl. Springer Link. 2022. 414, 2607-2618. January 29, 2022. https://doi.org/10.1007/s00216-022-03897-9

Novel Engineered SARS-CoV-2 HR1 Trimer Exhibits Improved Potency and Broad-Spectrum Activity against SARS-CoV-2 and Its Variants. Wenwen Bi, Guilin Chen, Bobo Dang. Journal of Virology. 2022. June 23, 2022. https://doi.org/10.1128/jvi.00681-22.

Spatial Proteomics Reveals Differences in the Cellular Architecture of Antibody-Producing CHO and Plasma Cell–Derived Cells. Robin Kretz, Larissa Walter, Nadja Raab, Nikolas Zeh, Ralph Gauges, Kerstin Otte, Simon Fischer, Dieter Stoll. Mol Cell Proteomics 21(10), 100278, 2022, https://doi.org/10.1016/j.mcpro.2022.100278

Reflective leaky waveguide gratings (LWGs) with internal referencing for sensing. Ruchi Gupta, Nicholas J. Goddard, Sens. Diagn., 2022, 1, 504-515, 2022, 10.1039/d1sd00061f

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