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Amino-dPEG®₁₂-OH (QBD-10170)

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Amino-dPEG®12-OH, product number QBD-10170, is a medium-length, discrete PEG (dPEG®) compound that is useful for modifying and passivating surfaces with a highly hydrophilic coating. The primary amine reacts with carboxylates and their active esters, aldehydes, and ketones. The terminal OH group can be further transformed to introduce other moieties onto the modified molecule or surface.

Description

Amino-dPEG®12-OH, product number QBD-10170, also known as Amino-dPEG®12-alcohol, is a medium-length, monodispersed PEGylation reagent designed to modify surfaces and biomolecules. One end of the molecule terminates with a primary amine, while the other end terminates with a primary alcohol group. This extremely hydrophilic PEGylation reagent modifies biomolecules and surfaces that possess carboxylate groups. If desired, the terminal alcohol moiety can be transformed with appropriate functional groups to further modify the biomolecule or surface.

Amino-dPEG®12-OH has many possible uses. The most common uses are modifying biomolecules and passivating surfaces with a highly hydrophilic coating. The primary amine on one end of the dPEG® linker reacts with carboxylates, aldehydes, and ketones. Conjugations with this molecule most commonly use the amine-carboxylate reaction because it forms stable amide bonds. A carbodiimide such as EDC directly connects the amino group to a carboxylate. Alternatively, activation of carboxylate as the NHS or TFP ester followed by reaction under slightly basic conditions also permits conjugation of the carboxylate and amino moieties.

The amino group also reacts with aldehydes and ketones to form Schiff bases. Schiff bases are reducible to secondary amines for improved stability.

The published uses of Amino-dPEG®12-OH include the following:
Stabilizing artificial membranes;
Real-time imaging of in vivo protease expression;
Developing a confocal imaging system to monitor passive membrane transport; and,
Development of a label-free pyrophosphate detector.

Specifications

Unit Size100 mg, 1000 mg
Molecular Weight545.66; single compound
Chemical formulaC₂₄H₅₁NO₁₂
CAS933789-97-0
Purity> 98%
SpacersdPEG® Spacer is 38 atoms and 42.7 Å
ShippingAmbient
Typical solubility properties (for additional information contact Customer Support)Methylene chloride, DMAC or DMSO or water.
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, 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.

  2. Addition of Cleaved Tail Fragments during Lipid Oxidation Stabilizes Membrane Permeability Behavior. Kristina A. Runas, Shiv J. Acharya, Jacob J. Schmidt, and Noah Malmstadt. Langmuir. 2015, December 24, 2015. DOI: 10.1021/acs.langmuir.5b02980.

  3. Real-Time Video Imaging of Protease Expression In Vivo. Lei Zhu, Jin Xie, Magdalena Swierczewska, Fan Zhang, Qimeng Quan, Ying Ma, Xuexun Fang, Kwangmeyung Kim, Seulki Lee, Xiaoyuan Chen. Theranostics. 2011, (1) 2011. 1:18-27 c. http://www.thno.org/v01p0018.htm.

  4. Confocal imaging to quantify passive transport across biomimetic lipid membranes. Su Li, Peichi Hu, and Noah Malmstadt. Analytical Chemistry. 2010, 82 (18) pp 7766-7771. September 15, 2010. DOI: 10.1021/ac1016826

  5. Confocal imaging to quantify passive transport across biomimetic lipid membranes. Su Li, Peichi Hu, and Noah Malmstadt. Analytical Chemistry. 2010, 82 (18) pp 7766-7771. September 15, 2010. DOI: 10.1021/ac1016826.

  6. Label-free electrical detection of pyrophosphate generated from DNA polymerase reactions on field-effect devices. Grace M. Credo, Xing Su, Kai Wu, Oguz H. Elibol, David J. Liua, Bobby Reddy Jr., Ta-Wei Tsai, Brian R. Dorvel, Jonathan S. Daniels, Rashid Bashir, and Madoo Varma. Analyst. 2012 137 (6) p 1351-1362. March 21, 2012. DOI:10.1039/c2an15930a.

Applicable patents and legal notices are available at legal notices.

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