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m-dPEG®₁₂-amine (QBD-10288)

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Description

m-dPEG®12-amine, product number QBD-10288, is a non-immunogenic, water-soluble chemical modification reagent. The product contains a single molecular weight, discrete-length polyethylene glycol (dPEG®) chain terminated on one end with a methyl group and on the other end with a reactive primary amine. The amino group reacts with carboxylic acids (and their active esters), aldehydes, and ketones. Reacting the amino group with aldehydes or ketones forms a labile imine (Schiff base). Reacting carboxylic acids or their active esters with m-dPEG®12-amine forms stable amide bonds. Uses for this product include passivating surfaces and coating biomolecules.

Biomolecules modified with m-dPEG®12-amine display enhanced water solubility, increased hydrodynamic volume, and reduced immunogenicity. This product reacts quickly with active esters of carboxylic acids (for example, NHS esters and TFP esters) to form amide bonds. Also, it forms amide bonds directly with carboxylic acids using the carbodiimide EDC.

Several publications in the scientific literature report the successful use of m-dPEG®12-amine. Published reports using this product include:
cancer imaging with a NIR-fluorescent peptosome;
multimodal imaging and targeted gene silencing;
noncompetitive on-chip immunoassays;
antibody pretargeting; and,
the development of biocompatible quantum dots.

Specifications

Unit Size100 mg, 1000 mg
Molecular Weight559.69; single compound
Chemical formulaC₂₅H₅₃NO₁₂
CAS32130-27-1
Purity> 98%
SpacersdPEG® Spacer is 38 atoms and 43.9 Å
ShippingAmbient
Typical solubility properties (for additional information contact Customer Support)Methylene chloride, Acetonitrile, DMAC, 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

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.

Near-Infrared Fluorescent Labeled Peptosome for Application to Cancer Imaging. Hiroki Tanisaka, Shinae Kizaka-Kondoh, Akira Makino, Shotaro Tanaka, masahiro Hiraoka, and Shunsaku Kimura. Bioconjugate Chem. 2008, 19 (1), pp 109–117. December 29, 2007. DOI: 10.1021/bc7001665.

Combined Multimodal Optimal Imaging and Targeted Gene Silencing Using Stimuli-Transforming Nanotheragnostics. Min Suk Shim, Chang Soo Kim, Yeh-Chan Ahn, Zhongping Chen, and Young Jik Kwon. Journal of the American Chemical Society. 2010, 132 (24), pp 8316-8324, June 2, 2010. DOI: 10.1021/ja100580y.

Noncompetitive On-Chip Immunoassays for Detection of Nonlabeled Antibodies Based on the Excluded Volume Effect of the Target Itself. Kin-ya Tomizaki, Masaki Obi, and Hisakazu Mihara. The Chemical Society of Japan Bull Chem. Soc. Jpn, 2011, 1 (85), pp 69-78, December 23, 2011. DOI: 10.1246/bcsj.20110239.

Streptavidin in Antibody Pretargeting. 5. Chemical Modification of Recombinant Streptavidin for Labeling with the α-Particle Emitting Radionuclides 213Bi and 211At. D. Scott Wilbur, Donald K. Hamlin, Ming-Kuan Chyan, and Martin W. Brechbiel. Bioconjugate Chemistry. 2008, 19 (1) pp 158-170. January 19, 2008. DOI:10.1021/bc7002428.

Compact Biocompatible Quantum Dots via RAFT-Mediated Synthesis of Imidazole-Based Random Copolymer Ligand. Wenhao Liu, Andrew B. Greytak, Jungmin Lee, Cliff R. Wong, Jongnam Park, Lisa F. Marshall, Wen Jiang, Peter N. Curtin, Alice Y. Ting, Daniel G. Nocera, Dai Fukumura, Rakesh K. Jain and Moungi G. Bawendi. J. Am. Chem. Soc. 2010, 132 (2) pp 472–483. December 21, 2009. DOI: 10.1021/ja908137d.

Benzene tricarboxamide derivatives with lipid and ethylene glycol chains self-assemble into distinct nanostructures driven by molecular packing, Nada Aljuaid a, Mark Tully b, Jani Seitsonen c, Janne Ruokolainen c and Ian W. Hamley, ChemComm, 2021, 57, 8360, 07/27/2021, DOI: 10.1039/d1cc03437e

Applicable patents and legal notices are available at legal notices.

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