Description

m-dPEG^®₄₈-amine, product number QBD-10918, 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 linker length is 146 atoms (173.1 Å). 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) that can be reduced to a secondary amine under mild conditions to provide greater stability to the conjugate. Reacting carboxylic acids or their active esters with m-dPEG®48-amine forms stable amide bonds. Uses for this product include passivating surfaces and coating biomolecules.

Biomolecules modified with m-dPEG^®₄₈-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.

m-dPEG^®₄₈-amine has been cited in the scientific literature and is potentially useful in numerous applications. Such applications include the following:
Passivating nanoparticle surfaces, including the surfaces of carbon nanotubes and graphene oxide;
Creating a non-immunogenic “stealth” coating for liposomes and micelles;
Increasing the hydrodynamic volume of small molecules, including peptides and antibody fragments; and,
Increasing the water solubility of hydrophobic molecules.

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 2nd Edition, Elsevier Inc., Burlington, MA 01803, April, 2008 (ISBN-13: 978-0-12-370501-3; IBSN-10: 0-12-370501-0). Specifically see pp. 726-729 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.

A new reagent for stable thiol specific conjugation. Stephen Brocchini , George Badescu , Penny Bryant , Julia Swierkosz , Farzad Khayrzad , Estera Pawlisz , Monika Farys , Yuehua Cong , Norbert Rumpf , and Antony Godwin. Bioconjugate Chemistry. 2013. December 23, 2013. DOI: 10.1021/bc400245v.

Description

m-dPEG®36-amine, product number QBD-10908, 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 linker length is 109 atoms (130.0 Å). 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) that can be reduced to a secondary amine under mild conditions to provide greater stability to the conjugate. Reacting carboxylic acids or their active esters with m-dPEG®36-amine forms stable amide bonds. Uses for this product include passivating surfaces and coating biomolecules.

Biomolecules modified with m-dPEG®36-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.

m-dPEG®36-amine is potentially useful in numerous applications. Such applications include the following:
Passivating nanoparticle surfaces, including the surfaces of carbon nanotubes and graphene oxide;
Creating a non-immunogenic “”stealth”” coating for liposomes and micelles;
Increasing the hydrodynamic volume of small molecules, including peptides and antibody fragments; and,
Increasing the water solubility of hydrophobic molecules.

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 2nd Edition, Elsevier Inc., Burlington, MA 01803, April, 2008 (ISBN-13: 978-0-12-370501-3; IBSN-10: 0-12-370501-0). Specifically see pp. 726-729 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.

Description

m-dPEG®24-amine, product number QBD-10318, 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®24-amine forms stable amide bonds. Uses for this product include passivating surfaces and coating biomolecules.

Biomolecules modified with m-dPEG®24-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®24-amine. Published reports using this product include:
development of molecular pincers as protein sensors;
development and modification of luminescent Iridium (III) polypyridine complexes for use as biological labels and probes;
development of probes for continuous real-time modification of renal function; and,
development of a membrane filter system with antifouling properties for water purification.

Specifications

Documents

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.

Molecular Pincers: Antibody-Based Homogeneous Protein Sensors. Ewa Heyduk, Benjamin Dummit, yie-Hwa Chang, and Tomasz Heyduk, Anal. Chem., 2008, 80 (13), pp 5152–5159 May 21, 2008. DOI: 10.1021/ac8004154.

Modification of Luminescent Iridium (III) Polypyridine Complexes with discrete Poly(ethylene glycol) (PEG) Pendants: Synthesis, Emissive behavior, Intracellular Uptake, and PEGylation Properties. Steve Po-Yam Li, Hua-Wei Liu, Kenneth Yin Zhang, and Kenneth Kam-Wing Lo. Chemistry A European Journal. 2010, 16 (28), pp. 8329 – 8339. July 26, 2010. DOI: 10.1002/chem.201000474.

New optical probes for the continuous monitoring of renal function. Richard B. Dorshow, Bethel Asmelash, Lori K. Chinen, Martin P. Debreczeny, Richard M. Fitch, John N. Freskos, Karen P. Galen, Kimberly R. Gaston, Timothy A. Marzan, Amruta R. Poreddy, Raghavan Rajagopalan, Jeng-Jong Shieh, William L. Neumann. Proc. SPIE 6867, Molecular Probes for Biomedical Applications II. 2008. 68670C. February 13,2008. DOI: 10.1117/12.763697.

Luminescent Iridium(III) Polypyridine PEG Complexes: Synthesis, Photophysical, and Biological Properties. Steve Po-Yam Li, Johnson Lui-Lui Tsai, and Kenneth Kam-Wing Lo. NANOMED. 2010, pp 66-71. December 5, 2010. http://dx.doi.org/10.1109/NANOMED.2010.5749807.

Design of cyclometalated iridium(III) polypyridine complexes as luminescent biological labels and probes. Kenneth Kam-Wing Lo, Kenneth Yin Zhang, and Steve Po-Yam Li. Pure Appl. Chem. 2011, 83, (4) pp 823–840. February 28, 2011. DOI: 10.1351/PAC-CON-10-08-20.

Antifouling and tunable amino functionalized porous membranes for filtration Applications. Bijay P. Tripathi, Nidhi C. Dubey, S. Choudhury and M. Stamm. Journal of Materials Chemistry. 2012, 22 (1) pp 19981-19992. August 1, 2012. DOI: 10.1039/c2jm34172g.

Cell-Specific Delivery of Diverse Cargos by BacteriophageMS2 Virus-like Particles. Carlee E. Ashley Eric C. Carnes, Genevieve K. Phillips, Paul N. Durfee, Mekensey D. Buley, Christopher A. Lino, David P. Padilla, Brandy Phillips, Mark B. Carter, Cheryl L. Willman, C. Jeffrey Brinker, Jerri do Carmo Caldeira, Bryce Chackerian, Walker Wharton, and David S. Peabody.ACS Nano, 2011, 5 (7), pp 5729–5745, May 26, 2011. DOI: 10.1021/nn201397z.

Description

m-dPEG®15-amine, product number QBD-10298, is a non-immunogenic, water-soluble chemical modification reagent. The product contains a monodisperse, single molecular weight, discrete-length polyethylene glycol (dPEG®) chain terminated on one end with a methyl group and the other end with an amine. The amino group reacts with carboxylic acids (and their active esters) to form amide bonds. Reactions with aldehydes or ketones form a labile imine known as a Schiff base, which can be reduced to form a secondary amine. Direct conjugation of carboxylic acids and m-dPEG®15-amine require a carbodiimide such as EDC. Uses for this product include passivating surfaces, coating biomolecules, and building dendrimers and other supramolecular constructs.

Specifications

Documents

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.

Dendrimers for Imaging and Molecular Sieving. Stuart Alexander McNelles. Doctoral Dissertations, McMaster University: Hamilton, Ontario, 2019.

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

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

Documents

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

Description

m-dPEG®8-amine, product number QBD-10278, is a methyl-terminated PEG amine compound. The PEG is a water-soluble, single molecular weight PEG product with a discrete chain length (dPEG®). Carboxylic acids and their active esters react with the amino terminus to form amide bonds. Furthermore, the amino terminus reacts with aldehydes and ketones, forming reducible Schiff bonds. Uses for m-dPEG®8-amine include modification of acid-functionalized surfaces and free carboxylic acid groups on biomolecules.

In published scientific literature, the following applications have utilized m-dPEG®8-amine:
Development of probes for continuous real-time modification of renal function;
Surface functionalization of magnetic iron nanoparticles;
PEGylation of PAMAM dendrimers to modify cytotoxicity and transfection efficiency; and,
Surface coating of carbon nanotubes used for thermally controllable extraction and separation of peptides.

Specifications

Documents

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.

Surface functionalization of magnetic iron oxide nanoparticles for MRI applications –effect of anchoring group and ligand exchange protocol. Eric D. Smolensky, Hee-Yun E. Park, Thelma S. Berquo and Valerie C. Pierre. Contrast Media Mol. Imaging. 2010, 6 (4), pp 189-199. August 2010. DOI:10.1002/cmmi.417.

New optical probes for the continuous monitoring of renal function. Richard B. Dorshow, Bethel Asmelash, Lori K. Chinen, Martin P. Debreczeny, Richard M. Fitch, John N. Freskos, Karen P. Galen, Kimberly R. Gaston, Timothy A. Marzan, Amruta R. Poreddy, Raghavan Rajagopalan, Jeng-Jong Shieh, William L. Neumann. Proc. SPIE 6867, Molecular Probes for Biomedical Applications II. 2008. 68670C. February 13,2008. DOI:10.1117/12.763697.

Effects of PEGylation and Acetylation of PAMAM Dendrimers on DNA Binding, Cytotoxicity and in Vitro Transfection Efficiency. Kristina Fant, Elin K. Esbjörner, Alan Jenkins, Martin C. Grossel, Per Lincoln, and Bengt Nordén. Mol. Pharmaceutics. 2010, 7 (5) pp 1734–1746. August 9, 2010. DOI: 10.1021/mp1001312.

Soft Nanotubes Derivatized with Short PEG Chains for Thermally Controllable Extraction and Seperation of Peptides. Naohiro Kameta, Wuxiao Ding, and Jiuchao Dong. ACS Omega. 2017, 2, pp 6143-6150. September 26, 2017. DOI: 10.1021/acsomega.7b00838.

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

Description

m-dPEG®4-amine, product number QBD-10175, is a short, water-soluble, single molecular weight, discrete polyethylene glycol (dPEG®) chemical modification reagent. A methyl group terminates one end of the molecule. The reactive terminus opposite the methyl group is a primary amine. This product reacts with carboxylic acids and their active esters to form amide bonds.

Specifications

Documents

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. De Novo Synthesis and Cellular Uptake of Organic Nanocapsules with Tunable Surface Chemistry. Kun Huang, Amy Jacobs, and Javid Rzayev. Biomacromolecules. 2011, 12 (6), pp 2327–2334. May 12, 2011. DOI: 10.1021/bm200394t.
3. Nanoscale Patterning of Surfaces via DNA Directed Spider Silk Assembly. Anton Molina, Thomas Scheibel, and Martin Humenik. Biomacromolecules. 2018. November 20, 2018. DOI: 10.1021/acs.biomac.8b01333.
4. FePt Nanoparticles as an Fe Reservoir for Controlled Fe Release and Tumor Inhibition. Chenjie Xu, Zhenglong Yuan, Nathan Kohler, Jaemin Kim, Maureen A. Chung and Shouheng Sun. J. Am. Chem. Soc. 2009, 131 (42) pp 15346–15351. October 1, 2009. DOI: 10.1021/ja905938a.
5. Size-Exclusion Properties of Nanoporous Films Derived from Polystyrene−Poly(methylmethacrylate) Diblock Copolymers Assessed Using Direct Electrochemistry of Ferritin. Yongxin Li and Takashi Ito. Anal. Chem. 2009, 81 (2) pp 851–855. December 10, 2008. DOI: 10.1021/ac802201w.
6. Extended Intravitreal Rabbit Eye Residence of Nanoparticles Conjugated With Cationic Arginine Peptides for Intraocular Drug Delivery: In Vivo Imaging. Ignacio Melgar-Asensio, Irawati Kandela, Fraser Aird, Soesiawati R. Darjatmoko, Cristobal de los Rios, Christine M. Sorenson, Daniel M. Albert, Nader Sheibani, and Jack Henkin. Investigative Opthalmology & Visual Science. 2018, 59 (10) pp 4071-4081. July 6, 2018. DOI: 10.1167/iovs.18-24087.
7. 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