Description

Azido-dPEG®36-TFP ester, product number QBD-10573, is a crosslinking compound designed for copper(I)-catalyzed, ruthenium catalyzed, and strain promoted click chemistry (CuAAC, RuAAC, and SPAAC, respectively). The two ends of the molecule are separated by a long (112 atoms), single molecular weight, discrete polyethylene glycol (dPEG®) spacer. The spacer imparts water solubility to QBD-10573 and increases the hydrodynamic volume of the conjugate molecule. The azide group provides the click chemistry functionality, while the 2,3,5,6-tetrafluorophenyl (TFP) ester reacts primary and secondary amines. The single molecular weight and discrete chain length of the spacer simplifies analysis of the product and of its conjugates.

TFP esters are an alternative to the widely popular N-hydroxysuccinimidyl (NHS) esters. TFP esters are more hydrolytically stable than NHS esters, and their optimal reaction pH range (7.5 – 8.0) is somewhat higher than NHS esters (7.0 – 7.5). Moreover, TFP esters in their optimal pH range are more reactive toward free amines than NHS esters.

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.

Description

Azido-dPEG®24-TFP ester, product number QBD-10571, is a crosslinking compound designed for copper(I)-catalyzed, ruthenium catalyzed, and strain promoted click chemistry (CuAAC, RuAAC, and SPAAC, respectively). The two ends of the molecule are separated by a long (76 atoms), single molecular weight, discrete polyethylene glycol (dPEG®) spacer. The spacer imparts water solubility to QBD-10571 and increases the hydrodynamic volume of the conjugate molecule. The azide group provides the click chemistry functionality, while the 2,3,5,6-tetrafluorophenyl (TFP) ester reacts primary and secondary amines. The single molecular weight and discrete chain length of the spacer simplifies analysis of the product and of its conjugates.

TFP esters are an alternative to the widely popular N-hydroxysuccinimidyl (NHS) esters. TFP esters are more hydrolytically stable than NHS esters, and their optimal reaction pH range (7.5 – 8.0) is somewhat higher than NHS esters (7.0 – 7.5). Moreover, TFP esters in their optimal pH range are more reactive toward free amines than NHS esters.

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.

Thermally reversible nanoparticle gels with tuneable porosity showing structural coulour. Z. Ruff, P. Cloetens, T. O’Neill, C.P. Grey, and E. Eiser. Physical Chemistry Chemical Physics (PCCP). 2018, 20, pp 467-477. 11/28/2017. DOI: 10.1039/C7CP04835A.

Towards Colloidal Self-Assembly for Functional Materials. Zachary M. Ruff. University of Cambridge Department of Phyics, Cavendish Lab, Darwin College Thesis for the Degree of Doctor of Philosophy. 2017, pp 1-135. September 29, 2017.

Description

Azido-dPEG®12-TFP ester, product number QBD-10569, is a crosslinking compound designed for copper(I)-catalyzed, ruthenium catalyzed, and strain promoted click chemistry (CuAAC, RuAAC, and SPAAC, respectively). The two ends of the molecule are separated by a medium-length (40 atoms), single molecular weight, discrete polyethylene glycol (dPEG®) spacer. The spacer imparts water solubility to QBD-10569 and increases the hydrodynamic volume of the conjugate molecule. The azide group provides the click chemistry functionality, while the 2,3,5,6-tetrafluorophenyl (TFP) ester reacts primary and secondary amines. The single molecular weight and discrete chain length of the spacer simplifies analysis of the product and of its conjugates.

TFP esters are an alternative to the widely popular N-hydroxysuccinimidyl (NHS) esters. TFP esters are more hydrolytically stable than NHS esters, and their optimal reaction pH range (7.5 – 8.0) is somewhat higher than NHS esters (7.0 – 7.5). Moreover, TFP esters in their optimal pH range are more reactive toward free amines than NHS esters.

Specifications

Documents

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. 726-729 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

Azido-dPEG®4-TFP ester, product number QBD-10567, is a crosslinking compound designed for copper(I)-catalyzed, ruthenium catalyzed, and strain promoted click chemistry (CuAAC, RuAAC, and SPAAC, respectively). The two ends of the molecule are separated by a short (16 atoms), single molecular weight, discrete polyethylene glycol (dPEG®) spacer. The spacer imparts water solubility to QBD-10567 and increases the hydrodynamic volume of the conjugate molecule. The azide group provides the click chemistry functionality, while the 2,3,5,6-tetrafluorophenyl (TFP) ester reacts primary and secondary amines. The single molecular weight and discrete chain length of the spacer simplifies analysis of the product and of its conjugates.

TFP esters are an alternative to the widely popular N-hydroxysuccinimidyl (NHS) esters. TFP esters are more hydrolytically stable than NHS esters, and their optimal reaction pH range (7.5 – 8.0) is somewhat higher than NHS esters (7.0 – 7.5). Moreover, TFP esters in their optimal pH range are more reactive toward free amines than NHS esters.

Specifications

Documents

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. 726-729 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

Azido-dPEG®36-OH (Azido-dPEG®36-alcohol), product number QBD-10544, is a click chemistry reagent used to modify surfaces and biomolecules or to crosslink with other surfaces or biomolecules in supramolecular construction. This product consists of an azide and a terminal hydroxy group separated by a long (108 atoms), single molecular weight, discrete-length polyethylene glycol (dPEG®) chain. The terminal azide reacts in copper(I)-catalyzed, ruthenium-catalyzed, and strain-promoted azide-alkyne cycloaddition reactions (CuAAC, RuAAC, and SPAAC, respectively). If left unmodified, the alcohol group increases the water solubility and hydrodynamic volume of molecules and surfaces to which it is conjugated. Modifying the alcohol with a reactive group such as chloride, tosylate, or mesylate allows Azido-dPEG®36-OH to function as a crosslinker through subsequent chemical manipulations.

As a click chemistry reagent, azido-dPEG®36-OH can participate in CuAAC, RuAAC, and SPAAC reactions. Because Vector Laboratories’ dPEG® products are amphiphilic, these reactions can occur almost equally well in water or organic solvents. The primary alcohol group on the opposite end of the linker can be used as a neutrally charged functional group. In this function, the alcohol enhances the water solubility of the conjugate molecule. Alternatively, the alcohol group can be functionalized with reactive groups and used to modify the conjugate further. Thus, azido-dPEG®36-OH can be used in conjugations with biomolecules where organic solvents may damage the conjugate target. This product was published in a 2014 paper demonstrating high-throughput modifications of siRNA via CuAAC.

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.

Application of Multivalent Interactions for Recognition Imaging and Delivery of Therapeutics. Saikat Manna. August 2016.

Description

Azido-dPEG®24-OH (Azido-dPEG®24-alcohol), product number QBD-10543, is a click chemistry reagent used to modify surfaces and biomolecules or to crosslink with other surfaces or biomolecules in supramolecular construction. This product consists of an azide and a terminal hydroxy group separated by a long (72 atoms), single molecular weight, discrete-length polyethylene glycol (dPEG®) chain. The terminal azide reacts in copper(I)-catalyzed, ruthenium-catalyzed, and strain-promoted azide-alkyne cycloaddition reactions (CuAAC, RuAAC, and SPAAC, respectively). If left unmodified, the alcohol group increases the water solubility and hydrodynamic volume of molecules and surfaces to which it is conjugated. Modifying the alcohol with a reactive group such as chloride, tosylate, or mesylate allows Azido-dPEG®24-OH to function as a crosslinker through subsequent chemical manipulations.

As a click chemistry reagent, azido-dPEG®24-OH can participate in CuAAC, RuAAC, and SPAAC reactions. Because Vector Laboratories’ dPEG® products are amphiphilic, these reactions can occur almost equally well in water or organic solvents. Thus, azido-dPEG®24-OH can be used in conjugations with biomolecules where organic solvents may damage the conjugate target.

The primary alcohol group on the opposite end of the linker can be used as a neutrally charged functional group. In this function, the alcohol enhances the water solubility of the conjugate molecule. Alternatively, the alcohol group can be functionalized with reactive groups and used to modify the conjugate further.

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.

High-Throughput Chemical Modification of Oligonucleotides for Systematic Structure-Activity Relationship Evaluation. Daniel Zewge, Francis Gosselin, David Matthew Tellers, Ian W. Davies, Vasant Jadhav, Sandhya S. Nerurkar, Yu Yuan, Jenny Li, W. Michael Flanagan, and Denise M. Kenski. Bioconjugate Chemistry. 2014, November 14, 2014. DOI” 10.1021/bc500453q.

Description

Azido-dPEG®8-OH (Azido-dPEG®8-alcohol), product number QBD-10542, is a click chemistry reagent used to modify surfaces and biomolecules or to crosslink with other surfaces or biomolecules in supramolecular construction. This product consists of an azide and a terminal hydroxy group separated by a medium-length (24 atoms), single molecular weight, discrete-length polyethylene glycol (dPEG®) chain. The terminal azide reacts in copper(I)-catalyzed, ruthenium-catalyzed, and strain-promoted azide-alkyne cycloaddition reactions (CuAAC, RuAAC, and SPAAC, respectively). If left unmodified, the alcohol group increases the water solubility and hydrodynamic volume of molecules and surfaces to which it is conjugated. Modifying the alcohol with a reactive group such as chloride, tosylate, or mesylate allows Azido-dPEG®8-OH to function as a crosslinker through subsequent chemical manipulations.

As a click chemistry reagent, azido-dPEG®8-OH can participate in CuAAC, RuAAC, and SPAAC reactions. Because Vector Laboratories’ dPEG® products are amphiphilic, these reactions can occur almost equally well in water or organic solvents. Thus, azido-dPEG®8-OH can be used in conjugations with biomolecules where organic solvents may damage the conjugate target.

The primary alcohol group on the opposite end of the linker can be used as a neutrally charged functional group. In this function, the alcohol enhances the water solubility of the conjugate molecule. Alternatively, the alcohol group can be functionalized with reactive groups and used to modify the conjugate further.

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.

Description

Azido-dPEG®4-OH (Azido-dPEG®4-alcohol), product number QBD-10541, is a click chemistry reagent used to modify surfaces and biomolecules or to crosslink with other surfaces or biomolecules in supramolecular construction. This product consists of an azide and a terminal hydroxy group separated by a short (14 atoms), single molecular weight, discrete-length polyethylene glycol (dPEG®) chain. The terminal azide reacts in copper(I)-catalyzed, ruthenium-catalyzed, and strain-promoted azide-alkyne cycloaddition reactions (CuAAC, RuAAC, and SPAAC, respectively). If left unmodified, the alcohol group increases the water solubility and hydrodynamic volume of molecules and surfaces to which it is conjugated. Modifying the alcohol with a reactive group such as chloride, tosylate, or mesylate allows Azido-dPEG®4-OH to function as a crosslinker through subsequent chemical manipulations.

As a click chemistry reagent, azido-dPEG®4-OH can participate in CuAAC, RuAAC, and SPAAC reactions. Because Vector Laboratories’ dPEG® products are amphiphilic, these reactions can occur almost equally well in water or organic solvents. Thus, azido-dPEG®4-OH can be used in conjugations with biomolecules where organic solvents may damage the conjugate target.

The primary alcohol group on the opposite end of the linker can be used as a neutrally charged functional group. In this function, the alcohol enhances the water solubility of the conjugate molecule. Alternatively, the alcohol group can be functionalized with reactive groups and used to modify the conjugate further.

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.

Description

Azido-dPEG®35-amine, product number QBD-10526, is a carbonyl-reactive, biocompatible crosslinking reagent that can participate in multiple types of reactions. The product consists of azide and amine groups on opposite ends of a long (107 atoms), single molecular weight, discrete polyethylene glycol (dPEG®) chain. Alkynes react with the azido group in metal-catalyzed or strain-promoted click chemistry to yield triazole derivatives. Moreover, the azide group functions as a masked amine that reduces to a primary amine via a suitable reducing agent. Furthermore, Azido-dPEG®35-amine can participate in a Staudinger ligation with appropriate phosphine derivatives to create a water-soluble product.

The amphiphilic dPEG® product adds hydrodynamic volume and imparts water solubility to any compound to which it is conjugated. Also, because the terminal azide group functions in multiple different types of reactions, Azido-dPEG®35-amine can act as either a heterobifunctional, click chemistry crosslinker or a monoprotected homobifunctional crosslinking reagent. As a heterobifunctional click chemistry reagent, the azide group reacts with alkynes to form triazoles. The amino terminus of the molecule then can react with carboxylic acids, aldehydes, or ketones to crosslink the conjugate to another molecule. As a monoprotected homobifunctional crosslinker, the amine end reacts first with carboxylic acids (or their active esters), aldehydes, or ketones, leaving the azide end of the molecule free. The reduction of the azido group with a suitable reducing agent, such as triphenylphosphine, yields a free amine that can be conjugated similarly to the conjugation of the first amine group. Reacting the amine groups with aldehydes or ketones results in labile Schiff bases that should be reduced to secondary amines for bond stability.

Specifications

Documents

References

Detection of SK2 Channels on Hippocampal Neurons. Jamie L. Maciaszek University of Connecticut (2012) DigitalCommons@Uconn Master’s Theses Paper 237 April 20, 2012. http://digitalcommons.uconn.edu/gs_theses/237.

Description

Azido-dPEG®23-amine, product number QBD-10525, is a carbonyl-reactive, biocompatible crosslinking reagent that can participate in multiple types of reactions. The product consists of azide and amine groups on opposite ends of a long (72 atoms), single molecular weight, discrete polyethylene glycol (dPEG®) chain. Alkynes react with the azido group in metal-catalyzed or strain-promoted click chemistry to yield triazole derivatives. Moreover, the azide group functions as a masked amine that reduces to a primary amine via a suitable reducing agent. Furthermore, Azido-dPEG®23-amine can participate in a Staudinger ligation with appropriate phosphine derivatives to create a water-soluble product.

The amphiphilic dPEG® product adds hydrodynamic volume and imparts water solubility to any compound to which it is conjugated. Also, because the terminal azide group functions in multiple different types of reactions, Azido-dPEG®23-amine can act as either a heterobifunctional, click chemistry crosslinker or a monoprotected homobifunctional crosslinking reagent. As a heterobifunctional click chemistry reagent, the azide group reacts with alkynes to form triazoles. The amino terminus of the molecule then can react with carboxylic acids, aldehydes, or ketones to crosslink the conjugate to another molecule. As a monoprotected homobifunctional crosslinker, the amine end reacts first with carboxylic acids (or their active esters), aldehydes, or ketones, leaving the azide end of the molecule free. The reduction of the azido group with a suitable reducing agent, such as triphenylphosphine, yields a free amine that can be conjugated similarly to the conjugation of the first amine group. Reacting the amine groups with aldehydes or ketones results in labile Schiff bases that should be reduced to secondary amines for bond stability.

Specifications

Documents

References

Detection of SK2 Channels on Hippocampal Neurons. Jamie L. Maciaszek University of Connecticut (2012) DigitalCommons@Uconn Master’s Theses Paper 237 April 20, 2012. http://digitalcommons.uconn.edu/gs_theses/237.