Description

Tetra(-amido-dPEG®11-MAL)pentaerythritol, product number QBD-11435, is a maleimide-functionalized PEG crosslinking reagent designed to join up to four molecules via a maleimide-thiol reaction. Each of the four arms of this product comes from a single molecular weight, discrete polyethylene glycol (dPEG®) spacer that is 43 atoms (47.4 Å) long, joined through a pentaerythritol core. Product applications include (1) crosslinking of proteins, peptides, or small molecules containing free sulfhydryl groups and (2) dendrimer construction with thiol-functionalized branched compounds.

The thiol-maleimide reaction, also known as the thiol-Michael addition, is a click chemistry reaction. This powerful, highly popular reaction is extensively used in bioconjugation applications. At pH 6.5 – 7.5, the thiol-maleimide reaction is chemoselective. However, above pH 7.5, the maleimide group reacts competitively with amines, so the pH should be kept below this limit.

Unlike traditional polyethylene glycol (PEG), which are non-uniform, dispersed polymers, Vector Laboratories’ dPEG® products are single molecular weight PEGs with discrete chain lengths, hence the dPEG® name.

Tetra(-amido-dPEG®11-MAL)pentaerythritol showcases one of the benefits of dPEG® linkers in product development. Each of the four dPEG® arms is identical, and the uniformity simplifies analysis. In contrast, if this product were made using traditional, non-uniform PEG compounds, analyzing it would be much more complicated and challenging.

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

Bromoacetamido-dPEG®12-Tris(-dPEG®11-amido-bromoacetamide)3, product number QBD-11434, is a branched, single molecular weight, thiol-reactive, discrete polyethylene glycol (dPEG®) product. It is designed to join up to four molecules via a thiol-bromoacetyl reaction. Each of the four arms attaches to a central tris core and terminates with a thiol-reactive bromoacetyl group. The dPEG® spacer length from between the bromoacetyl groups through the tris core is 87 atoms (100.0 Å).

Like the thiol-maleimide reaction, the thiol-bromoacetyl reaction forms stable thioether bonds with free thiols. However, maleimides react optimally at pH 6.5 – 7.5, while bromoacetyl groups react with thiols chemoselectively at pH ≥8.0. Moreover, thioether bonds formed from a thiol-maleimide reaction can sometimes undergo a reverse Michael addition, undoing the thioether bond. This does not happen with thioether bonds formed by a thiol-bromoacetyl reaction. The thiol-bromoacetyl reaction is chemoselective for thiols but slightly less selective than the thiol-maleimide reaction.

Unlike traditional polyethylene glycol (PEG), which are non-uniform, dispersed polymers, Vector Laboratories’ dPEG® products are single molecular weight PEGs with discrete chain lengths, hence the dPEG® name. The four arms of MAL-dPEG®12-Tris(-dPEG®11-amido-MAL)3 are built around a core of tris(hydroxymethyl)aminomethane (“”tris””). Although one arm is structured a little differently than the other three arms (one dPEG®12 arm vs. three dPEG®11 arms), the product is essentially symmetrical through the tris core. This precise construction of Bromoacetamido-dPEG®12-Tris(-dPEG®11-amido-bromoacetamide)3 is possible because of Vector Laboratories’ dPEG® technology. This product can link multiple peptides or proteins together for drug delivery. It could also be used as a core unit for constructing dendrimers with precisely defined spacer lengths.

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

Tetra(-amido-dPEG®23-MAL)pentaerythritol, product number QBD-11414, is a maleimide-functionalized PEG crosslinking reagent designed to join up to four molecules via a maleimide-thiol reaction. Each of the four arms of this product comes from a single molecular weight, discrete polyethylene glycol (dPEG®) spacer that is 79 atoms (89.8 Å) long, joined through a pentaerythritol core. Product applications include (1) crosslinking of proteins, peptides, or small molecules containing free sulfhydryl groups and (2) dendrimer construction with thiol-functionalized branched compounds.

The thiol-maleimide reaction, also known as the thiol-Michael addition, is a click chemistry reaction. This powerful, highly popular reaction is extensively used in bioconjugation applications. At pH 6.5 – 7.5, the thiol-maleimide reaction is chemoselective. However, above pH 7.5, the maleimide group reacts competitively with amines, so the pH should be kept below this limit.

Unlike traditional polyethylene glycol (PEG), which are non-uniform, dispersed polymers, Vector Laboratories’ dPEG® products are single molecular weight PEGs with discrete chain lengths, hence the dPEG® name.

Tetra(-amido-dPEG®23-MAL)pentaerythritol showcases one of the benefits of dPEG® linkers in product development. Each of the four dPEG® arms is identical, and the uniformity simplifies analysis. In contrast, if this product were made using traditional, non-uniform PEG compounds, analyzing it would be much more complicated and challenging.

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

MAL-dPEG®12-Tris(-dPEG®11-amido-MAL)3, product number QBD-11433, is a branched, single molecular weight, thiol-reactive, discrete polyethylene glycol (dPEG®) product. It is designed to join up to four molecules via a maleimide-thiol reaction. Built around a tris core and terminated on each arm with a thiol-reactive maleimide group, this homotetrafunctional crosslinker is 96 atoms long (124.4 Å) from one maleimide to another.

The thiol-maleimide reaction, also known as the thiol-Michael addition, is a click chemistry reaction. This powerful, highly popular reaction is extensively used in bioconjugation applications. At pH 6.5 – 7.5, the thiol-maleimide reaction is chemoselective. However, above pH 7.5, the maleimide group reacts competitively with amines, so the pH should be kept below this limit.

Unlike traditional polyethylene glycol (PEG), which are non-uniform, dispersed polymers, Vector Laboratories’ dPEG® products are single molecular weight PEGs with discrete chain lengths, hence the dPEG® name. The four arms of MAL-dPEG®12-Tris(-dPEG®11-amido-MAL)3 are built around a core of tris(hydroxymethyl)aminomethane (“”tris””). Although one arm is differently structured than the other three arms (one dPEG®12 arm vs. three dPEG®11 arms), each arm has the same number of atoms and the same length when measured from the reactive site on the maleimide to the tris core from which each arm branches. This precise construction occurs because the dPEG® spacers have discrete chain lengths. This product can link multiple peptides or proteins together for drug delivery. It could also be used as a core unit for constructing dendrimers with precisely defined spacer lengths.

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.