Biotin-dPEG®x-azide

Amount: 100mg

Item Name: Biotin-dPEG®11-azide

Item #: 10784

Mol. Wt.: 796.97;

single compound dPEG Spacer is 40 atoms and 50.4 A

Product Features and Benefits: Click on biotin Completely unique dPEG®- containing biotinylation pegylation reagent containing terminal azide functionality, which can be used as a protected amine, or available as a partner in either a click or Staudinger coupling application. The azide can be reacted with an acetylene moiety (Click reaction) or an arylphospine as part of several Staudinger ligation options (see references) dPEG® pegylation arm or spacer is extremely hydrophilic and non-immunogenic/ non-antigenic Spacer will reduce or eliminate problems with aggregation and immunogenicity -- typically issues with conventional crosslinkers Applications: Two very active areas of development using the azide functionality are: “Click” chemistry, the particular example of the Cu(I) catalyzed reaction of the azide and a terminal acetylene; and the Staudinger ligation using functionalize aryl phosphines to couple the azide in a covalent fashion to form amides. The tremendous attraction to the azide functionality is its very low reactivity and high stability under most conditions, especially where other conjugating functionality have to be used very cautiously due to their limited stability, or require careful control of variables like pH in order to insure high yielding reactions. However, under very specific conditions, the azide is very reactive and highly selective in its reactivity. As is the case in the current very economically competitive environment, many of the applications of these chemistries may be protected intellectual property. Protocols: For particular protocols, please look in the references cited for more detailed application references contained within.

References: General: See Greg T. Hermanson, Bioconjugate Techniques, 2nd Ed, Elsevier Inc., Burlington, MA 01803, April, 2008 (ISBN- 13: 978-0-12-370501-3; ISBN-10: 0-12-370501-0), and specifically see pp. 722-724. Click Applications: “Click Chemistry: Diverse Chemical Function form a Few Good Reactions,” H. C. Kolb, M.G. Finn, and K. Barry Sharpless, Angew. Chem., Int. Eng. Ed., 40, 2004-2021 (2001) “The growing impact of click chemistry on drug discovery,” H. C. Kolb and K. Barry Sharpless, Drug Discovery Today, 8(24), 128-1137 (2003) “Cu(I)-Catalyzed Alkyne-Azide “Click” Cycloadditions from a Mechanistic and Synthetic Perspective,” V. C. Bock, H. Hiemstra and J. H. van Maarseveen, Eur. J. Org. Chem., 51-68 (2006) “A Rapid and Versatile Method to Label Receptor Ligands Using “Click” Chemistry: Validation with the Muscarinic M1 Antagonist Pirenzepine,” Bioconjugate Chemistry, 17, 1618-1623 (2006) Staudinger ligations: “The Staudinger Ligation-A Gift to Chemical Biology,” M. Kohn and R. Breinbauer, Angew. Chem. Int. Ed., 43, 3106 (2004) “Traceless Staudinger Ligation of Glycosyl Azides with Triaryl Phosphines: Stereoselective Synthesis of Glycosyl Amides,” A. Bianchi and A. Bernardi, J. Org. Chem., 71, 4565-4577 (2006) “Reaction Mechanism and Kinetics of the Traceless Staudinger Ligation,” M. Soelner, B. L. Nilsson and R. T. Raines, J. Amer. Chem. Soc., 128 (27), 8820-8828 (2006).The first reference is an excellent and recent review in a very active area. The first reference is an excellent and recent review in a very active area. Use Search engines for “Staudinger ligation” for many excellent and additional references.

Amount: 100mg

Item Name: Biotin-dPEG®7-azide

Item #: 10825

Mol. Wt.: 620.32;

single compound dPEG Spacer is 27 atoms and 30.7 A

Product Features and Benefits: Click on biotin Completely unique dPEG®- containing biotinylation pegylation reagent containing terminal azide functionality, which can be used as a protected amine, or available as a partner in either a click or Staudinger coupling application. The azide can be reacted with an acetylene moiety (Click reaction) or an arylphospine as part of several Staudinger ligation options (see references) dPEG® pegylation arm or spacer is extremely hydrophilic and non-immunogenic/ non-antigenic Spacer will reduce or eliminate problems with aggregation and immunogenicity -- typically issues with conventional crosslinkers Applications: Two very active areas of development using the azide functionality are: “Click” chemistry, the particular example of the Cu(I) catalyzed reaction of the azide and a terminal acetylene; and the Staudinger ligation using functionalize aryl phosphines to couple the azide in a covalent fashion to form amides. The tremendous attraction to the azide functionality is its very low reactivity and high stability under most conditions, especially where other conjugating functionality have to be used very cautiously due to their limited stability, or require careful control of variables like pH in order to insure high yielding reactions. However, under very specific conditions, the azide is very reactive and highly selective in its reactivity. As is the case in the current very economically competitive environment, many of the applications of these chemistries may be protected intellectual property. Protocols: For particular protocols, please look in the references cited for more detailed application references contained within.

References: General: See Greg T. Hermanson, Bioconjugate Techniques, 2nd Ed, Elsevier Inc., Burlington, MA 01803, April, 2008 (ISBN- 13: 978-0-12-370501-3; ISBN-10: 0-12-370501-0), and specifically see pp. 722-724. Click Applications: “Click Chemistry: Diverse Chemical Function form a Few Good Reactions,” H. C. Kolb, M.G. Finn, and K. Barry Sharpless, Angew. Chem., Int. Eng. Ed., 40, 2004-2021 (2001) “The growing impact of click chemistry on drug discovery,” H. C. Kolb and K. Barry Sharpless, Drug Discovery Today, 8(24), 128-1137 (2003) “Cu(I)-Catalyzed Alkyne-Azide “Click” Cycloadditions from a Mechanistic and Synthetic Perspective,” V. C. Bock, H. Hiemstra and J. H. van Maarseveen, Eur. J. Org. Chem., 51-68 (2006) “A Rapid and Versatile Method to Label Receptor Ligands Using “Click” Chemistry: Validation with the Muscarinic M1 Antagonist Pirenzepine,” Bioconjugate Chemistry, 17, 1618-1623 (2006) Staudinger ligations: “The Staudinger Ligation-A Gift to Chemical Biology,” M. Kohn and R. Breinbauer, Angew. Chem. Int. Ed., 43, 3106 (2004) “Traceless Staudinger Ligation of Glycosyl Azides with Triaryl Phosphines: Stereoselective Synthesis of Glycosyl Amides,” A. Bianchi and A. Bernardi, J. Org. Chem., 71, 4565-4577 (2006) “Reaction Mechanism and Kinetics of the Traceless Staudinger Ligation,” M. Soelner, B. L. Nilsson and R. T. Raines, J. Amer. Chem. Soc., 128 (27), 8820-8828 (2006).The first reference is an excellent and recent review in a very active area. The first reference is an excellent and recent review in a very active area. Use Search engines for “Staudinger ligation” for many excellent and additional references.