m-dPEG®x-Propionaldehyde

Amount: 100mg

Item Name: m-dPEG®8-Propionaldehyde

Item #: 10363

Mol. Wt.: 396.47;

single compound dPEG® Spacer is 27 atoms and 29.8 A

Product Features and Benefits: Amine and hydrazide reactive discrete pegylation reagent when reacting with amines, and usually converted to a secondary amine using a reductive amination protocol with NaCNBH4. Forms a reasonably stable hydrazone now with the dPEG4 pegylation unit attached Discrete pegylation spacer is highly water soluble, non-immunogenic, can reduces aggregation, as well as toxicity. Primary application is for modification in order to enhance or reduce the characteristics listed above.

References: 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). See Greg’s general discussion on reactions with hydrazides, reductive amination, and the Mannich condensation, as potential applications on pp. 200-202. Protocols: w/ amines: See Hermanson, pg. 232 for a typical reductive amination protocol for proteins. We have found that for performing the reaction in organic solution on drugs and similar types of smaller compounds, that the procedures or slight modification of those in the following reference using sodium triacetoxyborohydride are very useful with our dPEG® propionaldehydes for pegylation. Ref.: A.F. Abedel-Magid, et al., J. Org. Chem., 61, 3849-3862 (1996). w/ Hydrazides: Often the hydrazides are generated from protected hydrazides, e.g., with t-boc and deprotected with TFA, and then reacted in a solvent or aqueous solvent with the dPEG® aldehyde. Typically the stoichiometric pegylation reaction at room temperature takes 1-3 days. An excess of the aldehyde and/or an increase in temperature will accelerate the pegylation reaction, if the hydrazide can handle the conditions. Below are some representative references and their applications in non-dPEG or PEG applications: H. D. King, et al., Bioconjugate Chem., 10, 279-288 (1999). A. A. Kale and V. P. Torchilin, et al., Bioconjugate Chem., 18, 363-370(2007). a. R.M. Sawant, et al., Bioconjugate Chem., 17, 943-949(2006). b. H. Gaertner, et al., Bioconjugate Chem., 19, 480-489(2008). c. P. R. Hamann, et al., Bioconjugate Chem., 13, 47-58 (2002). d. Y. Bae, et al., Bioconjugate Chem., 18, 1131-1139(2007). e. T. R. Smith, et al., Bioconjugate Chem., 18, 1355-1359(2007). f. C. C. Lee, et al., Bioconjugate Chem., 17, 1364-1368(2006).

Amount: 100mg

Item Name: m-dPEG®12-Propionaldehyde

Item #: 10424 M.W. 572.68;

single compound dPEG® Spacer is 38 atoms and 44.0 A

Product Features and Benefits: Amine and hydrazide reactive discrete pegylation reagent when reacting with amines, and usually converted to a secondary amine using a reductive amination protocol with NaCNBH4. Forms a reasonably stable hydrazone now with the dPEG4 pegylation unit attached Discrete pegylation spacer is highly water soluble, non-immunogenic, can reduces aggregation, as well as toxicity. Primary application is for modification in order to enhance or reduce the characteristics listed above.

References: 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). See Greg’s general discussion on reactions with hydrazides, reductive amination, and the Mannich condensation, as potential applications on pp. 200-202. Protocols: w/ amines: See Hermanson, pg. 232 for a typical reductive amination protocol for proteins. We have found that for performing the reaction in organic solution on drugs and similar types of smaller compounds, that the procedures or slight modification of those in the following reference using sodium triacetoxyborohydride are very useful with our dPEG® propionaldehydes for pegylation. Ref.: A.F. Abedel-Magid, et al., J. Org. Chem., 61, 3849-3862 (1996). w/ Hydrazides: Often the hydrazides are generated from protected hydrazides, e.g., with t-boc and deprotected with TFA, and then reacted in a solvent or aqueous solvent with the dPEG® aldehyde. Typically the stoichiometric pegylation reaction at room temperature takes 1-3 days. An excess of the aldehyde and/or an increase in temperature will accelerate the pegylation reaction, if the hydrazide can handle the conditions. Below are some representative references and their applications in non-dPEG or PEG applications: H. D. King, et al., Bioconjugate Chem., 10, 279-288 (1999). A. A. Kale and V. P. Torchilin, et al., Bioconjugate Chem., 18, 363-370(2007). a. R.M. Sawant, et al., Bioconjugate Chem., 17, 943-949(2006). b. H. Gaertner, et al., Bioconjugate Chem., 19, 480-489(2008). c. P. R. Hamann, et al., Bioconjugate Chem., 13, 47-58 (2002). d. Y. Bae, et al., Bioconjugate Chem., 18, 1131-1139(2007). e. T. R. Smith, et al., Bioconjugate Chem., 18, 1355-1359(2007). f. C. C. Lee, et al., Bioconjugate Chem., 17, 1364-1368(2006).