Fmoc-N-amido-dPEG®₅-acid

PEGylation refers to the covalent addition of polyethylene glycol (PEG) to a compound or surface. PEGylated compounds include proteins, peptides, dyes or other labels, and small molecule drugs. Peptide synthesis frequently employs PEGylation to enhance solubility of the peptide, because the amphiphilic character of PEG imparts tremendous water solubility to peptides. Moreover, peptide PEGylation prolongs in vivo circulation of peptide conjugates by both increasing the peptide’s hydrodynamic volume and protecting the peptide from proteolysis. Additionally, PEGylation reduces or eliminates antigenicity of the conjugated peptide.

Traditional PEGs, however, are dispersed polymers (Đ > 1.00). A traditional PEG consists of multiple chain lengths with multiple molecular weights. The stated molecular weight for a traditional PEG indicates an average of the distribution of chain lengths and molecular weights.

Quanta BioDesign’s single molecular weight PEG products (known as “discrete PEG” and sold under the dPEG^® trademark) provide all of the benefits of traditional, dispersed PEG without the analytical headache that comes from having an intractable mixture of conjugates, each with different PEG chain lengths. PN10053 permits our customers to insert a short (19 atom) dPEG^® into a peptide chain using familiar Fmoc chemistry. The product works equally well in solid phase and solution phase synthetic processes. The dPEG^® can be inserted at either end of the peptide chain or in the middle of two chains to provide a flexible spacer between distinct functional peptides. In addition, the short dPEG^® spacer can be used simply to provide additional distance in a synthetic construct where steric hindrance is a problem. The amphiphilic nature of dPEG^® means that the construct will gain some degree of water solubility while remaining soluble in organic solvent. The Fmoc protecting group removes easily with a solution of piperidine in N,N-dimethylformamide (DMF).

If you need bulk product in a larger package size than our standard sizes, please contact us for a quote. Our commercial capabilities permit us to manufacture this product at any scale that you need.

Application References:

1. Hermanson, Greg T. “Section 1, Modification of Amino Acids, Peptides, and Proteins,” in Chapter 2, Functional Targets for Bioconjugation. Bioconjugate Techniques, 3^rd edition. Academic Press: New York, 2013, 127-148. Click here for a review of Greg’s book and a link to purchase it.
2. Hermanson, G. T. Chapter 18, PEGylation and Synthetic Polymer Modification. Bioconjugate Techniques, 3rd edition. Academic Press: New York, 2013, 787-838.