Phosphorylated Peptide Synthesis

Phosphorylation Post-Translational Modification (PTM)

Phosphorylation is the most important and well-studied Post-Translational Modification (PTM) in cellular activities. This reaction is involved in the regulation of many cellular processes including cell cycle, growth, apoptosis and signal transduction pathways.

Phosphorylation is controlled by kinases and phosphatases that work independently and in balance to regulate glycolysis, protein-protein interactions, protein degradation, protein inhibition, or homeostasis, among others.

This PMT is simple, flexible and reversible. Using ATP as a substrate, kinases are covalently attaching a phosphate group to the side chain of Serine (pSer), Threonine (pThr), or Tyrosine (pTyr) residues that can conversely be removed by phosphatases.

Protein phosphorylation

In the human proteome, one-third of the proteins become phosphorylation’s substrates at some point. This observation makes protein phosphorylation one of the most important PTM types, in addition to glucose and oxidative phosphorylation.

Protein regulation controls the protein’s function itself, its subcellular localization and its interaction with other proteins. Proteins being implicated in nearly every task of cellular life, their activation and deactivation is essential for the proper functioning of biological processes in living organisms.

Phosphopeptides synthesis service

SB-PEPTIDE can produce phosphopeptides with phosphorylation of serine, threonine and tyrosine and already successfully obtained peptides with 4 phosphorylations.

Thanks to Solid Phase Peptide Synthesis (SPPS), SB-PEPTIDE can incorporate one or more phosphorylated amino acids at precise positions during custom peptide synthesis. The peptide to be synthesized can contain non-phosphorylated serine/tyrosine/threonine and phosphorylated ones.

SB-PEPTIDE can produce series of peptides with phosphorylation at various positions to help finding the correct original position or to try everything possible when it is unknown.

Example:

Peptide 1 : XXX-Y-XX-Y-XXX-Y-XXX

Peptide 2: XXX-pY-XX-Y-XXX-Y-XXX

Peptide 3: XXX-Y-XX-pY-XXX-Y-XXX

Peptide 4: XXX-Y-XX-Y-XXX-pY-XXX

Phosphorylated peptides are compatible with other modifications such as biotinylation, incorporation of isotope labeled amino acids, conjugation to carrier proteins, etc.

Standard synthesis scales:

Contact us to get a quote.

Alternative stable phosphorylation

Over the past few years, alternative phosphorylated amino acids have been developed in order to maintain the in-vivo stability of phosphorylated peptides. Phosphorylated amino acids can be replaced by hydrolysis-stable amino acids functionalized with hydrolysis-stable phosphate groups Pma (Ser), Pmab (Thr) and Pmp (Tyr).

 SB-PEPTIDE can produce peptides containing Pma, Pmab and Pmp. Contact us to get a quote.

References