N-terminus Specific Protein Linker

Proteins/Peptides Can be Easily Functionalized

Examples of Potential Application

  • Antigen-drug conjugate (ADC)
  • PEGylation of peptide for stabilization
  • Labeling of protein/peptide for Micro dose clinical analysis or research

Advantages

  • Homologous molecule can be obtained with high efficiency and no sidechain reaction.
  • Kinds of building block for “Click Chemistry” are available to link various molecules.
  • Natural protein/peptide can be modified.

Background and Technology

  • There are several protein linking methods for functionalization. Some non-specifically target several functional groups of protein and may affect original function of the protein, and others need protein modification at a gene design level.
  • Newly developed linker, 6-(Azidomethyl)-2-pyridinecarbaldehyde (6AzPC), selectively reacts with N-terminal and introduces an azido group, which can promote following Cu-catalyzed azide-alkyne cycloaddition (CuAAC), known as “Click Chemistry” or Strain-promoted AAC reaction (SPAAC).
N-terminus 1

Data

  • 6AzPC was synthesized from 2,6-pyridinedicarboxylic acid by five-step (total yield: 37%).
  • Azide is successfully introduced in proteins’ N-terminal (eg. Ribonuclease A, Cytchrome b562).
  • 6AzPC does not react with cytochrome c which has post transcriptional N-terminal modification.
  • Ethynyl coumarin, oligoethylene glycol, rhdamine, biotin are successfully linked (yield: ~99%).

Patent

Pending (Unpublished)

Researcher

Prof. Takashi HAYASHI    Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Japan (http://www.applied-bioinorganic.jp/en/).

Expectations

  • We are seeking companies to license and commercialize this technology.
  • Samples of 6AzPC for your evaluation are available under material transfer agreement (MTA).

Product No:TP-00790

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