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Click Peptide Service

  Click Peptide Service

The preparation of hydrophobic peptides is a time consuming process. Even the peptides can be successfully prepared, proper dissolving of peptides poses a difficulty prior their assay experiments. For example, β-amyloid peptide, a typical hydrophobic peptide, is a target for developing effective therapies for treating Alzheimer's disease (AD). Recent studies often encounter obstacles because of the uncontrolled and aggregative features of β-amyloid. GenScript's featured Click Peptide Service (SC1497) is designed to handle low water-solubility and aggregative nature of hydrophobic peptide.

  • Service Features
  • Principle
  • Case Study

Key Features:

1. Control the following natures of the hydrophobic peptide
  • Physicochemical property (e.g., water-solubility, self-assembly, aggregation, or folding).
  • Biologic activity (e.g., ligand-receptor binding affinity, or enzyme-substrate binding affinity)
2. Convert to the native peptide (hydrophobic peptide) in situ by an exogenous action ("click")
  • The "click peptide" (precursor) converts to native peptide easily at pH 7.4 or above.
  • The conversion is a one way and quick process
  • No by-product in the conversion process, suitable for biologic experiment

Key Advantages:

  • Increase the solubility significantly in your research use
  • Slow the aggregation dramatically
  • Provide a novel system useful for investigating the dynamic biological functions of β-amyloid (1-42) in AD
  • Applicable to cell signal transduction and other studies


  • Atsuhiko Taniguchi, Youhei Sohma, et al. Click peptide: Chemical Biology-oriented analogues of Alzheimer's amyloid β peptide 1–42. J. Peptide Science. Nov 2006; 12(12): 823-828

  • Youhei Sohma, Atsuhiko Taniguchi, et al. Controlled Production of Amyloid β Peptide from a Photo-Triggered, Water-Soluble Precursor "Click Peptide". ChemBioChem. Nov 2008; 9(18): 3055-3065

  • Hui Wang, Taeko Kakizawa, et al. Synthesis of amyloid β peptide 1–42 (E22Δ) click peptide: pH-triggered in situ production of its native form. Bioorganic & Medicinal Chemistry. July 2009; 17(14): 4881-4887

A "click peptide" is a chemically-modified peptide precursor used to understand the biological function of peptides. The "click peptide" 1) does not exhibit the inherent biological activity of the original peptide due to a chemical modification of the peptide backbone and; 2) by adding an exogenous action ("click") such as pH-change, easily affords the native peptide in situ with a quick and easy one-way conversion via a native amide bond-forming reaction.
Our click peptide service uses the O-acyl isopeptide method which was developed by Atsuhiko Taniguchi, et al (Scheme 1). Hydrogen bond interactions between peptide chains often play a crucial role in the physicochemical and biologic actions through their contribution to the conformational stability of the higher order structure. The O→N intramolecular acyl migration is capable of rapid forming of amide bond under physiologic conditions (pH 7.4 or above) with an atom-economical reaction; thus, no byproduct is released during click peptide (precursor) converted to the native peptide, which is a great advantage in the toxicology in biologic experimental systems.

Scheme 1: A click peptide based on the O-acyl isopeptide method


Atsuhiko Taniguchi, Youhei Sohma, et al. Click peptide: Chemical Biology-oriented analogues of Alzheimer's amyloid β peptide 1–42. J. Peptide Science. Nov 2006; 12(12): 823-828
26-O-acyl β-amyloid (1-42) click peptide was successfully synthesized, the β-ester bond in which can be quickly and quantitatively converted to a native Gly25-Ser26 amide bond via a pH-dependent O-N intramolecular acyl migration reaction (t1/2 =1 min, pH 7.4, 37℃) at a hydroxyamino acid residue. Namely, upon this pH-triggered conversion (pH-click), the non-aggregative and water-soluble precursor (click peptide) can produce the monomer with a random-coil structure under physiological conditions (pH 7.4, 37℃). The structure information is as follows.

Scheme 2: β-amyloid (1-42) click peptide


  • β-amyloid precursor(click peptide) has a water solubility of 15 mg/ml, while it is only 0.14 mg/ml for the native peptide.
  • The aggregative property of the peptides reduced significantly.
  • The O-acyl moiety was stable under acidic pH.

The following are HPLC reports of (Scheme 3) purified β-amyloid (1-42) native peptide converted from β-amyloid (1-42) click peptide (precursor) and (Scheme 4) purified 26-O-acyl β-amyloid (1-42) click peptide (precursor).

(Scheme 3) HPLC report of purified β-amyloid (1-42) native peptide converted from β-amyloid (1-42) click peptide (precursor)

(Scheme 4) HPLC report of purified 26-O-acyl β-amyloid (1-42) click peptide (precursor)

Quotations and Ordering:

Peptide Synthesis For quotations, you may contact us by email, phone or fax.

Order can be placed by email, phone, or fax with a PO (Purchase Order). Please submit your peptide sequence at using our Click Peptide Order Form.

TEL: 03-6803-0843
Fax:03-3836-0371, 03-4496-5000(only for order)