Related Experiment Video
Updated: Sep 9, 2025

Synthesis and Characterization of 1,2-Dithiolane Modified Self-Assembling Peptides
Published on: August 20, 2018
Chemical Synthesis and Chaperone Peptide Mediated Folding of Human Nerve Growth Factor by Expressed KAHA Ligation
Nicolas Y Nötel1, Angus E McMillan1, Vijaya R Pattabiraman1
1Laboratory of Organic Chemistry, Department of Chemistry and Applied Biosciences, ETH Zürich, 8093 Zürich, Switzerland.
Abstract:
Nerve growth factor (NGF) is a powerful neurotrophic protein for treating central nervous system diseases, but its therapeutic utility is limited by severe side effects, including hyperalgesia. These adverse effects arise from pleitropic receptor binding that can, in principle, be modulated by side chain mutations or modificationa task suited for chemical protein synthesis. Despite its small size (13 kDa), the chemical synthesis of NGF has been stymied by exceptional hydrophobicity and the requirement for a 104-residue N-terminal "chaperone peptide" for folding. This study presents a chemical synthesis of NGF using α-ketoacid-hydroxylamine (KAHA) ligations, featuring recombinant production of the chaperone peptide and its chemoselective conversion to a C-terminal α-ketoacid. A novel solubility tag, SOLACE, and ester-forming KAHA ligations enabled assembly of linear proNGF from three synthetic and one recombinant segment. Controlled folding and disulfide-bond formation mediated by the chaperone peptide followed by proteolytic cleavage yielded biologically active synthetic NGF as its noncovalent dimer. The synthetic NGF exhibited comparable activity to recombinant NGF in axon growth assays, establishing a platform for engineering NGF variants with tailored therapeutic properties. This approach provides a versatile framework for the semisynthesis of neurotrophins and related proteins that also require long chaperone peptides for proper folding.
Related Concept Videos
Protein Folding
Protein Structure Is Critical to Its Biological Function
Proteins perform a wide range of biological functions such as catalyzing chemical reactions, providing...
Molecular Chaperones and Protein Folding
The...
Bacterial Protein Maturation
Amyloid Fibrils
Amyloid deposits were observed as early as 1639 in the liver and the spleen. In 1854, Rudolph Virchow performed iodine staining,...
Protein Folding Quality Check in the RER
Protein Organization

