Synthesis of Chlorotoxin by Native Chemical Ligation

Date

2018-04-01

Author

KARACA, Ulvi
Özçubukçu, Salih

Metadata

Show full item record

This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Item Usage Stats

13
views

12
downloads

Cite This

Chlorotoxin (CLTX) is a neurotoxin found in the venom of the Israeli scorpion, Leirius quinquestriatus. It contains 36-amino acids with four disulfide bonds and inhibits low-conductance chloride channels. CLTX also binds to matrix metalloproteinase-2 (MMP-2) selectively. The synthesis of chlorotoxin using solid phase peptide synthesis (SPPS) is very difficult and has a very low yield (<1%) due to high number of amino acid sequence. In this work, to improve the efficiency of the synthesis, native chemical ligation was applied. In this strategy, chlorotoxin sequence was split into two parts having 15 and 21 amino acids. 21-mer peptide was synthesized in its native form based on 9-fluorenylmethyloxycarbonyl (Fmoc) chemistry. 15-mer peptide was synthesized having o-aminoanilide linker on C-terminal. These parts were coupled by native chemical ligation to produce chlorotoxin.

Subject Keywords

Chlorotoxin, Solid phase peptide synthesis

URI

https://hdl.handle.net/11511/49235

Collections

Department of Chemistry, Article