Amino acids attached to 2-Chlorotrityl-Chloride-Resin
Introduction of 2-Chorotrityl Chloridie Resin
2-chorotrityl chloridie resin is a triphenylmethyl based resin. Its structure is shown in the figure.
Synthesis of 2-Chorotrityl Chloridie Resin
The synthesis method using triphenylmethyl resin as carrier is that triphenyl methyl (TRT) resin contains triple benzyl structure, so it has high reaction activity. Generally, the same molar amount of protective amino acids and 4 times the amount of N, N-diisopropylethylamine (DIEA) and TRT resin are mixed in dichloromethane, and the reaction can be completed in 30-120 minutes at room temperature. For sites that do not react completely, methanol can be used to seal the sites.
Fig.1 The Structure of 2-Chorotrityl Chloridie Resin
Characteristic of 2-Chorotrityl Chloridie Resin
a. Small steric hindrance, which facilitates the penetration of solvent, so that it can make rapid and unimpeded contact between growing peptide chains and reagents.
b. There are enough reaction sites to covalently connect amino acids to these sites, and after the synthesis reaction, the covalent bond is cleaved, so that the carrier with per unit volume gives a useful yield of peptides.
c. It is inert in the synthesis and stable to the physical and chemical conditions in the synthesis process.
Application of 2-Chorotrityl Chloridie Resin
- Due to the flexibility of 2-chorotrityl chloridie resin in SPPS, C2 terminal modified peptides can be successfully synthesized by 2-chorotrityl chloridie resin.
- Based on the mild bonding and cracking characteristics of trtlinker, 2-chorotrityl chloridie resin can be used for peptide condensation and preparation of total protective peptide fragments.
- Essentially all amino acids can be connected to 2-chorotrityl chloridie resin. Cys and His are prone to racemization when they are attached to hydroxymethyl resin, which can be avoided by using 2-chlorobenzyl resin. Because 2-chorotrityl chloridie resin is not necessary to activate the hydroxyl group of FOMC amino acids during connection, so racemization can be completely avoided.