One of the most convenient coupling reagents for peptide synthesis without carcinogenic by-products. It replaces BOP reagent. This is especially suitable for solid-phase peptide synthesis, avoids racemization.
1H-Benzotriazol-1-yloxytri(1-pyrrolidinyl) phosphonium hexafluorophosphate (PyBOP) is a peptide coupling reagent utilized in solid phase peptide synthesis. It is also used as a substitute for the (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) reagent.
PyBOP is a reagent for:
Synthesis of single labeled oligonucleotides that fluoresce upon matched hybridization
Generation of endocrine disruptor chemical binders
Cycloaddition to template-assembled multivalent peptide conjugates
PyBOP (benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate) coupling reagent was selected for the peptidic bond formation. This selection was because PyBOP is efficient and could generate less toxic byproducts. PyBOP is an efficient coupling reagent utilized in solid-phase peptide synthesis. It reacts similarly to BOP, but its byproduct is not highly carcinogenic. PyBOP was utilized in the solid-phase synthesis of the tetrapeptide H-Ile-Ala-Leu-Pro-OH on 2-chlorotrityl resin. In contrast to uronium-based coupling reagents, PyBOP does not form guanidinated byproducts when used in excess. This makes it useful in fragment condensation reactions and head-to-tail cyclizations[1].
(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP) is an activator of carboxyl group commonly used in peptide synthesis. It also participates in the carboxylic acid esterification. It shows characteristics similar to benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and can be utilized as an alternative to BOP in peptide bond formation.
[1] Maharani, R. et al. “Good coupling performance of PyBOP in the solid-phase synthesis of tetrapeptide, OH-Pro-Leu-Ala-Ileu-NH2.” 2017. 0.
