|Chemical Name||Benzotriazol-1-yl-oxytripyrrolidinphosphonium Hexafluorophosphate|
|Appearance||White to Off-White Solid|
|Melting Point||>137ºC (dec.)|
|Solubility||Acetonitrile (Slightly), Chloroform (Slightly)|
|Category||Building Blocks; Miscellaneous;|
|Applications||Benzotriazol-1-yl-oxytripyrrolidinphosphonium Hexafluorophosphate is used in the cost-effective synthesis method of degarelix acetate.|
PYBOP, also known as benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate, is a chemical compound commonly used as a coupling agent in peptide synthesis. It is a phosphonium salt derivative that facilitates the formation of peptide bonds between amino acids during solid-phase peptide synthesis (SPPS).
PYBOP is a highly efficient coupling reagent that promotes the activation of carboxyl groups in amino acids or peptide fragments, enabling the formation of amide bonds with amino groups. It is often used in combination with a base, such as N,N-diisopropylethylamine (DIPEA), to enhance its coupling efficiency.
The reaction mechanism involves the activation of the carboxyl group in the presence of PYBOP, which forms an active ester intermediate. This intermediate is then attacked by the amino group, resulting in the formation of a peptide bond. The hexafluorophosphate counterion (PF6-) of PYBOP is relatively inert and does not significantly participate in the reaction.
PYBOP is preferred by many researchers in peptide synthesis due to its high coupling efficiency, low racemization rates, and compatibility with a wide range of amino acids and protecting groups. It has been widely used in both research laboratories and industrial settings for the synthesis of peptides, including complex and long peptide chains.
It’s worth noting that PYBOP is a moisture-sensitive compound and should be stored and handled appropriately to maintain its reactivity. Safety precautions, such as using proper protective equipment and following good laboratory practices, should be observed when working with PYBOP or any other chemical compound.
As always, it is advisable to consult scientific literature, protocols, and guidelines specific to your application for detailed instructions on the use and handling of PYBOP or any other chemical reagent.
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