Fmoc-L-Glu(tBu)-NHN=Pyv Resin

Chemical name: Fmoc-L-glutamyl-gamma-t-butyl ester-alpha-hydrazono-pyruvyl-aminomethylpolystyrene resin // Synonyms: Fmoc-L-Glu(tBu)-NHN=Pyv Resin, Fmoc-Glu(OtBu)-NHN=Pyv Resin

  • Product code:PYV1150
  • Particle size :100-200 mesh
  • DVB crosslinking :1% DVB
  • Loading:> 0.3 mmol/g

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description

This new hydrazine resin provides a new and convenient method for the synthesis of peptide hydrazides, which can be applied during ligation technique. It was shown that the hydrazone linker is completely stable in the course of standard Fmoc SPPS. Moreover, it can tolerate a treatment with 5 % TFA/DCM thus permitting selective removal of Mtt or related acid-labile protecting groups. Subsequent application of cleavage cocktails containing net TFA permits to obtain the desired peptides in a reasonable yields and purity.

references

Convenient method of peptide hydrazide synthesis using a new hydrazone resin; Pavel S. Chelushkin, Ksenia V. Polyanichko, Maria V. Leko, Marina Yu. Dorosh, Thomas Bruckdorfer,

Sergey V. Burov; Tet. Lett. 2015; 56: 619-622. DOI: org/10.1016/j.tetlet.2014.12.056.


Synthesis of dendronized polymeric chelating agents using hydrazone ligation strategy; Ksenia V. Polyanichko, Pavel S. Chelushkin, Marina Yu. Dorosh, Irina I. Gavrilova, Evgeny Panarin, Anatoliy V. Dobrodumov, Sergey V. Burov; European Polymer Journal 2017; 92: 117–125. http://dx.doi.org/10.1016/j.eurpolymj.2017.04.040.

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