1312010-01-7Relevant academic research and scientific papers
Bicyclo[6.1.0]nonyne and tetrazine amino acids for Diels-Alder reactions
Li, Xu,Liu, Zhengkun,Dong, Shouliang
, p. 44470 - 44473 (2017/09/26)
Here we report a general method for the de novo synthesis of a bicyclo[6.1.0]nonyne group containing an amino acid, and used Marfey's reagent for chiral analysis. This unnatural amino acid offered exceptional reactivity in the inverse electron demand Diels-Alder cycloaddition with tetrazine containing amino acids. The subsequent selective labeling of living cells at low dye concentrations demonstrated the usefulness of the new amino acid for future imaging studies. This work also laid the foundation for introducing this unnatural amino acid into peptides based on the solid-phase synthesis method.
Synthesis and evaluation of fluorescent Pam3Cys peptide conjugates
Gential, Geoffroy P.P.,Ho, Nataschja I.,Chiodo, Fabrizio,Meeuwenoord, Nico,Ossendorp, Ferry,Overkleeft, Herman S.,van der Marel, Gijs A.,Filippov, Dmitri V.
, p. 3641 - 3645 (2016/07/21)
Chirally pure R- and S-epimers of TLR2 ligand Pam3CysSK4were prepared and separately conjugated to an OVA model epitope, in which lysine was replaced by azidonorleucine. The azide function in the conjugate permitted labelling with di
Synthesis of a toolbox of clickable rhodamine B derivatives
Gobbo, Pierangelo,Gunawardene, Praveen,Luo, Wilson,Workentin, Mark S.
, p. 1169 - 1174 (2015/03/31)
Abstract An efficient method for the large-scale preparation of rhodamine B clickable derivatives has been developed. Starting from inexpensive rhodamine B as the starting material it was possible to functionalize the carboxylic functionality of rhodamine B with an azide, a strained-alkyne, a substituted triphenylphosphine, a thiol, and a maleimide. Through the synthetic strategy it was possible to obtain stable and pure clickable rhodamine compounds that can be readily used not only for chemoselectively probing biomolecules, but also for materials science.
