000195328 001__ 195328
000195328 005__ 20180913062314.0
000195328 0247_ $$2doi$$a10.1039/c3cs60153f
000195328 022__ $$a0306-0012
000195328 02470 $$2ISI$$a000325489600003
000195328 037__ $$aARTICLE
000195328 245__ $$aBe squared: expanding the horizon of squaric acid-mediated conjugations
000195328 260__ $$aCambridge$$bRoyal Soc Chemistry$$c2013
000195328 269__ $$a2013
000195328 300__ $$a17
000195328 336__ $$aReviews
000195328 520__ $$aSquaric acid diesters can be applied as reagents to couple two amino-functional compounds. Consecutive coupling of two amines allows the synthesis of asymmetric squaric acid bisamides with either low molecular weight compounds but also biomolecules or polymers. The key feature of the squaric acid diester mediated coupling is the reduced reactivity of the resulting ester-amide after the first amidation step of the diester. This allows the sequential amidation and generation of asymmetric squaramides with high selectivity and in high yields. This article gives an overview of the well-established squaric acid diester mediated coupling reactions for glycoconjugates and presents recent advances that aim to expand this very versatile reaction protocol to the modification of peptides and proteins.
000195328 700__ $$aWurm, Frederik R.$$uMax Planck Inst Polymer Res, D-55128 Mainz, Germany
000195328 700__ $$0240029$$aKlok, Harm-Anton$$g156848$$uEcole Polytech Fed Lausanne, Inst Mat, CH-1015 Lausanne, Switzerland
000195328 773__ $$j42$$k21$$q8220-8236$$tChemical Society Reviews
000195328 909C0 $$0252017$$pLP$$xU10342
000195328 909CO $$ooai:infoscience.tind.io:195328$$pSTI$$preview
000195328 917Z8 $$x148230
000195328 937__ $$aEPFL-REVIEW-195328
000195328 973__ $$aEPFL$$rREVIEWED$$sPUBLISHED
000195328 980__ $$aREVIEW