S-Mg-2(dobpdc): a metal-organic framework for determining chirality in amino acids
Hui Min Tay, Aditya Rawal, Carol Hua
Chemical Communications | Royal Society of Chemistry | Published : 2020
Chirality is a key aspect of amino acids and is essential for life. Here, a chiral metal–organic framework, S-Mg2dobpdc, is used to determine the chirality of three BOC protected amino acids (alanine, valine and proline) by 13C solid-state NMR with chemical shift differences of up to 1.3 ppm observed between enantiomers. The chiral sensitivity persists upon in situ deprotection of the amino acids by thermolysis of the BOC group.
We thank Dr Doug Lawes for assistance with 1H solution state NMR, Dr Marc-Antione Sani for preliminary solid-state NMR experiments, Ms Lisa Hua for experimental assistance and A/Prof. Brendan Abrahams for support during this work. H. M. T. thanks the Australian Commonwealth Government and the University of Melbourne for a Research Training Programme Scholarship, Rowden White Scholarship and an Elizabeth and Vernon Puzey Scholarship. C. H. gratefully acknowledges the University of Melbourne for a McKenzie Fellowship.