Organic biomolecules bind to phosphate through borate linkages in aqueous solutions

Authors

NAZİK AYDOĞMUŞ
DURSUN ALİ KÖSE
MICHAEL ANDREW BECKETT
BİRGÜL KARAN

DOI

10.3906/kim-1309-55

Abstract

Solutions of salicyclic, ascorbic, and citric acids were reacted with boric acid, followed by NaH_2PO_4. The products, triphosphateborate ester of salicylic acid (1), orthosphateborate ester of ascorbic acid (2), triphosphateborate ester of ascorbic acid (3), and orthosphateborate ester of citric acid (4), were flash precipitated with cold acetone and characterised by microanalysis, thermal analysis, FT-IR, Raman, ^{11}B NMR, ^{31}P MAS NMR, and mass spectroscopic techniques. Analytical results indicated the presence of --C--O--B--O--P-- linkages with the attached phosphate groups varying between orthophosphate and triphosphate, depending on the starting material. The biomolecules studied in this work may serve as models in the B--P-organic system and the results would provide a possible contribution to boron prebiotic chemistry.

Keywords

Borate complex, phosphate ester, boric acid, ^{31}P MAS NMR, ^{11}B NMR

First Page

617

Last Page

628

Recommended Citation

AYDOĞMUŞ, NAZİK; KÖSE, DURSUN ALİ; BECKETT, MICHAEL ANDREW; and KARAN, BİRGÜL (2014) "Organic biomolecules bind to phosphate through borate linkages in aqueous solutions," Turkish Journal of Chemistry: Vol. 38: No. 4, Article 11. https://doi.org/10.3906/kim-1309-55
Available at: https://journals.tubitak.gov.tr/chem/vol38/iss4/11