Tautomerism unveils a self-inhibition mechanism of crystallization

Tang, Weiwei; Yang, Taimin; Morales-Rivera, Cristian A.; Geng, Xi; Srirambhatla, Vijay K.; Kang, Xiang; Chauhan, Vraj P.; Hong, Sungil; Tu, Qing; Florence, Alastair J.; Mo, Huaping; Calderon, Hector A.; Kisielowski, Christian; Hernandez, Francisco C. Robles; Zou, Xiaodong; Mpourmpakis, Giannis; Rimer, Jeffrey D.

doi:10.1038/s41467-023-35924-3

Title: Tautomerism unveils a self-inhibition mechanism of crystallization

Journal Article · Thu Feb 02 00:00:00 UTC 2023 · Nature Communications

DOI: https://doi.org/10.1038/s41467-023-35924-3 · OSTI ID:1923102

;

; Morales-Rivera, Cristian A.; Geng, Xi; Srirambhatla, Vijay K.; Kang, Xiang; Chauhan, Vraj P.; Hong, Sungil; Tu, Qing;

; Mo, Huaping; Calderon, Hector A.;

;

; Mpourmpakis, Giannis;

Abstract Modifiers are commonly used in natural, biological, and synthetic crystallization to tailor the growth of diverse materials. Here, we identify tautomers as a new class of modifiers where the dynamic interconversion between solute and its corresponding tautomer(s) produces native crystal growth inhibitors. The macroscopic and microscopic effects imposed by inhibitor-crystal interactions reveal dual mechanisms of inhibition where tautomer occlusion within crystals that leads to natural bending, tunes elastic modulus, and selectively alters the rate of crystal dissolution. Our study focuses on ammonium urate crystallization and shows that the keto-enol form of urate, which exists as a minor tautomer, is a potent inhibitor that nearly suppresses crystal growth at select solution alkalinity and supersaturation. The generalizability of this phenomenon is demonstrated for two additional tautomers with relevance to biological systems and pharmaceuticals. These findings offer potential routes in crystal engineering to strategically control the mechanical or physicochemical properties of tautomeric materials.

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Research Organization:: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)

Sponsoring Organization:: ARtificial inTelligence for Integrated ICT-enabled pharmaceuticaL mAnufactuRing (ARTICULAR); Engineering and Physical Sciences Research Council (EPSRC); Higher Education Funding Council for England (HEFCE); Knut and Alice Wallenberg Foundation (KAW); National Natural Science Foundation of China (NSFC); National Science Foundation (NSF); Robert A. Welch Foundation; Swedish Research Council (VR); US Department of the Navy, Office of Naval Research (ONR); USDOE; USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: AC02-05CH11231

OSTI ID:: 1923102

Journal Information:: Nature Communications, Journal Name: Nature Communications Journal Issue: 1 Vol. 14; ISSN 2041-1723

Publisher:: Nature Publishing GroupCopyright Statement

Country of Publication:: United Kingdom

Language:: English

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