Endo-S-c-di-GMP Analogues-Polymorphism and Binding Studies with Class I Riboswitch
| dc.contributor.author | Zhou, Jie | |
| dc.contributor.author | Sayre, David A. | |
| dc.contributor.author | Wang, Jingxin | |
| dc.contributor.author | Pahadi, Nirmal | |
| dc.contributor.author | Sintim, Herman O. | |
| dc.date.accessioned | 2024-01-30T18:18:49Z | |
| dc.date.available | 2024-01-30T18:18:49Z | |
| dc.date.issued | 2012-11-09 | |
| dc.description.abstract | C-di-GMP, a cyclic guanine dinucleotide, has been shown to regulate biofilm formation as well as virulence gene expression in a variety of bacteria. Analogues of c-di-GMP have the potential to be used as chemical probes to study c-di-GMP signaling and could even become drug leads for the development of anti-biofilm compounds. Herein we report the synthesis and biophysical studies of a series of c-di-GMP analogues, which have both phosphate and sugar moieties simultaneously modified (called endo-S-c-di-GMP analogues). We used computational methods to predict the relative orientation of the guanine nucleobases in c-di-GMP and analogues. DOSY NMR of the endo-S-c-di-GMP series showed that the polymorphism of c-di-GMP can be tuned with conservative modifications to the phosphate and sugar moieties (conformational steering). Binding studies with Vc2 RNA (a class I c-di-GMP riboswitch) revealed that conservative modifications to the phosphate and 2'-positions of c-di-GMP dramatically affected binding to class I riboswitch. | |
| dc.description.uri | https://doi.org/10.3390/molecules171113376 | |
| dc.identifier | https://doi.org/10.13016/dspace/ahls-houm | |
| dc.identifier.citation | Zhou, J.; Sayre, D.A.; Wang, J.; Pahadi, N.; Sintim, H.O. Endo-S-c-di-GMP Analogues-Polymorphism and Binding Studies with Class I Riboswitch. Molecules 2012, 17, 13376-13389. | |
| dc.identifier.uri | http://hdl.handle.net/1903/31618 | |
| dc.language.iso | en_US | |
| dc.publisher | MDPI | |
| dc.relation.isAvailableAt | Digital Repository at the University of Maryland | en_us |
| dc.relation.isAvailableAt | Chemistry & Biochemistry | en_us |
| dc.relation.isAvailableAt | College of Computer, Mathematical & Natural Sciences | en_us |
| dc.relation.isAvailableAt | University of Maryland (College Park, MD) | en_us |
| dc.subject | c-di-GMP | |
| dc.subject | endo-S-c-di-GMP | |
| dc.subject | polymorphism | |
| dc.subject | G-quadruplex | |
| dc.subject | analogues | |
| dc.subject | DOSY | |
| dc.subject | Vc2 RNA | |
| dc.subject | fluorescence | |
| dc.subject | aptamer | |
| dc.title | Endo-S-c-di-GMP Analogues-Polymorphism and Binding Studies with Class I Riboswitch | |
| dc.type | Article | |
| local.equitableAccessSubmission | No |