onr:"swepub:oai:DiVA.org:uu-526209"
Sökning: onr:"swepub:oai:DiVA.org:uu-526209" > Synthesis and kinet...
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| Fältnamn | Indikatorer | Metadata |
|---|---|---|
| 000 | 03263naa a2200409 4500 | |
| 001 | oai:DiVA.org:uu-526209 | |
| 003 | SwePub | |
| 008 | 240410s2024 | |||||||||||000 ||eng| | |
| 024 | 7 | a https://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-5262092 URI |
| 024 | 7 | a https://doi.org/10.1016/j.bmcl.2024.1296662 DOI |
| 040 | a (SwePub)uu | |
| 041 | a engb eng | |
| 042 | 9 SwePub | |
| 072 | 7 | a ref2 swepub-contenttype |
| 072 | 7 | a art2 swepub-publicationtype |
| 100 | 1 | a Courtiol-Legourd, Stephanieu Univ Paris Saclay, Inst Chim Mol & Mat Orsay, CNRS, F-91400 Orsay, France.4 aut |
| 245 | 1 0 | a Synthesis and kinetic evaluation of phosphomimetic inhibitors targeting type B ribose-5-phosphate isomerase from Mycobacterium tuberculosis |
| 264 | 1 | b Elsevier,c 2024 |
| 338 | a print2 rdacarrier | |
| 520 | a Because tuberculosis is still a major health threat worldwide, identification of new drug targets is urgently needed. In this study, we considered type B ribose -5 -phosphate isomerase from Mycobacterium tuberculosis as a potential target, and addressed known problems of previous inhibitors in terms of their sensitivity to hydrolysis catalyzed by phosphatase enzymes, which impaired their potential use as drugs. To this end, we synthesized six novel phosphomimetic compounds designed to be hydrolytically stable analogs of the substrate ribose 5 -phosphate and the best known inhibitor 5-phospho-D-ribonate. The phosphate function was replaced by phosphonomethyl, sulfate, sulfonomethyl, or malonate groups. Inhibition was evaluated on type A and type B ribose -5phosphate isomerases, and stability towards hydrolysis using alkaline phosphatase and veal serum was assessed. One of the phosphomimetic analogs, 5-deoxy-5-phosphonomethyl-D-ribonate, emerged as the first strong and specific inhibitor of the M. tuberculosis enzyme that is resistant to hydrolysis. | |
| 650 | 7 | a NATURVETENSKAPx Biologix Biokemi och molekylärbiologi0 (SwePub)106022 hsv//swe |
| 650 | 7 | a NATURAL SCIENCESx Biological Sciencesx Biochemistry and Molecular Biology0 (SwePub)106022 hsv//eng |
| 653 | a Enzyme inhibitors | |
| 653 | a Phosphate | |
| 653 | a Monosaccharides | |
| 653 | a Ribose | |
| 653 | a Isomerase | |
| 653 | a Tuberculosis | |
| 700 | 1 | a Mariano, Sandrineu Univ Paris Saclay, Inst Chim Mol & Mat Orsay, CNRS, F-91400 Orsay, France.4 aut |
| 700 | 1 | a Foret, Johannau Univ Paris Saclay, Inst Chim Mol & Mat Orsay, CNRS, F-91400 Orsay, France.4 aut |
| 700 | 1 | a Roos, Annette K.u Uppsala universitet,Science for Life Laboratory, SciLifeLab,Strukturbiologi4 aut0 (Swepub:uu)anroo424 |
| 700 | 1 | a Mowbray, Sherry L,d 1954-u Uppsala universitet,Institutionen för cell- och molekylärbiologi,Science for Life Laboratory, SciLifeLab4 aut0 (Swepub:uu)shmow020 |
| 700 | 1 | a Salmon, Laurentu Univ Paris Saclay, Inst Chim Mol & Mat Orsay, CNRS, F-91400 Orsay, France.4 aut |
| 710 | 2 | a Univ Paris Saclay, Inst Chim Mol & Mat Orsay, CNRS, F-91400 Orsay, France.b Science for Life Laboratory, SciLifeLab4 org |
| 773 | 0 | t Bioorganic & Medicinal Chemistry Lettersd : Elsevierg 102q 102x 0960-894Xx 1464-3405 |
| 856 | 4 8 | u https://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-526209 |
| 856 | 4 8 | u https://doi.org/10.1016/j.bmcl.2024.129666 |
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