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Page 1
Isolation and characterisation of 5'-fluorodeoxyadenosine synthase, a fluorination enzyme from Streptomyces cattleya.
Schaffrath C, Deng H, O'Hagan D. Schaffrath C, et al. FEBS Lett. 2003 Jul 17;547(1-3):111-4. doi: 10.1016/s0014-5793(03)00688-4. FEBS Lett. 2003. PMID: 12860396 Free article.
5'-fluorodeoxyadenosine synthase, a C-F bond-forming enzyme, has been purified from Streptomyces cattleya. ...
5'-fluorodeoxyadenosine synthase, a C-F bond-forming enzyme, has been purified from Streptomyces cattleya. ...
Assessment of tumor cell proliferation using [18F]fluorodeoxyadenosine and[18F]fluoroethyluracil.
Kim CG, Yang DJ, Kim EE, Cherif A, Kuang LR, Li C, Tansey W, Liu CW, Li SC, Wallace S, Podoloff DA. Kim CG, et al. J Pharm Sci. 1996 Mar;85(3):339-44. doi: 10.1021/js950402i. J Pharm Sci. 1996. PMID: 8699341
This study was to develop radiofluorinated ethyluracil (FEU) and deoxyadenosine analogues (FAD) for noninvasive assessment of tumor proliferative potential by positron emission tomography (PET). 5-(2-Fluoroethyl)uracil ([18F]FEU) was prepared by treating 2,4-dimethoxy-5-(2-hydrox …
This study was to develop radiofluorinated ethyluracil (FEU) and deoxyadenosine analogues (FAD) for noninvasive assessment of tumor prolifer …
An enzymatic Finkelstein reaction: fluorinase catalyses direct halogen exchange.
Lowe PT, Cobb SL, O'Hagan D. Lowe PT, et al. Org Biomol Chem. 2019 Aug 28;17(32):7493-7496. doi: 10.1039/c9ob01625b. Epub 2019 Jul 31. Org Biomol Chem. 2019. PMID: 31364664
The fluorinase enzyme from Streptomyces cattleya is shown to catalyse a direct displacement of bromide and iodide by fluoride ion from 5'-bromodeoxyadenosine (5'-BrDA) and 5'-iododeoxyadenosine (5'-IDA) respectively to form 5'-fluorodeoxyadenosine (5'-FDA) in the absence o …
The fluorinase enzyme from Streptomyces cattleya is shown to catalyse a direct displacement of bromide and iodide by fluoride ion from 5'-br …
1-(beta-D-Erythrofuranosyl)adenosine.
Kline PC, Zhao H, Noll BC, Oliver AG, Serianni AS. Kline PC, et al. Acta Crystallogr C. 2010 Apr;66(Pt 4):o215-8. doi: 10.1107/S0108270110008024. Epub 2010 Mar 19. Acta Crystallogr C. 2010. PMID: 20354314
The crystal structure, determined to a resolution of 2.0 A, of a cocrystal of (I) bound to the enzyme 5'-fluorodeoxyadenosine synthase from Streptomyces cattleya shows the furanose ring in a near-ideal (O)E (east) conformation (P = 90 degrees and tau(m) = 42 degrees) and t …
The crystal structure, determined to a resolution of 2.0 A, of a cocrystal of (I) bound to the enzyme 5'-fluorodeoxyadenosine synthas …
An Engineered E. coli Strain for Direct in Vivo Fluorination.
Markakis K, Lowe PT, Davison-Gates L, O'Hagan D, Rosser SJ, Elfick A. Markakis K, et al. Chembiochem. 2020 Jul 1;21(13):1856-1860. doi: 10.1002/cbic.202000051. Epub 2020 Mar 3. Chembiochem. 2020. PMID: 32003116
In this work, the fluorinase enzyme, originally identified from the actinomycete bacterium Streptomyces cattleya, is engineered into Escherichia coli in such a manner that the organism is able to produce 5'-fluorodeoxyadenosine (5'-FDA) from S-adenosyl-l-methionine (SAM) a …
In this work, the fluorinase enzyme, originally identified from the actinomycete bacterium Streptomyces cattleya, is engineered into Escheri …
Two 3'-O-β-glucosylated nucleoside fluorometabolites related to nucleocidin in Streptomyces calvus.
Feng X, Bello D, Lowe PT, Clark J, O'Hagan D. Feng X, et al. Chem Sci. 2019 Aug 20;10(41):9501-9505. doi: 10.1039/c9sc03374b. eCollection 2019 Nov 7. Chem Sci. 2019. PMID: 32110306 Free PMC article.
It is among the very rare fluorine containing natural products but is distinct from the other fluorometabolites in that it is not biosynthesised from 5'-fluorodeoxyadenosine via the fluorinase. It seems to have a unique enzymatic fluorination process. ...
It is among the very rare fluorine containing natural products but is distinct from the other fluorometabolites in that it is not biosynthes …
Whole-cell catalysis by surface display of fluorinase on Escherichia coli using N-terminal domain of ice nucleation protein.
Feng X, Jin M, Huang W, Liu W, Xian M. Feng X, et al. Microb Cell Fact. 2021 Oct 29;20(1):206. doi: 10.1186/s12934-021-01697-x. Microb Cell Fact. 2021. PMID: 34715875 Free PMC article.
The engineered E.coli with surface-displayed fluorinase could be cultured to obtain a larger cell density, which was beneficial for industrial application. And 55% yield of 5'-fluorodeoxyadenosine (5'-FDA) from S-adenosyl-L-methionine (SAM) was achieved by using the whole- …
The engineered E.coli with surface-displayed fluorinase could be cultured to obtain a larger cell density, which was beneficial for industri …
Deoxycytidine kinase-mediated toxicity of deoxyadenosine analogs toward malignant human lymphoblasts in vitro and toward murine L1210 leukemia in vivo.
Carson DA, Wasson DB, Kaye J, Ullman B, Martin DW Jr, Robins RK, Montgomery JA. Carson DA, et al. Proc Natl Acad Sci U S A. 1980 Nov;77(11):6865-9. doi: 10.1073/pnas.77.11.6865. Proc Natl Acad Sci U S A. 1980. PMID: 6256765 Free PMC article.
The present experiments were designed to determine if deoxyadenosine analogs which are not substrates for adenosine deaminase might similarly be toxic toward lymphocytes and lymphoid tumors. Two such compounds, 2-chlorodeoxyadenosine and 2-fluorodeoxyadenosine, at concentr …
The present experiments were designed to determine if deoxyadenosine analogs which are not substrates for adenosine deaminase might similarl …
Possible metabolic basis for the different immunodeficient states associated with genetic deficiencies of adenosine deaminase and purine nucleoside phosphorylase.
Carson DA, Wasson DB, Lakow E, Kamatani N. Carson DA, et al. Proc Natl Acad Sci U S A. 1982 Jun;79(12):3848-52. doi: 10.1073/pnas.79.12.3848. Proc Natl Acad Sci U S A. 1982. PMID: 6808516 Free PMC article.
The deoxyadenosine analogs 2-chlorodeoxyadenosine, 2-fluorodeoxyadenosine, and adenine arabinonucleoside also killed resting T cells. ...
The deoxyadenosine analogs 2-chlorodeoxyadenosine, 2-fluorodeoxyadenosine, and adenine arabinonucleoside also killed resting T cells. …
Deoxyadenosine analogs induce programmed cell death in chronic lymphocytic leukemia cells by damaging the DNA and by directly affecting the mitochondria.
Genini D, Adachi S, Chao Q, Rose DW, Carrera CJ, Cottam HB, Carson DA, Leoni LM. Genini D, et al. Blood. 2000 Nov 15;96(10):3537-43. Blood. 2000. PMID: 11071652 Free article.
In this study it is shown, by means of several assays on whole cells and isolated mitochondria, that 2-chloro-2'-deoxyadenosine (2CdA) and 2-choloro-2'-ara-fluorodeoxyadenosine (CaFdA) disrupt the integrity of mitochondria from primary chronic lymphocytic leukemia (B-CLL) …
In this study it is shown, by means of several assays on whole cells and isolated mitochondria, that 2-chloro-2'-deoxyadenosine (2CdA) and 2 …
17 results