Charubala, R. et al., Synthesis, 1984, 965-968, (5'-(4,4'-dimethoxytrityl) 4N-benzoyl). Epub 2007 Jan 16. Schaller, H. et al., J.A.C.S., 1963, 85, 3821-3827, (5'-(4,4'-dimethoxytrityl) 4N-benzoyl).
. Curr Pharm Des. This compound can slows the cell cycle by interfering with the methylation of the P15/INK4B gene, increasing the expression P15/INK4B protein. Basic biochemical characterization of cytosolic enzymes in thymidine nucleotide synthesis in adult rat tissues: implications for tissue specific mitochondrial DNA depletion and deoxynucleoside-based therapy for TK2-deficiency. [ PubMed:6714272 ] Coral S, Sigalotti L, Altomonte M, Engelsberg A, Colizzi F, Cattarossi I, Maraskovsky E, Jager E, Seliger B, Maio M: 5-aza-2'-deoxycytidine-induced expression of functional cancer testis antigens in human renal cell carcinoma: immunotherapeutic implications.
B, 1975, 31, 961-965, (cryst struct). Stawinski, J. et al., Chem. 2007 Apr;55(4):343-9.
Results: COVID-19 is an emerging, rapidly evolving situation. FOX JJ, WEMPEN I. Pyrimidine nucleosides. Methods: In humans, deoxycytidine is involved in the metabolic disorder called ump synthase deficiency (orotic aciduria).
Deoxycytidine, also known as dC, belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. .
2012;18(20):2981-94. doi: 10.2174/138161212800672787. Raffaele Saladino, Enrico Mincione, Claudia Crestini, Maurizio Mezzetti. 2019 Aug;46:342-355. doi: 10.1016/j.ebiom.2019.07.042. Int J Mol Sci. (). Rapid Commun Mass Spectrom. Chem., 1958, 233, 1538-1543, (5-diphosphate). In particular, deoxycytidine can be biosynthesized from dCMP through the action of the enzyme cytosolic purine 5'-nucleotidase. Quantitative metabolomics services for biomarker discovery and validation.
Deoxycytidine is a deoxyribonucleoside, a component of deoxyribonucleic acid. Giovannetti E, Mey V, Loni L, Nannizzi S, Barsanti G, Savarino G, Ricciardi S, Del Tacca M, Danesi R: Cytotoxic activity of gemcitabine and correlation with expression profile of drug-related genes in human lymphoid cells. Activities of Respiratory Chain Enzyme…, Figure 5. Lopez-Gomez C, Hewan H, Sierra C, Akman HO, Sanchez-Quintero MJ, Juanola-Falgarona M, Tadesse S, Tanji K, Konofagou EE, Hirano M. EBioMedicine. Chem., 1974, 52, 497-508, (pmr). Fox, Jack F.; Yung, Naishun; Wempen, Iris; Hoffer, Max. Stereocontrolled syntheses of deoxyribonucleosides via photoinduced electron-transfer deoxygenation of benzoyl-protected ribo- and arabinonucleosides. 1965 Sep:6134-5.. .
J Crohns Colitis. Clipboard, Search History, and several other advanced features are temporarily unavailable. Ulbricht TL.
Mitochondrial and cytosolic deoxypyrimidine metabolic…, Figure 8. This could make deoxycytidine a potential biomarker for the consumption of these foods. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. 3.
[, van den Bosch J, Lubbert M, Verhoef G, Wijermans PW: The effects of 5-aza-2'-deoxycytidine (Decitabine) on the platelet count in patients with intermediate and high-risk myelodysplastic syndromes. Interpretation:
. BMC Mol Cell Biol.
(). Deoxycytidine is an extremely weak basic (essentially neutral) compound (based on its pKa). © 2017 American Neurological Association. Potential Conflict of Interest: Dr. Hirano and Columbia University Medical Center (CUMC) have filed patent applications covering the potential use of deoxynucleoside treatment for TK2 deficiency in humans. See this image and copyright information in PMC.
(). Priego EM, Karlsson A, Gago F, Camarasa MJ, Balzarini J, Pérez-Pérez MJ. (). (). 2020 Apr 28;21(1):33. doi: 10.1186/s12860-020-00272-3. Effect of dC+dT therapy on respiratory chain enzyme (RCE) protein levels in brain,…, Figure 7.
In addition, deoxycytidine can be converted into dCMP; which is mediated by the enzyme uridine-cytidine kinase-like 1. Negative Cooperative Binding of Thymidine, Ordered Substrate Binding, and Product Release of Human Mitochondrial Thymidine Kinase 2 Explain Its Complex Kinetic Properties and Physiological Functions. CONCLUSIONS: In conclusion, our data reveal that hypoxia-induced downregulation of deoxycytidine kinase represents one stroma-cell-independent mechanism of drug resistance to cytarabine in acute myeloid leukaemia. Young, D.W. et al., Acta Cryst. 1984 Jan-Mar;9(1):79-83. Effect of therapies on dNTP pools and mtDNA levels, Figure 3. dT and uracil levels in brain at age 13 days and mtDNA levels…, Figure 4.
(). Adenosine triphosphate + Deoxycytidine → ADP + dCMP, Deoxycytidine + Water → Deoxyuridine + Ammonia, Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease.
When N1 is linked to the C1 of deoxyribose, deoxynucleosides and nucleotides are formed from cytosine and deoxyribose; deoxycytidine monophosphate (dCMP), deoxycytidine diphosphate (dCDP), deoxycytidine triphosphate (dCTP). . Jones, A.J. Journal of the American Chemical Society (1961), 83 4066-50. Within humans, deoxycytidine participates in a number of enzymatic reactions. Hruska, F.E. eCollection 2018.
Specializing in ready to use metabolomics kits. Blázquez-Bermejo C, Molina-Granada D, Vila-Julià F, Jiménez-Heis D, Zhou X, Torres-Torronteras J, Karlsson A, Martí R, Cámara Y. EBioMedicine. A Brief History of Mitochondrial Pathologies.
Survival and growth curves of the Tk2 H126N knockin mice receiving different treatments, Figure 2. National Center for Biotechnology Information, Unable to load your collection due to an error, Unable to load your delegates due to an error, A. J Chem Soc Perkin 1. Mitochondrial and cytosolic deoxypyrimidine metabolic pathways, Enzymes are marked in ovals. . | (). 2018 Aug 13;3(8):8971-8979. doi: 10.1021/acsomega.8b01376. Survival of Tk2 homozygous knock-in mice with the following treatments: Tk2, A. Proportions of dNTPs in isolated mitochondria from brain (left) and liver (right) at postnatal days 13 (upper) and 29 (lower). Untreated Tk2, A. dT and uracil levels in brain were measured by HPLC before and after 30 minutes of each treatment. Leuk Res. , It can also be used as a precursor for (5-aza-2′-Deoxycytidine) a treatment for MDS patients. . belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides.
which subdues the transformation of MDS to leukemia. (). B. RCE levels normalized to complex II, represented as percent of the RCE levels in Tk2, RCE proteins (normalized to vinculin) are represented as percents of the RCE levels in Tk2. The drug is a small molecule that masquerades as the nucleoside deoxycytidine, one unit in the nucleic acids that make up DNA. Deoxycytidine Monophosphate / pharmacology* Disease Models, Animal Drug Therapy, Combination Find NCBI SARS-CoV-2 literature, sequence, and clinical content: https://www.ncbi.nlm.nih.gov/sars-cov-2/. |
Figure 1. (). 1981 Jul 10;9(13):3129-38.. . Acad. Thymidine kinase 2 (TK2), a critical enzyme in the mitochondrial pyrimidine salvage pathway, is essential for mitochondrial DNA (mtDNA) maintenance. Miles, H.T., J.A.C.S., 1963, 85, 1007-1008, (ir, pmr). Because we observed rapid catabolism of the deoxynucleoside monophosphates to deoxythymidine (dT) and deoxycytidine (dC), we hypothesized that: (1) deoxynucleosides might be the major active agents and (2) inhibition of deoxycytidine deamination might enhance dTMP+dCMP therapy.