4-thiouridine (BioDeep_00000405718)

   


代谢物信息卡片


4-thiouridine

化学式: C9H12N2O5S (260.0466902)
中文名称: 4-巯基尿苷
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CN(C(=O)NC1=S)C2C(C(C(O2)CO)O)O
InChI: InChI=1S/C9H12N2O5S/c12-3-4-6(13)7(14)8(16-4)11-2-1-5(17)10-9(11)15/h1-2,4,6-8,12-14H,3H2,(H,10,15,17)/t4-,6-,7-,8-/m1/s1

描述信息

D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D000345 - Affinity Labels
D009676 - Noxae > D000963 - Antimetabolites
4-Thiouridine is a ribonucleoside analog, it is widely used in RNA analysis and (m)RNA labeling. 4-Thiouridine inhibits rRNA synthesis and causes a nucleolar stress response[1].

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1 个代谢物同义名

4-thiouridine



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代谢反应

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文献列表

  • Chen Yao, Daizhu Lv, Xueqing Zhou, Pengcheng Fu, Wen Sun, Jinlian Chen, Huan Lin. Exploring urinary modified nucleosides as biomarkers for diabetic retinopathy: Development and validation of a ultra performance liquid chromatography-tandem mass spectrometry method. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2024 Jan; 1232(?):123968. doi: 10.1016/j.jchromb.2023.123968. [PMID: 38150972]
  • Dimitrios G Anastasakis, Alexis Jacob, Parthena Konstantinidou, Kazuyuki Meguro, Duncan Claypool, Pavol Cekan, Astrid D Haase, Markus Hafner. A non-radioactive, improved PAR-CLIP and small RNA cDNA library preparation protocol. Nucleic acids research. 2021 05; 49(8):e45. doi: 10.1093/nar/gkab011. [PMID: 33503264]
  • Manish Kumar Jeengar, Sudeep Chenna Narendra, Dinesh Thummuri, Mattias Magnusson, V G M Naidu, Srinivas Uppugunduri. Local administration of 4-Thiouridine, a novel molecule with potent anti-inflammatory properties, protects against experimental colitis and arthritis. International immunopharmacology. 2020 Aug; 85(?):106598. doi: 10.1016/j.intimp.2020.106598. [PMID: 32442901]
  • Xiaohui Zhang, Ruiqi Gao, Depeng Li, Hongyan Yin, Juling Zhang, Hongyu Cao, Xuefang Zheng. Study on Interaction between 5-Bromo-4-thio-2'-deoxyuridine and human serum albumin by spectroscopy and molecular docking. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2015 Feb; 136 Pt C(?):1775-81. doi: 10.1016/j.saa.2014.10.081. [PMID: 25467669]
  • Mohd Ishtikhar, Gulam Rabbani, Rizwan Hasan Khan. Interaction of 5-fluoro-5'-deoxyuridine with human serum albumin under physiological and non-physiological condition: a biophysical investigation. Colloids and surfaces. B, Biointerfaces. 2014 Nov; 123(?):469-77. doi: 10.1016/j.colsurfb.2014.09.044. [PMID: 25448717]
  • Xiaohui Zhang, Hongxiu Zhai, Ruiqi Gao, Juling Zhang, Yue Zhang, Xuefang Zheng. Study on the interaction between 4-thio-5-methyluridine and human serum albumin by spectroscopy and molecular modeling. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2014; 121(?):724-31. doi: 10.1016/j.saa.2013.11.113. [PMID: 24374886]
  • D Brégeon, V Colot, M Radman, F Taddei. Translational misreading: a tRNA modification counteracts a +2 ribosomal frameshift. Genes & development. 2001 Sep; 15(17):2295-306. doi: 10.1101/gad.207701. [PMID: 11544186]
  • G B Chheda, H B Patrzyc, H A Tworek, S P Dutta. Isolation and characterization of 5-carbamoylmethyluridine and 5-carbamoylmethyl-2-thiouridine from human urine. Nucleosides & nucleotides. 1999 Oct; 18(10):2155-73. doi: 10.1080/07328319908044873. [PMID: 10616723]
  • A Favre, G Moreno, C Salet, F Vinzens. 4-Thiouridine incorporation into the RNA of monkey kidney cells (CV-1) triggers near-UV light long-term inhibition of DNA, RNA and protein synthesis. Photochemistry and photobiology. 1993 Nov; 58(5):689-94. doi: 10.1111/j.1751-1097.1993.tb04953.x. [PMID: 7506834]
  • E Weretilnyk, W Orr, T C White, B Iu, J Singh. Characterization of three related low-temperature-regulated cDNAs from winter Brassica napus. Plant physiology. 1993 Jan; 101(1):171-7. doi: 10.1104/pp.101.1.171. [PMID: 7904076]
  • A Favre, G Moreno, M O Blondel, J Kliber, F Vinzens, C Salet. 4-Thiouridine photosensitized RNA-protein crosslinking in mammalian cells. Biochemical and biophysical research communications. 1986 Dec; 141(2):847-54. doi: 10.1016/s0006-291x(86)80250-9. [PMID: 2432896]
  • R K Ralph, S J Wojcik. Inhibition of turnip yellow mosaic virus synthesis by pyrimidine analogues. Biochimica et biophysica acta. 1976 Aug; 444(1):261-8. doi: 10.1016/0304-4165(76)90243-9. [PMID: 989025]
  • E H Hamamura, K Sato, J G Moffatt. Preparation of a number of 5-butylpyrimidine nucleosides. Journal of medicinal chemistry. 1972 Oct; 15(10):1061-5. doi: 10.1021/jm00280a016. [PMID: 4344370]