fbpx
Wikipedia

5-Methyluridine

The chemical compound 5-methyluridine (symbol m5U or m5U), also called ribothymidine (rT)[footnote 1], is a pyrimidine nucleoside. It is the ribonucleoside counterpart to the deoxyribonucleoside thymidine, which lacks a hydroxyl group at the 2' position. 5-Methyluridine contains a thymine base joined to a ribose pentose sugar.[4] It is a white solid.

5-Methyluridine
Names
IUPAC name
5-Methyluridine
Systematic IUPAC name
1-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione
Other names
Ribothymidine, Ribosylthymine; Thymine riboside, m5U
Identifiers
  • 1463-10-1 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 393058 N
ECHA InfoCard 100.014.522
  • 445408
UNII
  • ZS1409014A Y
  • DTXSID20163348
  • InChI=1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,9-/m1/s1 N
    Key: DWRXFEITVBNRMK-JXOAFFINSA-N N
  • InChI=1/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,9-/m1/s1
    Key: DWRXFEITVBNRMK-JXOAFFINBW
  • CC1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
Properties
C10H14N2O6
Molar mass 258.23 g/mol
Density 1,6 g/cm3[1]
Melting point 184[2] °C (363 °F; 457 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

m5U is one of the most common modifications made to cellular RNA. It almost universally occurs in position 54 (part of the T arm) of eukaryotic and bacterial tRNA, serving to stabilize the molecule. The same "T-loop" motif occurs in many other forms of noncoding RNA such as tmRNA and rRNA. Loss of the tRNA modification does not usually produce a different, less fit, phenotype.[5]

See also edit

Footnotes edit

  1. ^ The term ribothymidine is especially used to describe its unusual occurrence in RNA.[3]

References edit

  1. ^ "5-Methyluridine". ChemSpider. Retrieved December 6, 2018.
  2. ^ William M. Haynes (2016). CRC Handbook of Chemistry and Physics (97th ed.). Boca Raton: CRC Press. p. 3-400. ISBN 978-1-4987-5429-3.
  3. ^ Lehninger Principles of Biochemistry (6th ed.). W. H. Freeman and Company. 2013. p. 282. ISBN 9781429234146.
  4. ^ Shobbir Hussain (2019). "Catalytic crosslinking-based methods for enzyme-specified profiling of RNAribonucleotide modifications". Methods. 156: 60–65. doi:10.1016/j.ymeth.2018.10.003. PMID 30308313. S2CID 52961265.
  5. ^ Powell, CA; Minczuk, M (April 2020). "TRMT2B is responsible for both tRNA and rRNA m(5)U-methylation in human mitochondria". RNA Biology. 17 (4): 451–462. doi:10.1080/15476286.2020.1712544. PMC 7237155. PMID 31948311.

methyluridine, confused, with, uridine, thymidine, thymine, chemical, compound, methyluridine, symbol, also, called, ribothymidine, footnote, pyrimidine, nucleoside, ribonucleoside, counterpart, deoxyribonucleoside, thymidine, which, lacks, hydroxyl, group, po. Not to be confused with uridine thymidine or thymine The chemical compound 5 methyluridine symbol m5U or m5U also called ribothymidine rT footnote 1 is a pyrimidine nucleoside It is the ribonucleoside counterpart to the deoxyribonucleoside thymidine which lacks a hydroxyl group at the 2 position 5 Methyluridine contains a thymine base joined to a ribose pentose sugar 4 It is a white solid 5 Methyluridine Names IUPAC name 5 Methyluridine Systematic IUPAC name 1 2R 3R 4S 5R 3 4 Dihydroxy 5 hydroxymethyl oxolan 2 yl 5 methylpyrimidine 2 4 1H 3H dione Other names Ribothymidine Ribosylthymine Thymine riboside m5U Identifiers CAS Number 1463 10 1 Y 3D model JSmol Interactive image ChemSpider 393058 N ECHA InfoCard 100 014 522 PubChem CID 445408 UNII ZS1409014A Y CompTox Dashboard EPA DTXSID20163348 InChI InChI 1S C10H14N2O6 c1 4 2 12 10 17 11 8 4 16 9 7 15 6 14 5 3 13 18 9 h2 5 7 9 13 15H 3H2 1H3 H 11 16 17 t5 6 7 9 m1 s1 NKey DWRXFEITVBNRMK JXOAFFINSA N NInChI 1 C10H14N2O6 c1 4 2 12 10 17 11 8 4 16 9 7 15 6 14 5 3 13 18 9 h2 5 7 9 13 15H 3H2 1H3 H 11 16 17 t5 6 7 9 m1 s1Key DWRXFEITVBNRMK JXOAFFINBW SMILES CC1 CN C O NC1 O C H 2 C H C H C H O2 CO O O Properties Chemical formula C10H14N2O6 Molar mass 258 23 g mol Density 1 6 g cm3 1 Melting point 184 2 C 363 F 457 K Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references m5U is one of the most common modifications made to cellular RNA It almost universally occurs in position 54 part of the T arm of eukaryotic and bacterial tRNA serving to stabilize the molecule The same T loop motif occurs in many other forms of noncoding RNA such as tmRNA and rRNA Loss of the tRNA modification does not usually produce a different less fit phenotype 5 See also edit5 Methylcytosine 3 MethyluridineFootnotes edit The term ribothymidine is especially used to describe its unusual occurrence in RNA 3 References edit 5 Methyluridine ChemSpider Retrieved December 6 2018 William M Haynes 2016 CRC Handbook of Chemistry and Physics 97th ed Boca Raton CRC Press p 3 400 ISBN 978 1 4987 5429 3 Lehninger Principles of Biochemistry 6th ed W H Freeman and Company 2013 p 282 ISBN 9781429234146 Shobbir Hussain 2019 Catalytic crosslinking based methods for enzyme specified profiling of RNAribonucleotide modifications Methods 156 60 65 doi 10 1016 j ymeth 2018 10 003 PMID 30308313 S2CID 52961265 Powell CA Minczuk M April 2020 TRMT2B is responsible for both tRNA and rRNA m 5 U methylation in human mitochondria RNA Biology 17 4 451 462 doi 10 1080 15476286 2020 1712544 PMC 7237155 PMID 31948311 Retrieved from https en wikipedia org w index php title 5 Methyluridine amp oldid 1221236675, wikipedia, wiki, book, books, library,

article

, read, download, free, free download, mp3, video, mp4, 3gp, jpg, jpeg, gif, png, picture, music, song, movie, book, game, games.