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535893

Sigma-Aldrich

5-Methyluridine

97%

Synonym(s):

Ribothymidine

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About This Item

Empirical Formula (Hill Notation):
C10H14N2O6
CAS Number:
1463-10-1
Molecular Weight:
258.23
EC Number:
215-973-9
MDL number:
MFCD00006535
UNSPSC Code:
41106305
PubChem Substance ID:
24878114
NACRES:
NA.22

Assay

97%

mp

183-184 °C (lit.)

SMILES string

CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)NC1=O

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

InChI key

DWRXFEITVBNRMK-JXOAFFINSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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H F Becker et al.
Journal of molecular biology, 274(4), 505-518 (1998-01-07)
Almost all transfer RNA molecules sequenced so far contain two universal modified nucleosides at positions 54 and 55, respectively: ribothymidine (T54) and pseudouridine (psi 55). To identify the tRNA elements recognized by tRNA:m5uridine-54 methyltransferase and tRNA:pseudouridine-55 synthase from the yeast
Benoit Desmolaize et al.
Nucleic acids research, 39(21), 9368-9375 (2011-08-10)
Methyltransferases that use S-adenosylmethionine (AdoMet) as a cofactor to catalyse 5-methyl uridine (m(5)U) formation in tRNAs and rRNAs are widespread in Bacteria and Eukaryota, and are also found in certain Archaea. These enzymes belong to the COG2265 cluster, and the
Gregory E R Gordon et al.
Journal of biotechnology, 151(1), 108-113 (2010-11-30)
This paper describes a high yielding coupled enzymatic reaction using Bacillus halodurans purine nucleoside phosphorylase (PNP) and E. coli uridine phosphorylase (UP) for synthesis of 5-methyluridine (5-MU) by transglycosylation. Key parameters such as reaction temperature, pH, reactant loading, reactor configuration
Damien Jégourel et al.
Bioorganic & medicinal chemistry, 16(19), 8932-8939 (2008-09-16)
Normal and modified urinary nucleosides represent potential biomarkers for cancer diagnosis. To selectively extract modified nucleosides, we developed a molecularly imprinted polymer (MIP) of 5-methyluridine as selective material for molecularly imprinted solid-phase extraction (MISPE). The MIPs were obtained from vinyl-phenylboronate
Marino J E Resendiz et al.
Journal of the American Chemical Society, 134(30), 12478-12481 (2012-07-26)
Photolabile nucleotides that disrupt nucleic acid structure are useful mechanistic probes and can be used as tools for regulating biochemical processes. Previous probes can be limited by the need to incorporate multiple modified nucleotides into oligonucleotides and in kinetic studies
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