2'-O-Methyluridine

Bezeichnung:2'-O-Methyluridine

Englisch Name:2'-O-Methyluridine

CBNumberCB8397539

SummenformelC10H14N2O6

Molgewicht258.23

2'-O-Methyluridine physikalisch-chemischer Eigenschaften

Schmelzpunkt	154-156°C
Dichte	1.53±0.1 g/cm3(Predicted)
storage temp.	Inert atmosphere,2-8°C
Löslichkeit	DMSO (Slightly), Methanol (Slightly)
Aggregatzustand	Powder
pka	9.39±0.10(Predicted)
Farbe	White to Off-white
PH	～9.3
maximale Wellenlänge (λmax)	261nm(MeOH)(lit.)
InChI	InChI=1S/C10H14N2O6/c1-17-8-7(15)5(4-13)18-9(8)12-3-2-6(14)11-10(12)16/h2-3,5,7-9,13,15H,4H2,1H3,(H,11,14,16)/t5-,7-,8-,9-/m1/s1
InChIKey	SXUXMRMBWZCMEN-ZOQUXTDFSA-N
SMILES	OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@H](OC)[C@@H]1O
CAS Datenbank	2140-76-3(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	T+
R-Sätze:	26/27/28
S-Sätze:	24/25
HS Code	29389090

Gefahreninformationscode (GHS)

R-Sätze Betriebsanweisung:
R26/27/28:Sehr giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
Beschreibung
2'-O-Methyluridine is an analog of uridine and has been shown to have antiviral and anticancer properties. 2'-O-Methyluridine inhibits protein synthesis by competing with uridine for the active site of the enzyme ribonucleotide reductase, which converts ribonucleotides to dNMPs. This compound also inhibits RNA synthesis by disrupting the pairing of adenine and cytosine residues in RNA strands.
Chemische Eigenschaften
White Solid
Verwenden
Uridine analog. 2'-O-Methyluridine is used for preparation of antiviral nucleoside derivatives as inhibitors of subgenomic hepatitis C virus RNA replication.
Verwenden
Uridine analog. Used for preparation of antiviral nucleoside derivatives as inhibitors of subgenomic hepatitis C virus RNA replication.
Definition
ChEBI: A methyluridine that consists of uridine bearing a single methyl substituent located at position O-2' on the ribose ring.
Source
2'-O-Methyluridine is found in rRNA, snRNA, snoRNA and tRNA of Archaea, Bacteria, and Eukaryota[1].
Einzelnachweise
[1] Agota Au?ynait?. “Identification of a 2’-O-Methyluridine Nucleoside Hydrolase Using the Metagenomic Libraries.” Molecules 23 11 (2018).