5-(Hydroxymethyl)-2'-deoxycytidine

5-(Hydroxymethyl)-2'-deoxycytidine Struktur
7226-77-9
CAS-Nr.
7226-77-9
Englisch Name:
5-(Hydroxymethyl)-2'-deoxycytidine
Synonyma:
5-hmdC;5-Hydroxymethyl-dC;5-hydroxy methyl-2'-dC;5-Hydroxymethyl-2'-deoxycytidine;4-(HydroxyMethyl)-2'-deoxycytidine;2'-deoxy-5-(hydroxyMethyl)cytidine;2'-Deoxy-5-(hydroxymethyl)cytidine>Cytidine, 2'-deoxy-5-(hydroxyMethyl)-;5-hydroxymethyldeoxycytidine monophosphate;4-Amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(hydroxymethyl)pyrimidin-2(1H)-one
CBNumber:
CB01327931
Summenformel:
C10H15N3O5
Molgewicht:
257.24
MOL-Datei:
7226-77-9.mol

5-(Hydroxymethyl)-2'-deoxycytidine Eigenschaften

Schmelzpunkt:
205°C(lit.)
Siedepunkt:
575.0±60.0 °C(Predicted)
Dichte
1.480 g/cm3
storage temp. 
Store at -20°C
Löslichkeit
DMF: 5 mg/ml; DMSO: 20 mg/ml; PBS (pH 7.2): 10 mg/ml
Aggregatzustand
powder to crystal
pka
13.47±0.10(Predicted)
Farbe
White to Light yellow
maximale Wellenlänge (λmax)
274nm(H2O)(lit.)
InChI
InChI=1S/C10H15N3O5/c11-9-5(3-14)2-13(10(17)12-9)8-1-6(16)7(4-15)18-8/h2,6-8,14-16H,1,3-4H2,(H2,11,12,17)/t6-,7+,8+/m0/s1
InChIKey
HMUOMFLFUUHUPE-XLPZGREQSA-N
SMILES
OC[C@H]1O[C@@H](N2C=C(CO)C(N)=NC2=O)C[C@@H]1O
CAS Datenbank
7226-77-9
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
HS Code  2934.99.4400
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P330 Mund ausspülen.
P501 Inhalt/Behälter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

5-(Hydroxymethyl)-2'-deoxycytidine Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

DNA methylation occurs mainly at the 5’-position of cytosine rings (5-methylcytosine) and occurs almost exclusively in CpG islands. Another epigenetic modification in DNA has been recently identified that involves hydroxymethylation of this same base (5-hydroxymethylcytosine), which potentially offers another level of transcriptional control. 5-(Hydroxymethyl)-2’-deoxycytidine is a modified pyrimidine that is capable of producing interstrand cross-links in double-stranded DNA and has been used to quantify DNA hydroxymethylation levels in biological samples.

Biologische Funktion

5-(hydroxymethyl)-2'-deoxycytidine (5-hmdC), the oxidative product from 5- (methyl)-2'-deoxycytidine (5-mdC) by TET protein, plays critical roles in a variety of physiological processes such as DNA demethylation, cellular differentiation, and epigenetic regulation, etc. In addition, 5-hmdC has also been demonstrated as a potential biomarker reflecting the diagnosis and prognosis of multiple diseases. Some studies have reported that the level of 5-hmdC significantly decreases in diversified cancers, which suggests its important role in tumor formation and development. In 2009, breakthrough studies found that the 5-hmdC is not the unique oxidative product of 5-mdC. 5-(hydroxymethyl)-2'-deoxycytidine is a crucial intermediate product of the DNA demethylation pathway, which can act as potential biomarkers reflecting the diagnosis and prognosis in multiple tumors. 5-hmdC in human urine is in the form of single deoxynucleosides produced by DNA degradation or metabolism, which can avoid digestion. 5-hmdC has been identified in human urine[1].

5-(Hydroxymethyl)-2'-deoxycytidine Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


5-(Hydroxymethyl)-2'-deoxycytidine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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7226-77-9()Verwandte Suche:


  • 5-hydroxymethyldeoxycytidine monophosphate
  • 2'-deoxy-5-(hydroxyMethyl)cytidine
  • 4-(HydroxyMethyl)-2'-deoxycytidine
  • Cytidine, 2'-deoxy-5-(hydroxyMethyl)-
  • 5-Hydroxymethyl-dC
  • 5-hmdC
  • 2'-Deoxy-5-(hydroxymethyl)cytidine>
  • 5-hydroxy methyl-2'-dC
  • 4-Amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(hydroxymethyl)pyrimidin-2(1H)-one
  • 5-Hydroxymethyl-2'-deoxycytidine
  • 7226-77-9
  • Bases & Related Reagents
  • Carbohydrates & Derivatives
  • Heterocycles
  • Nucleotides
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