2'-Desoxy-5-methylcytidin

Bezeichnung:2'-Desoxy-5-methylcytidin

CAS-Nr838-07-3

Englisch Name:5-Methyl-2'-deoxycytidine

CBNumberCB1132913

SummenformelC10H15N3O4

Molgewicht241.24

MOL-Datei838-07-3.mol

Synonyma

2'-Desoxy-5-methylcytidin

2'-Desoxy-5-methylcytidin physikalisch-chemischer Eigenschaften

Schmelzpunkt	217-219 °C(lit.)
Siedepunkt	492.8±55.0 °C(Predicted)
Dichte	1?+-.0.1 g/cm3(Predicted)
Brechungsindex	44 ° (C=1.4, H2O)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	DMSO (Slightly, Heated), Methanol (Slightly, Heated), Water (Slightly)
Aggregatzustand	Powder
pka	pK1:4.33 (25°C)
Farbe	White to Off-white
Wasserlöslichkeit	Soluble in water.
Stabilität	Hygroscopic
InChI	InChI=1S/C10H15N3O4/c1-5-3-13(10(16)12-9(5)11)8-2-6(15)7(4-14)17-8/h3,6-8,14-15H,2,4H2,1H3,(H2,11,12,16)/t6-,7+,8+/m0/s1
InChIKey	LUCHPKXVUGJYGU-XLPZGREQSA-N
SMILES	OC[C@H]1O[C@@H](N2C=C(C)C(N)=NC2=O)C[C@@H]1O
CAS Datenbank	838-07-3(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36-24/25
WGK Germany	3
RTECS-Nr.	HA3860000
HS Code	29389090

Gefahreninformationscode (GHS)

5-Methyl-2'-deoxycytidine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
5-Methyl-2'-deoxycytidine is a nucleoside analogue that inhibits the synthesis of DNA. 5-Methyl-2'-deoxycytidine prevents methylation of guanine, which disrupts the binding of guanine nucleotide-binding proteins to the dna template and prevents polymerase chain reactions. 2'-Deoxy-5-methylcytidine is also a methyltransferase inhibitor, which means it blocks the enzyme responsible for adding methyl groups to cytosine molecules.
Chemische Eigenschaften
White Solid
Verwenden
5-Methyl-2'-deoxycytidine in single-stranded DNA can act in cis to signal de novo DNA methylation.
Verwenden
5-Methyl-2'-deoxycytidine is a pyrimidine nucleoside that when incorporated into single-stranded DNA can act in cis to signal de novo DNA methylation. It has been used in epigenetics research to investigate the dynamics of DNA methylation pattern in the control of gene expression.
Verwenden
A Cytidine (C998300) analog and also an isostere of Thymidine (T412000).
Definition
ChEBI: 5-methyl-2'-deoxycytidine is a 2'-deoxycytidine.
Allgemeine Beschreibung
Giel-Pietraszuk et al. developed a new method for quantification of 5-methyl-2'-deoxycytidine (m5C) in the DNA. The technique is based on the conversion of m5C into fluorescent 3, N4-etheno-5-methyl-2'-deoxycytidine (εm5C) and its identification by reversed-phase high-performance liquid chromatography (RP-HPLC)[1].The measurement of 5-meC and 5-medC in urine may help assess changes in DNA methylation status in the whole body and investigate the DNA demethylation mechanism in vivo. 5-MedC was first detected in urine using an inhibition ELISA method;12 however, because ELISA may suffer from poor selectivity and sensitivity, later urinary measurements of 5-medC were developed mainly based on the chromatographic techniques[2].
Einzelnachweise
[1] Ma?gorzata Giel-Pietraszuk. “Quantification of 5-methyl-2’-deoxycytidine in the DNA.” Acta biochimica Polonica 62 2 (2015): 281–6.
[2] Chiung-Wen Hu. “Direct Analysis of 5-Methylcytosine and 5-Methyl-2′-deoxycytidine in Human Urine by Isotope Dilution LC-MS/MS: Correlations with N-Methylated Purines and Oxidized DNA Lesions.” Chemical Research in Toxicology 25 2 (2012): 462–470.

5-Methyl-2'-deoxycytidine Upstream-Materialien And Downstream Produkte

2'-Desoxy-5-methylcytidin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

838-07-3, 5-Methyl-2'-deoxycytidine Verwandte Suche:

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