5-hydroxymethyldeoxycytidine monophosphate

Base Information

• Chemical Name: 5-hydroxymethyldeoxycytidine monophosphate
• CAS No.: 7226-77-9
• Molecular Formula: C10H15 N3 O5
• Molecular Weight: 257.246
• Mol file: 7226-77-9.mol

Synonyms:5-(Hydroxymethyl)-2'-deoxycytidine;5-(Hydroxymethyl)deoxycytidine

Chemical Property of 5-hydroxymethyldeoxycytidine monophosphate

Chemical Property:

• Boiling Point: 575.0±60.0 °C(Predicted)
• PKA: 13.47±0.10(Predicted)
• PSA: 187.17000
• Density: 1.480 g/cm3
• LogP: -1.34330

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-(Hydroxymethyl)-2’-deoxycytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: 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.
• Uses: 4-(Hydroxymethyl)-2’-deoxycytidine is a modified pyrimidine that is capable of producing interstrand cross-links in duplex DNA. 4-(Hydroxymethyl)-2’-deoxycytidine can be analyzed to quantify DNA hydroxymethylation levels in biological samples 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.[Cayman Chemical]

Technology Process of 5-hydroxymethyldeoxycytidine monophosphate

There total 3 articles about 5-hydroxymethyldeoxycytidine monophosphate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 17.0%

5-methyldeoxycytidine (838-07-3) → 5-methylcytosin (554-01-8) + 5-hydroxymethylcytosine (1123-95-1) + 5-hydroxymethyl-2'-deoxycytidine (7226-77-9) + 5-formyl-2′-deoxycytidine (137017-45-9)

Guidance literature:

With sodium persulfate; In water; at 75 ℃; for 4h; sodium phosphate buffer pH 7.0;

DOI:10.1246/cl.1991.1591

Reference yield:

5-methyldeoxycytidine (838-07-3) → 5-carboxyl-2′-deoxy-(N1,N3-N)cytidine + 5-methylcytosin (554-01-8) + 5-hydroxymethylcytosine (1123-95-1) + 5-carboxylcytosine (3650-93-9) + 5-hydroxymethyl-2'-deoxycytidine (7226-77-9) + 5-formyl-2′-deoxycytidine (137017-45-9) + 5-aldehyde-cytosine

Guidance literature:

With water; Ce⁽⁴⁺⁾*6NO₃^(1-)*C₃₀H₂₇FeN₅O⁽²⁺⁾; at 22 ℃; Inert atmosphere;

DOI:10.1002/anie.202107277

Reference yield:

5-methyldeoxycytidine (838-07-3) → 5-hydroxymethylcytosine (1123-95-1) + 5-hydroxymethyl-2'-deoxycytidine (7226-77-9) + 5-formyl-2′-deoxycytidine (137017-45-9)

Guidance literature:

With sodium persulfate; In water; at 75 ℃; for 3h;

DOI:10.1246/bcsj.67.2257

upstream raw materials:

5-methyldeoxycytidine

Downstream raw materials:

5-hydroxymethylcytosine

5-carboxylcytosine

5-formyl-2′-deoxycytidine

2'-deoxyuridine

Refernces

• 1、 Itahara,Yoshitake,Koga,Nishino. "Oxidation of nucleic acid related compounds by the peroxodisulfate ion". . p. 2257 - 2264. Retrieved 2007/10/02.