2'-дезоксицитидин

Химические свойства

White crystalline powder

Использование

A deoxyribonucleoside

Определение

ChEBI: A pyrimidine 2'-deoxyribonucleoside having cytosine as the nucleobase.

Общее описание

2′-Deoxycytidine (deoxyC) is one of the deoxynucleosides containing cytosine as the nucleobase. It is found in the blood, feces, and urine.

Цитотоксичность

JC-1 staining was performed to determine the cytotoxic effect of 2-DC on UC-MSCs. UC-MSCs were cultured in complete DMEM and treated with the different concentrations (10, 20, 40, 60, 80, and 100 μM) of 2-DC for 24 h. Unlabeled MSCs were used as a negative control, while MSCs labelled only with JC-1 stain were used for calibrating the instrument and optimizing the protocol. Cells were harvested, washed, and stained with JC-1 dye for 15 min at 37 °C. Cells were washed with PBS and resuspended in PBS. Analysis was performed through fow cytometry. Data was acquired and analyzed using BD CellQuest pro software. UC-MSCs treated with different concentrations of 2-DC and stained with JC-1 dye showed that 2-DC did not have any significant cytotoxic effect at any of these concentrations[1].

Профиль безопасности

Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Методы очистки

Purify 2'-deoxycytidine by recrystallisation from MeOH/Et2O or EtOH and dry it in air. [NMR: Miles J Am Chem Soc 85 1007 1963, UV: Fox & Shugar Biochim Biophys Acta 9 369 1952.] The hydrochloride crystallises from H2O/EtOH and has m 174o(dec, 169-173o). [Walker & Butler Can J Chem 34 1168 1956.] The picrate has m 208o(dec). [Fox et al. J Am Chem Soc 83 4066 1961, Beilstein 25 III/IV 3662.]

Структура и конформация

2'-Deoxycytidine monohydrate (dCMP) is a nucleoside phosphate in being comprised of a deoxyribonucleoside and one phosphate group. It has a deoxyribose as its sugar constituent with one phosphate group attached. Its nucleoside contains a pyrimidine base, i.e., a cytosine attached to the deoxyribose sugar. It has only one phosphate group attached to the nucleoside. Its conjugate acid form is deoxycytidylic acid, whereas its conjugate base form is deoxycytidylate. dCMP, instead of having a hydroxyl group on the 2′ carbon of the sugar component as it is in Cytidine monophosphate (CMP), has it reduced to a hydrogen atom (thus, deoxy- in its name). dCMP is one of the monomeric units that constitute DNA, whereas CMP is one of the monomeric units that make up RNA.