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Merck
모든 사진(6)

문서

D3897

Sigma-Aldrich

2′-Deoxycytidine

≥99% (HPLC)

동의어(들):

Cytosine deoxyriboside

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About This Item

실험식(Hill 표기법):
C9H13N3O4
CAS Number:
Molecular Weight:
227.22
Beilstein:
87567
EC Number:
MDL number:
UNSPSC 코드:
41106305
PubChem Substance ID:
NACRES:
NA.51

생물학적 소스

synthetic (organic)

분석

≥99% (HPLC)

형태

powder

solubility

water: 50 mg/mL, clear, colorless to very faintly yellow

저장 온도

−20°C

SMILES string

NC1=NC(=O)N(C=C1)[C@H]2C[C@H](O)[C@@H](CO)O2

InChI

1S/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-3-5(14)6(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5-,6+,8+/m0/s1

InChI key

CKTSBUTUHBMZGZ-SHYZEUOFSA-N

일반 설명

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

애플리케이션

2′-Deoxycytidine has been used:
  • as a substrate for Trypanosoma brucei cytidine deaminase (TbCDA) to measure its activity
  • as a standard in the isolation and quantification of metabolite levels in murine tumor interstitial fluid by liquid chromatography-mass spectrometry (LC–MS)
  • to study the role of autophagy in response to oncogenes and DNA replication stress

생화학적/생리학적 작용

2′-Deoxycytidine (deoxyC) forms dCTP upon phosphorylation which is used to synthesis DNA via various DNA polymerases or reverse transcriptases. DeoxyC is the substrate for deoxycytidine deaminase (EC 3.5.4.14) which converts it into 2′-deoxyuridine. DeoxyC is phosphorylated to the nucleotide dCMP by the enzyme deoxycytidine kinase (DCK). DeoxyC serves as a potential head and neck cancer marker.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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문서 라이브러리 방문

Martyna Modrzejewska et al.
Free radical biology & medicine, 101, 378-383 (2016-11-12)
The most plausible mechanism behind active demethylation of 5-methylcytosine involves TET proteins which participate in oxidation of 5-methylcytosine to 5-hydroxymethylcytosine; the latter is further oxidized to 5-formylcytosine and 5-carboxycytosine. 5-Hydroxymethyluracil can be also generated from thymine in a TET-catalyzed process.
Urinary Nucleosides and Deoxynucleosides
Patejko M, et al.
Advances in Clinical Chemistry, 83, 1-51 (2018)
Megan Beetch et al.
Scientific reports, 10(1), 2415-2415 (2020-02-14)
Triple-negative breast cancer (TNBC) is a subtype of breast cancer unresponsive to traditional receptor-targeted treatments, leading to a disproportionate number of deaths. Invasive breast cancer is believed to evolve from non-invasive ductal carcinoma in situ (DCIS). Detection of triple-negative DCIS
Ana Moro-Bulnes et al.
mSphere, 4(4) (2019-08-09)
Cytidine deaminase (CDA) is a pyrimidine salvage enzyme that catalyzes cytidine and deoxycytidine hydrolytic deamination to yield uridine and deoxyuridine. Here we report the biochemical characterization of Trypanosoma brucei CDA as an enzyme within the tetrameric class of the CDA
Santiago Uribe-Lewis et al.
Genome biology, 16, 69-69 (2015-04-09)
The discovery of cytosine hydroxymethylation (5hmC) as a mechanism that potentially controls DNA methylation changes typical of neoplasia prompted us to investigate its behaviour in colon cancer. 5hmC is globally reduced in proliferating cells such as colon tumours and the

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