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Key Documents

D0776

Sigma-Aldrich

2′-Deoxycytidine hydrochloride

BioReagent, suitable for cell culture

Synonym(s):

1-(2-Deoxy-β-D-ribofuranosyl)cytosine hydrochloride, Cytosine deoxyriboside hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C9H13N3O4 · HCl
CAS Number:
Molecular Weight:
263.68
Beilstein:
3576124
EC Number:
MDL number:
UNSPSC Code:
12352207
PubChem Substance ID:
NACRES:
NA.75

biological source

synthetic

product line

BioReagent

Assay

≥99% (HPLC)

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

water: 50 mg/mL, clear, colorless

SMILES string

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

InChI

1S/C9H13N3O4.ClH/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);1H/t5-,6+,8+;/m0./s1

InChI key

LTKCXZGFJFAPLY-OERIEOFYSA-N

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Application

2′-Deoxycytidine hydrochloride has been used:
  • as a deoxyribonucleoside component in the basal medium to study its effects on Bacillus mojavensis′s anaerobic growth
  • in the infectivity assay of monocyte-derived macrophages by human immunodeficiency virus 1 (HIV-1)
  • in nucleoside supplementation for the synchronization of human retinal pigment epithelial-1 (RPE-1) cells in G1 phase

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Eui Tae Kim et al.
Cell reports, 28(2), 434-448 (2019-07-11)
Cellular SAMHD1 inhibits replication of many viruses by limiting intracellular deoxynucleoside triphosphate (dNTP) pools. We investigate the influence of SAMHD1 on human cytomegalovirus (HCMV). During HCMV infection, we observe SAMHD1 induction, accompanied by phosphorylation via viral kinase UL97. SAMHD1 depletion
Md Maminur Rahman et al.
The Journal of biological chemistry, 295(51), 17460-17475 (2021-01-18)
Homologous recombination (HR) repairs DNA double-strand breaks using intact homologous sequences as template DNA. Broken DNA and intact homologous sequences form joint molecules (JMs), including Holliday junctions (HJs), as HR intermediates. HJs are resolved to form crossover and noncrossover products.
Ilaria Cascone et al.
The EMBO journal, 27(18), 2375-2387 (2008-08-30)
The Ras family G-proteins RalA and RalB make critical non-overlapping contributions to the generation of a tumorigenic regulatory network, supporting bypass of the normal restraints on both cell proliferation and survival. The Sec6/8 complex, or exocyst, has emerged as a
Aiman A Haqqani et al.
Virology journal, 12, 184-184 (2015-11-13)
Template switching between two distinct HIV-1 RNA genomes during reverse transcription gives rise to recombinant viruses that greatly expand the genetic diversity of HIV-1 and have adverse implications for drug resistance, immune escape, and vaccine design. Virions with two distinct
Francesco Morra et al.
Oncotarget, 6(14), 12697-12709 (2015-04-18)
CCDC6 gene product is a pro-apoptotic protein substrate of ATM, whose loss or inactivation enhances tumour progression. In primary tumours, the impaired function of CCDC6 protein has been ascribed to CCDC6 rearrangements and to somatic mutations in several neoplasia. Recently

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