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D5782

Sigma-Aldrich

2′,3′-Dideoxycytidine

≥98% (HPLC)

Sinonimo/i:

ddC

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100 MG
175,00 €
250 MG
385,00 €
500 MG
694,00 €

175,00 €

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Cambia visualizzazione
100 MG
175,00 €
250 MG
385,00 €
500 MG
694,00 €

About This Item

Formula empirica (notazione di Hill):
C9H13N3O3
Numero CAS:
7481-89-2
Peso molecolare:
211.22
Beilstein:
654956
Numero MDL:
MFCD00012188
Codice UNSPSC:
41106305
ID PubChem:
24278377
NACRES:
NA.52

175,00 €

Per informazioni sulla disponibilità, contatta il Servizio Clienti.

Origine biologica

synthetic (organic)

Saggio

≥98% (HPLC)

Stato

powder

Colore

colorless

Punto di fusione

217-218 °C (lit.)

Solubilità

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

Temperatura di conservazione

−20°C

Stringa SMILE

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

InChI

1S/C9H13N3O3/c10-7-3-4-12(9(14)11-7)8-2-1-6(5-13)15-8/h3-4,6,8,13H,1-2,5H2,(H2,10,11,14)/t6-,8+/m0/s1
WREGKURFCTUGRC-POYBYMJQSA-N

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Categorie correlate

Applicazioni

2′,3′-Dideoxycytidine is used:
  • as a DNA chain-terminating nucleotide for DNA sequencing methods based on the Sanger chain-termination method
  • as a nucleoside reverse transcriptase inhibitor (NRTI) to study its effects on the development of mechanical allodynia in aging mice[1]
  • as a mitochondrial DNA (mtDNA) replication inhibitor to inhibit the activation of cGAS-STING pathway and study its effects on signaling protein-stimulator of interferon genes (STING), cyclic GMP-AMP synthase (cGAS), and phospho-interferon regulator factor 3 (p-IRF3) expression in mouse hippocampal and microglial cells[2]
  • as an NRTI inhibitor to study its effects on the drug induced-mitochondrial toxicity in Caenorhabditis elegans[3]

Azioni biochim/fisiol

2′,3′-Dideoxycytidine (ddC), is an ionic compound and a nucleoside analog.[4] [5]It acts as a nucleoside reverse transcriptase inhibitor and exhibits therapeutic effects against human immunodeficiency virus (HIV) infection.[5] 2′,3′-Dideoxycytidine possesses anti-adenovirus activity and inhibits the adenovirus polymerase.[6]

Pittogrammi

Health hazard
GHS08

Avvertenze

Warning

Indicazioni di pericolo

H351

Consigli di prudenza

P281

Classi di pericolo

Carc. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Scegli una delle versioni più recenti:

Certificati d'analisi (COA)

Lot/Batch Number
WXBF5210V
WXBF4536V
WXBF4775V
WXBD8701V
SLCP5928

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Anindya Roy Chowdhury et al.
iScience, 23(8), 101370-101370 (2020-08-02)
This study shows that multiple modes of mitochondrial stress generated by partial mtDNA depletion or cytochrome c oxidase disruption cause ryanodine receptor channel (RyR) dysregulation, which instigates the release of Ca2+ in the cytoplasm of C2C12 myoblasts and HCT116 carcinoma
R Mentel et al.
Antiviral research, 47(2), 79-87 (2000-09-21)
The antiviral activity of 2',3'-dideoxycytidine (ddC) has been investigated in a mouse pneumonia model. Consolidation of lung, histopathological changes, DNA synthesis as well as levels of TNFalpha were assayed. In this in vivo model, the oral administration of ddC twice
Alexander N Patananan et al.
Cell reports, 33(13), 108562-108562 (2020-12-31)
Generating mammalian cells with desired mitochondrial DNA (mtDNA) sequences is enabling for studies of mitochondria, disease modeling, and potential regenerative therapies. MitoPunch, a high-throughput mitochondrial transfer device, produces cells with specific mtDNA-nuclear DNA (nDNA) combinations by transferring isolated mitochondria from
Shuang-Xi Gu et al.
Bioorganic & medicinal chemistry, 19(17), 5117-5124 (2011-08-10)
A series of 26 diarylpyrimidines, characterized by the hydroxymethyl linker between the left wing benzene ring and the central pyrimidine, were synthesized and evaluated for in vitro anti-HIV activity. Most of the compounds exhibited moderate to excellent activities against wild-type
Jun Xiang et al.
International journal of pharmaceutics, 231(1), 57-66 (2001-11-24)
Permeation of 2',3'-dideoxycytidine (ddC), an ionic compound, through buccal mucosa was investigated in this in vitro study to identify the major permeation barrier within the epithelium of buccal mucosa and explore the feasibility of transbuccal delivery of ddC. In vitro
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Domande

  1. iS THIS TOXIN?

    1 risposta

    1. This product is classified in the Globally Harmonized System as GHS08, which is a Health Hazard. Please see the link below to access the SDS:
      https://www.sigmaaldrich.com/documents-search?tab=sds

      To review the Hazard and Precautionary Statement, please see the link below:
      https://www.sigmaaldrich.com/life-science/safety/hazard-and-precautionary-statements#pictogram

      Utile?

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