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D5782

Sigma-Aldrich

2′,3′-Dideoxycytidine

≥98% (HPLC)

Synonym(s):

ddC

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About This Item

Empirical Formula (Hill Notation):
C9H13N3O3
CAS Number:
7481-89-2
Molecular Weight:
211.22
Beilstein:
654956
MDL number:
MFCD00012188
UNSPSC Code:
41106305
PubChem Substance ID:
24278377
NACRES:
NA.52
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biological source

synthetic (organic)

Quality Level

200

Assay

≥98% (HPLC)

form

powder

color

colorless

mp

217-218 °C (lit.)

solubility

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

storage temp.

−20°C

SMILES string

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

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Show Differences

1 of 4

This Item
E9386D1285D3897
2′,3′-Dideoxycytidine ≥98% (HPLC)

D5782

2′,3′-Dideoxycytidine

5-Ethyl-2′-deoxyuridine

E9386

5-Ethyl-2′-deoxyuridine

2′,3′-Dideoxyadenosine ≥97% (HPLC)

D1285

2′,3′-Dideoxyadenosine

2′-Deoxycytidine ≥99% (HPLC)

D3897

2′-Deoxycytidine

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

-

biological source

synthetic (organic)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

powder

form

powder

form

powder

assay

≥98% (HPLC)

assay

≥95% (HPLC)

assay

≥97% (HPLC)

assay

≥99% (HPLC)

solubility

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

solubility

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

solubility

water: 100 mg/mL, clear, colorless

solubility

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

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

Application

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]

Biochem/physiol Actions

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]

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H351

Precautionary Statements

P281

Hazard Classifications

Carc. 2

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
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    Certificates of Analysis (COA)

    Lot/Batch Number
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    SLCK3521
    SLCD8824
    SLBZ1548
    SLBX5709

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