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D7159

Sigma-Aldrich

2′,3′-Dideoxycytidine 5′-triphosphate sodium salt

≥90% (HPLC)

Synonym(s):

ddCTP

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About This Item

Empirical Formula (Hill Notation):
C9H16N3O12P3
CAS Number:
Molecular Weight:
451.16
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:

biological source

synthetic (organic)

assay

≥90% (HPLC)

form

powder

solubility

water: 1 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

[Na+].NC1=NC(=O)N(C=C1)[C@H]2CC[C@@H](COP([O-])(=O)OP(O)(=O)OP(O)(O)=O)O2

InChI

1S/C9H16N3O12P3.Na/c10-7-3-4-12(9(13)11-7)8-2-1-6(22-8)5-21-26(17,18)24-27(19,20)23-25(14,15)16;/h3-4,6,8H,1-2,5H2,(H,17,18)(H,19,20)(H2,10,11,13)(H2,14,15,16);/q;+1/p-1/t6-,8+;/m0./s1

InChI key

LOOMQRBEBYCFPP-QDOHZIMISA-M

Application

Complexes of ddCTP with DNA polymerase β were studied by x-ray crystallography, with implications for inhibitory activity against HIV reverse transcriptase.

Biochem/physiol Actions

Inhibitor of DNA polymerase I-catalyzed chain elongation.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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The human DNA polymerase gamma (Pol γ) is responsible for DNA replication in mitochondria. Pol γ is particularly susceptible to inhibition by dideoxynucleoside-based inhibitors designed to fight viral infection. Here, we report crystal structures of the replicating Pol γ-DNA complex
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