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I7000

Sigma-Aldrich

5-Iod-2′-deoxycytidin

Synonym(e):

5-Iododeoxycytidine

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About This Item

Empirische Formel (Hill-System):
C9H12IN3O4
CAS-Nummer:
611-53-0
Molekulargewicht:
353.11
EG-Nummer:
210-269-8
MDL-Nummer:
MFCD00038063
UNSPSC-Code:
41106305
PubChem Substanz-ID:
24896100
NACRES:
NA.51

Biologische Quelle

synthetic (organic)

Assay

≥99% (HPLC)

Form

powder

Löslichkeit

water: 50 mg/mL, clear, colorless

Lagertemp.

−20°C

SMILES String

NC1=NC(=O)N(C=C1I)[C@H]2C[C@@H](O)[C@H](CO)O2

InChI

1S/C9H12IN3O4/c10-4-2-13(9(16)12-8(4)11)7-1-5(15)6(3-14)17-7/h2,5-7,14-15H,1,3H2,(H2,11,12,16)/t5?,6?,7-/m1/s1

InChIKey

WEVJJMPVVFNAHZ-KPGICGJXSA-N

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Anwendung

5-Iodo-2′-deoxycytidine (5-iododeoxycytidine) is used in the construction of DNA oligomers to enable structural studies and photoactivated cross-linking. 5-Iodo-2′-deoxycytidine is used in the synthesis of other modified nucleosides, such as 5-ethynylferrocenyl-2′-deoxycytidine used in semiconductor electrodes and 10-(2-deoxyβ-D-ribofuranosyl)pyrimido[4′,5′:4,5]pyrimido[1,6-a]indole-6,9(7H)-dione (dCPPI).

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

13 - Non Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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S A Koch et al.
Pharmaceutical research, 4(4), 317-320 (1987-08-01)
Two Mannich-base prodrugs of 5-iodo-2'-deoxycytidine (5-IDC) have been synthesized. The prodrugs exhibit increased lipid solubility compared to 5-IDC and rapidly revert to 5-IDC in buffer. One of the prodrugs delivered about twice as much 5-IDC from isopropyl myristate (IPM) through
P W Hammond et al.
Molecular and cellular biology, 17(1), 296-308 (1997-01-01)
Telomerase is a ribonucleoprotein enzyme that adds telomeric sequence repeats to the ends of linear chromosomes. In vitro, telomerase has been observed to add repeats to a DNA oligonucleotide primer in a processive manner, leading to the postulation of a
D Sincholle et al.
Current eye research, 4(5), 627-629 (1985-05-01)
The study of the permeability of the cornea to 5-iodo-2'-deoxycytidine (IDC), an antiherpetic agent was performed in the rabbit. In a first experiment, using 125I-IDC eye-drops and a sustained contact between the drug and the cornea, we showed that the
[Superficial herpetic keratitis: comparative double-blind treatment with iododeoxycytidine and acyclovir].
J Colin
Bulletin des societes d'ophtalmologie de France, 84(11), 1283-1286 (1984-11-01)
R J DuFrain
Basic life sciences, 29 Pt A, 41-58 (1984-01-01)
This communication describes the use of 6 different halogenated pyrimidine analogues, bromodeoxyuridine (BrdUrd), chlorodeoxyuridine (CldUrd), iododeoxyuridine (IdUrd), bromodeoxycytidine (BrdCyd), chlorodeoxycytidine (CldCyd), and iododeoxycytidine (IdCyd), to achieve sister chromatid differentiation (SCD) and evaluate sister chromatid exchange (SCE) formation in mitogen-stimulated human
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