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I7000

Sigma-Aldrich

5-Iodo-2′-deoxycytidine

Synonym(s):

5-Iododeoxycytidine

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About This Item

Empirical Formula (Hill Notation):
C9H12IN3O4
CAS Number:
611-53-0
Molecular Weight:
353.11
EC Number:
210-269-8
MDL number:
MFCD00038063
UNSPSC Code:
41106305
PubChem Substance ID:
24896100
NACRES:
NA.51

biological source

synthetic (organic)

assay

≥99% (HPLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−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

InChI key

WEVJJMPVVFNAHZ-KPGICGJXSA-N

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Application

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).

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBM7442V
BCBM7442
SLBB7439V
SLBC7631V
079K1586

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P Noguiez-Hellin et al.
Proceedings of the National Academy of Sciences of the United States of America, 93(9), 4175-4180 (1996-04-30)
We have generated a chimeric gene transfer vector that combines the simplicity of plasmids with the infectivity and long-term expression of retroviruses. We replaced the env gene of a Moloney murine leukemia virus-derived provirus by a foreign gene, generating a
J A Vilpo et al.
Journal of immunological methods, 87(2), 179-183 (1986-03-13)
A novel radioimmunoassay of 5MedCyd is described. The assay, employing a highly specific antiserum raised in rabbits against BSA-conjugated 5MeCyd, used 5-125iodo-2'-deoxycytidine as the tracer. The measuring range for the assay was found to be 1-1000 pmol per assay of
U Linz et al.
Radiation research, 101(2), 262-278 (1985-02-01)
Doubly labeled [U-14C, 5-125I]iododeoxycytidine (IdC) triphosphate was synthesized and incorporated enzymatically into defined positions of the plasmid pBR322. After storage under various conditions, the stable end products were analyzed using radio-GC, radio-HPLC, and electron microscopy. In addition, solutions of 14C-IdC-labeled
[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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