I6875
5-Iodocytosine
Synonym(s):
4-Amino-2-hydroxy-5-iodopyrimidine
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5 G
€817.00
€817.00
Estimated to ship on17 May 2025
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5 G
€817.00
About This Item
Empirical Formula (Hill Notation):
C4H4IN3O
CAS Number:
Molecular Weight:
237.00
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
€817.00
Estimated to ship on17 May 2025
Recommended Products
biological source
synthetic (organic)
Quality Level
Assay
≥99% (TLC)
form
powder
solubility
formic acid: 50 mg/mL
storage temp.
−20°C
SMILES string
[H]N1C=C(I)C(N)=NC1=O
InChI
1S/C4H4IN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
InChI key
UFVWJVAMULFOMC-UHFFFAOYSA-N
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General description
5-Iodocytosine is a modified pyrimidine used in the synthesis of molecules such as pyrrolocytosine and biologically active derivatives.[1]
Application
5-Iodocytosine has been used as iodinated nucleotide with the single crystals of the 3D DNA designed motif for single anomalous dispersion (SAD) studies.[2]
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
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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R H E Hudson et al.
Nucleosides, nucleotides & nucleic acids, 22(5-8), 1029-1033 (2003-10-21)
The Pd0/Cu1 catalyzed cross-coupling of terminal alkynes onto peptide nucleic acid monomers or submonomers bearing iodinated nucleobases has been utilized as a route to base-modified oligomers. Both 5-iodouracil and 5-iodocytosine derivatives undergo the cross-coupling to give the expected products in
Mouse RS21-C6 is a mammalian 2'-deoxycytidine 5'-triphosphate pyrophosphohydrolase that prefers 5-iodocytosine.
Nonaka M, Tsuchimoto D, et al.
Febs Letters, 276, 1654-1666 (2009)
Y Yoshimura et al.
Bioorganic & medicinal chemistry, 8(7), 1545-1558 (2000-09-08)
As part of our ongoing investigation of the synthesis of biologically interesting 2'-modified-4'-thionucleosides, we synthesized 2'-deoxy-2'-fluoro-4'-thioarabinofuranosylpyrimidine and -purine nucleosides, and evaluated their antiviral and antitumor activities. In the pyrimidine series, beta-anomers of 5-ethyluracil, 5-iodouracil, 5-chloroethyluracil, and 5-iodocytosine derivatives showed potent
T S Heuer et al.
Biochemistry, 36(35), 10655-10665 (1997-09-02)
The virally encoded integrase protein carries out retroviral integration, and to do so, it must make specific interactions with both viral and target DNA sequences. The retroviral integrase has three domains: an amino-terminal region of about 50 amino acids that
R H E Hudson et al.
Nucleosides, nucleotides & nucleic acids, 24(5-7), 581-584 (2005-10-27)
We have employed a tandem Sonogashira/annulation reaction between 5-iodocytosine derivatives and terminal alkynes to yield the fluorescent bicyclic nucleobase pyrrolcytosine. Pyrrolocytosine bearing substituents only on the pyrrole ring are conveniently synthesized from 5-iodocytosine. Water soluble pyrrolocytosines are being investigated as
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