I2127
Isocytosine
≥99%
Synonym(s):
2-Amino-4-hydroxypyrimidine, 2-Aminouracil
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About This Item
Empirical Formula (Hill Notation):
C4H5N3O
CAS Number:
Molecular Weight:
111.10
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
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biological source
synthetic (organic)
Assay
≥99%
form
powder
solubility
acetic acid: 50 mg/mL, clear, colorless
SMILES string
NC1=NC=CC(=O)N1
InChI
1S/C4H5N3O/c5-4-6-2-1-3(8)7-4/h1-2H,(H3,5,6,7,8)
InChI key
XQCZBXHVTFVIFE-UHFFFAOYSA-N
Application
Isocytosine (2-aminouracil) is an isomer of cytosine used in physical chemical studies involving metal complex binding, hydrogen-bonding, and tautomerism and proton transfer effects in nucleobases.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 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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K J LaChance-Galang et al.
Inorganic chemistry, 40(3), 485-492 (2001-02-24)
Pentaammineruthenium moves on ambidentate nitrogen heterocycles by both rotation and linkage isomerization, which may affect the biological activity of potential ruthenium metallopharmaceuticals. The rapid rotation rates of [(NH3)5RuIII] coordinated to the exocyclic nitrogens of isocytosine (ICyt) and 6-methylisocytosine (6MeICyt) have
Deepali Gupta et al.
Inorganic chemistry, 43(11), 3386-3393 (2004-05-25)
Isocytosine (ICH) exists in solution as two major tautomers, the keto form with N1 carrying a proton (1a) and the keto form with N3 being protonated (1b). In water, 1a and 1b exist in equilibrium with almost equal amounts of
X L Yang et al.
Biophysical journal, 75(3), 1163-1171 (1998-09-03)
Isoguanine (2-hydroxyladenine) is a product of oxidative damage to DNA and has been shown to cause mutation. It is also a potent inducer of parallel-stranded DNA duplex structure. The structure of the parallel-stranded DNA duplex (PS-duplex) 5'-d(TiGiCAiCiGiGAiCT) + 5'-d(ACGTGCCTGA), containing
Vitaliy Feyer et al.
The journal of physical chemistry. A, 115(26), 7722-7733 (2011-05-20)
Core-level X-ray photoemission and near-edge X-ray absorption fine structure spectra of 5-methylcytosine, 5-fluorocytosine, and isocytosine are presented and discussed with the aid of high-level ab initio calculations. The effects of the methylation, halogenation, and isomerization on the relative stabilities of
A Michael Sismour et al.
Nucleic acids research, 33(17), 5640-5646 (2005-09-30)
Synthetic biology based on a six-letter genetic alphabet that includes the two non-standard nucleobases isoguanine (isoG) and isocytosine (isoC), as well as the standard A, T, G and C, is known to suffer as a consequence of a minor tautomeric
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