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
UNSPSC Code:
41106305
PubChem Substance ID:
EC Number:
203-592-0
MDL number:
Assay:
≥99%
Biological source:
synthetic (organic)
Form:
powder
Solubility:
acetic acid: 50 mg/mL, clear, colorless
InChI key
XQCZBXHVTFVIFE-UHFFFAOYSA-N
InChI
1S/C4H5N3O/c5-4-6-2-1-3(8)7-4/h1-2H,(H3,5,6,7,8)
SMILES string
NC1=NC=CC(=O)N1
biological source
synthetic (organic)
assay
≥99%
form
powder
solubility
acetic acid: 50 mg/mL, clear, colorless
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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
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
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
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
C Roberts et al.
Chemistry & biology, 4(12), 899-908 (1998-03-07)
iso-Guanine (iso-G) is the purine component of an isomeric Watson-Crick base pair that may have existed prebiotically. By comparing the abiotic molecular recognition properties of iso-G and its complement, iso-cytosine (iso-C), with those of genomic nucleotide bases, it may be
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