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Cytosine

Alias: NSC27787; NSC-27787; NSC 27787
Cat No.:V19045 Purity: ≥98%
Cytosine is one of the four major bases found in DNA and RNA.
Cytosine
Cytosine Chemical Structure CAS No.: 71-30-7
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price
500mg
1g
Other Sizes
Official Supplier of:
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Product Description
Cytosine is one of the four major bases found in DNA and RNA. Cytosine modification displays circadian oscillations associated with epigenetic diversity and aging.
Biological Activity I Assay Protocols (From Reference)
References

[1]. A new method for sequencing DNA. Proc Natl Acad Sci U S A. 1977 Feb;74(2):560-4.

[2]. Cytosine modifications exhibit circadian oscillations that are involved in epigenetic diversity and aging. Nat Commun. 2018 Feb 13;9(1):644.

Additional Infomation
Cytosine is an aminopyrimidine that is pyrimidin-2-one having the amino group located at position 4. It has a role as a human metabolite, an Escherichia coli metabolite, a Saccharomyces cerevisiae metabolite and a mouse metabolite. It is a pyrimidine nucleobase, a pyrimidone and an aminopyrimidine.
Cytosine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
Cytosine has been reported in Camellia sinensis, Glycine max, and other organisms with data available.
Cytosine is a pyrimidine base found in DNA and RNA that pairs with guanine.
Cytosine is a metabolite found in or produced by Saccharomyces cerevisiae.
A pyrimidine base that is a fundamental unit of nucleic acids.
See also: Pyrimidine (subclass of).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C4H5N3O
Molecular Weight
111.1
Exact Mass
111.043
CAS #
71-30-7
Related CAS #
52685-04-8;26297-64-3
PubChem CID
597
Appearance
White to off-white solid powder
Density
1.6±0.1 g/cm3
Boiling Point
445.8ºC at 760 mmHg
Melting Point
>300 °C(lit.)
Flash Point
223.4ºC
Index of Refraction
1.689
LogP
-2.29
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Heavy Atom Count
8
Complexity
170
Defined Atom Stereocenter Count
0
SMILES
O=C1N=C([H])C([H])=C(N([H])[H])N1[H]
InChi Key
OPTASPLRGRRNAP-UHFFFAOYSA-N
InChi Code
InChI=1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8)
Chemical Name
6-amino-1H-pyrimidin-2-one
Synonyms
NSC27787; NSC-27787; NSC 27787
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~16.67 mg/mL (~150.05 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.67 mg/mL (15.03 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 16.7 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 1.67 mg/mL (15.03 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 16.7 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 9.0009 mL 45.0045 mL 90.0090 mL
5 mM 1.8002 mL 9.0009 mL 18.0018 mL
10 mM 0.9001 mL 4.5005 mL 9.0009 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT05578378 Recruiting Drug: CladribineDrug: Fludarabine
Acute Lymphoblastic
Leukemia
The First Affiliated Hospital
of Soochow University
January 1, 2022 Phase 2
Phase 3
NCT05773196 Recruiting Other:Biospecimen Collection Huntington Disease
Huntington's Dementia
Sanguine Biosciences March 14, 2023
NCT04406636 Active, not recruiting Huntington Disease CHDI Foundation, Inc. May 19, 2020
NCT04168502 Recruiting Drug: Glasdegib
Drug:
Gemtuzumab Ozogamicin
Acute Myeloid Leukemia Gruppo Italiano Malattie
EMatologiche dell'Adulto
September 24, 2020 Phase 3
NCT05624827 Recruiting Diagnostic Test: Testing DNA Cervical Intraepithelial
Neoplasia Grade 2
University Medical
Centre Maribor
September 1, 2021 Not Applicable
Biological Data
  • Global patterns of oscillations in the 9-mo mouse liver and lung. a, b A heatmap of the mean modification densities of epigenetically variable cytosines (EVCs) across chromosome 7 of a the liver and b the lung, normalized to a range of 0–1 in each 1 Mb bin. The horizontal bar plots display the number of EVCs in each bin (bins with no EVCs appear black in the heatmap). The plots in the bottom panel display the chromosome-wide means of cytosine modification as a function of ZT, fitted using the harmonic regression model. The shading around the regression lines represents the 95% confidence band. All data were double plotted to aid with visualization. ZT, Zeitgeber time; modC, cytosine modification Nat Commun. 2018 Feb 13;9(1):644.
  • Characterization of osc-modCs in the 9-mo mouse liver and lung. a, b The p-value histogram of harmonic regression fits on individual cytosines showing that 8.2% (983 of 11,941) and 35.6% (5,054 of 14,199) of EVCs were oscillating (p < 0.05) in a the liver and b the lung, respectively. c, d Average proportion of variance explained (R2) by the harmonic regression fits across all EVCs in each of 10,000 permutations of ZT labels. The red line depicts the observed average R2 in c the liver and d the lung. e, f Acrophase rose plot showing modification peak times of osc-modCs in e the liver and in f the lung. osc-modC, oscillating cytosine modifications Nat Commun. 2018 Feb 13;9(1):644.
  • The transcriptional and temporal coordination of oscillating modified cytosines in the 9-mo mouse liver and lung. a, b Mean gene-body modification densities of epigenetically variable cytosines in a the liver and b the lung were cross-correlated with corresponding circadian mRNA profiles after each iteration of a forward 1 h phase shift in the mRNA profiles. Bars represent the observed mean cross-correlation between mRNAs and modification densities for a given phase shift (red bars indicate Bonferroni corrected permuted p < 0.05). The positive faded bars are mirror images of the negative bars (by nature of correlating phase shifted waves, a wave shifted by half a period anti-correlates with itself). Fine gray curves in the background depict cross-correlations of 100 randomly selected (out of 10,000) permutations where both ZT labels and mRNA-gene modification density pairs were shuffled. c, d Representative E-box motifs enriched within 100 bp in either direction of osc-modCs in c the mouse liver and d the lung. e, f Harmonic regression fits on the average modification density of osc-modCs with wake and sleep acrophases in e the mouse liver and f the lung, as a function of ZT. Shading around the regression lines represents the 95% confidence band. ZT, Zeitgeber time; modC, cytosine modification. Nat Commun. 2018 Feb 13;9(1):644..
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