Hypoxanthine

Hypoxanthine structural formula

CAS Number68-94-0
Molecular FormulaC5H4N4O
Molecular Weight136.114
InChI KeyFDGQSTZJBFJUBT-UHFFFAOYSA-N
LogP-0.750
Synonyms
  • Hypoxanthine
  • 1,7-Dihydro-6H-purin-6-one
  • 6H-Purin-6-one, 1,7-dihydro-
  • 68-94-0
  • 6H-Purin-6-one, 1,7-dihydro-
  • 1H,7H-Hypoxanthine
  • 1H,9H-Hypoxanthine
  • 3H-Purin-6-ol
  • 6H-Purin-6-one, 1,9-dihydro-
  • 6-Hydroxy-1H-purine
  • 6-Hydroxypurine
  • 6-Oxopurine
  • 9H-Purin-6(1H)-one
  • 9H-Purin-6-ol
  • Hypoxanthine enol
  • NSC 129419
  • NSC 14665
  • Purin-6(1H)-on
  • purin-6(1H)-ona
  • Purin-6(1H)-one
  • Purin-6(3H)-one
  • purine-6(1H)-one
  • Sarcine
  • Sarkine
  • 1,7-Dihydro-6H-purin-6-one
  • EINECS 200-697-3
  • UNII-2TN51YD919
  • 1,7-Dihydro-6H-purine-6-one
  • 4-Hydroxy-1H-purine
  • 6(1H)-purinone
  • 7H-Purin-6-ol
  • 7H-purin-6-ol
  • Hyp
  • Purin-6-ol
  • Sarkin
  • 184856-40-4
  • 184856-41-5
  • 25991-07-5
  • 25991-08-6
  • 25991-09-7
  • 39464-15-8
  • 39464-17-0
  • 480-99-9
  • 51953-23-2
  • 6535-89-3

Applications:

HPLC Separation of Uracil, Thymine, Hypoxanthine and Guanine on Newcrom AH

October 31, 2023

HPLC Method for Analysis of Uracil, Thymine, Hypoxanthine, Guanine on Newcrom AH Column by SIELC Technologies

Separation type: Liquid Chromatography Mixed-mode

High Performance Liquid Chromatography (HPLC) Method for Analyses of Uracil, Thymine, Hypoxanthine and Guanine

Uracil, Thymine, Hypoxanthine, and Guanine are all nitrogenous bases, each playing distinct roles in the biochemistry of nucleic acids.

Uracil (U):

  • Found in: RNA
  • Pairs with: Adenine (A)
  • Structure: Pyrimidine
  • Role: Uracil replaces thymine in RNA. In DNA, adenine pairs with thymine, but in RNA, adenine pairs with uracil.

Thymine (T):

  • Found in: DNA
  • Pairs with: Adenine (A)
  • Structure: Pyrimidine
  • Role: Thymine is specific to DNA, distinguishing it from RNA. It’s the base that pairs with adenine through two hydrogen bonds.

Hypoxanthine:

  • A naturally occurring purine derivative. It’s not directly a base in standard DNA or RNA, but it plays a significant role in the metabolism of purines.
  • It is the base form of the nucleoside inosine, which can be found in certain tRNAs and plays a role in wobble base pairing.
  • Hypoxanthine is also an intermediate in the purine degradation pathway, leading to the production of uric acid.

Guanine (G):

  • Found in: Both DNA and RNA
  • Pairs with: Cytosine (C)
  • Structure: Purine
  • Role: Guanine is one of the four main nucleobases in the nucleic acids DNA and RNA. It forms three hydrogen bonds with cytosine, contributing to the stability of the nucleic acid structures.

These nitrogenous bases are crucial for the structure, replication, and function of nucleic acids. Understanding their properties and interactions is fundamental to molecular biology and genetics.

Nucleotides can be retained and analyzed on a mixed-mode Newcrom AH column with a mobile phase consisting of water, Acetonitrile (MeCN), and ammonium formate. This analytical method can detect compounds with high resolution and peak symmetry using UV detection at 260 nm

High Performance Liquid Chromatography (HPLC) Method for Analyses of Uracil, Thymine, Hypoxanthine and Guanine

Condition

ColumnNewcrom AH, 4.6 x 150 mm, 5 µm, 100 A
Mobile PhaseMeCN – 1%
Buffer Ammonium formate pH 3.0- 6 mM
Flow Rate1.0 ml/min
Peak Retention Time2.21, 2.38, 2.81, 7.92 min
Detection260 nm

Description

Class of CompoundsNucleotides
Analyzing CompoundsUracil, Thymine, Hypoxanthine, Guanine

Application Column

Newcrom AH

Column Diameter: 4.6 mm
Column Length: 150 mm
Particle Size: 5 µm
Pore Size: 100 A

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Application Analytes:
Guanine
Hypoxanthine
Thymine
Uracil

Application Detection:
UV Detection
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

HPLC Method for Analysis mixture of Xanthinesand Uric Acid BIST B+ by SIELC Technologies

November 16, 2022

HPLC Method for Analysis mixture of Xanthines and Uric Acid BIST B+ by SIELC Technologies.

Separation type: Hydrophilic interaction liquid chromatography (HILIC)

HPLC Method for Analysis mixture of Xantines and Uric Acid on BIST B+ Column
HPLC Method for Analysis mixture of Xanthines and Uric Acid BIST B+ by SIELC Technologies

Xanthines and uric acid are related compounds in the body and both are involved in the metabolism of purines.

Xanthines are a group of alkaloids that are widely distributed in plants, and also occur in the tissues and fluids of animals. They are known to stimulate the central nervous system and cardiac muscle, and also have diuretic effects. Some commonly known xanthines include caffeine (found in coffee, tea, and chocolate), theobromine (found in cocoa and chocolate), and theophylline (used as a drug in the treatment of respiratory diseases like asthma).

In the body, xanthines are intermediates in the degradation of adenosine monophosphate to uric acid. This metabolic pathway starts with adenosine monophosphate (AMP), which is deaminated to form inosine monophosphate (IMP). IMP is then converted into a xanthine known as hypoxanthine. Hypoxanthine is then oxidized to xanthine, and finally, xanthine is further oxidized to uric acid. Both of the oxidation steps are catalyzed by the enzyme xanthine oxidase.

Uric acid and Xanthines can be retained, analyzed, and separated using an isocratic analytical method on a BIST B+ column. The simple mobile phase for this method comprises water, acetonitrile (MeCN), and formic acid as an ionic modifier. The analytical method can be monitored with UV detection at 260 nm, an Evaporative Light Scattering Detector (ELSD), or any other evaporative detection method such as Charged Aerosol Detection (CAD) or Electrospray Ionization Mass Spectrometry (ESI-MS)

Condition

ColumnBIST B+, 4.6 x 150 mm, 10 µm, 100 A
Mobile PhaseMeCN – 85%
BufferFA – 0.5%
Flow Rate1.0 ml/min
DetectionUV 260, 290 nm
Peak Retention Time2.01, 3.02, 4.2, 9.09 min

Description

Class of CompoundsAcid, Xanthines
Analyzing CompoundsUric Acid, Caffeine, 1,3-Dimethyluric acid, Xanthine, Hypoxanthine

Application Column

BIST B+

Column Diameter: 4.6 mm
Column Length: 150 mm
Particle Size: 10 µm
Pore Size: 100 A

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Application Analytes:
1,3-Dimethyluric acid
Caffeine
Hypoxanthine
Uric acid
Xanthine
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

Separation of Hypoxanthine on Newcrom R1 HPLC column

May 16, 2018
Separation of Hypoxanthine on Newcrom R1 HPLC column

Hypoxanthine can be analyzed by this reverse phase (RP) HPLC method with simple conditions. The mobile phase contains an acetonitrile (MeCN), water, and phosphoric acid. For Mass-Spec (MS) compatible applications the phosphoric acid needs to be replaced with formic acid. Smaller 3 µm particles columns available for fast UPLC applications. This liquid chromatography method is scalable and can be used for isolation impurities in preparative separation. It also suitable for pharmacokinetics.

Application Column

Newcrom R1

The Newcrom columns are a family of reverse-phase-based columns. Newcrom A, AH, B, and BH are all mixed-mode columns with either positive or negative ion-pairing groups attached to either short (25 Å) or long (100 Å) ligand chains. Newcrom R1 is a special reverse-phase column with low silanol activity.

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Application Analytes:
Hypoxanthine
The result was obtained by a proprietary SIELC algorithm. It may deviate from the actual experimental data. The experimental data are available upon request. Contact us by e-mail: support@sielc.com or by phone: 847-229-2629.