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10680 Sigma-Aldrich

Anthranilic acid

puriss. p.a., ≥99.5% (T)

Synonym: 2-AA, 2-Aminobenzoic acid

  • CAS Number 118-92-3

  • Linear Formula 2-(H2N)C6H4CO2H

  • Molecular Weight 137.14

  •  Beilstein/REAXYS Number 471803

  •  EC Number 204-287-5

  •  MDL number MFCD00007712

  •  PubChem Substance ID 57646812

  •  NACRES NA.21

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Properties

Related Categories A-B, Puriss p.a., Acids, Acids & Bases, Analytical Reagents, Analytical Reagents for General Use,
Quality Level   200
vapor density   4.7 (vs air)
InChI Key   RWZYAGGXGHYGMB-UHFFFAOYSA-N
grade   puriss. p.a.
assay   ≥99.5% (T)
ign. residue   ≤0.05% (as SO4)
mp   144-148 °C (lit.)
  145-147 °C
anion traces   chloride (Cl-): ≤500 mg/kg
  sulfate (SO42-): ≤100 mg/kg
cation traces   Ca: ≤100 mg/kg
  Cd: ≤5 mg/kg
  Co: ≤5 mg/kg
  Cr: ≤5 mg/kg
  Cu: ≤5 mg/kg
  Fe: ≤5 mg/kg
  K: ≤50 mg/kg
  Mg: ≤5 mg/kg
  Mn: ≤5 mg/kg
  Na: ≤50 mg/kg
  Ni: ≤5 mg/kg
  Pb: ≤5 mg/kg
  Zn: ≤5 mg/kg

Description

General description

Anthranilic acid is an ortho-substituted aniline derivative. Anthranilic acid can be obtained from carbozole via microbial transformation using Pseudomonas stutzeri. It is a substrate of enzyme anthranilate hydroxylase found in Aspergillus niger.

Application

Anthranilic acid (AA) may be employed for the following studies:
• Fluorescent labeling of glycans.
• Synthesis of triptycene and derivatives, via diazotization reaction.
• As fluorescent label for the facile labeling of oligosaccharides (acidic and neutral).
• As fluorescent label for carbohydrate analysis.
• Derivatization of oligosaccharides.
• Preparation of poly(aniline-co-o-anthranilic acid) copolymers.
Anthranilic acid has been used in the microwave-assisted preparation of 2-heptyl-3-hydroxy-4(1H)-quinolone, also called as Pseudomonas quinolone signal, which finds applications in quorum sensing mechanism.

Used for non-selective, efficient fluorescent labeling of glycans.

Packaging

25, 100 g in poly bottle

Other Notes

Sales restrictions may apply

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
1
RTECS 
CB2450000

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Mass Spectrometry of Glycans

The development of modern mass spectrometry (MS) equipment with high resolution and mass accuracy has led to its use in analyzing glycans for both profiling and structural studies. Unlike the HPLC me...
Glycobiology Analysis Manual, 2nd Edition
Keywords: Catalysis, Centrifugation, High performance liquid chromatography, Mass spectrometry, Phase transitions, Proteomics, Reductions, Sample preparations, Sequencing

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References

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