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2,3,4,6-Tetra-O-benzoyl-β-D-glucopyranosyl Isothiocyanate [for HPLC Labeling]
(CAS RN:132413-50-4 Product Number:A5515)

Structure

2,3,4,6-Tetra-O-benzoyl-beta-D-glucopyranosyl Isothiocyanate
Synonym BGIT

General Information

Product Number A5515

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Purity/Analysis Method >98.0%(HPLC)
Storage Temperature
M.F. / M.W. C35H27NO9S=637.66
CAS RN 132413-50-4
Related CAS RN
MDL Number MFCD00075064
Packaging and Container
  • Product Details
  • Safety & Regulations

Specification

Purity(HPLC) min. 98.0 area%
Melting point 149.0 to 153.0 deg-C
Effect test of HPLC derivatization Effective as labeling agent for DL-Alanine.

References

Reaxys-RN 6692862
PubChem SID 87563162

GHS

Pictogram
Signal Word Warning
Hazard Statements
  • H302+H332
  • :Harmful by inhalation and if swallowed.
  • H315
  • :Causes skin irritation.
  • H319
  • :Causes serious eye irritation.
  • H335
  • :May cause respiratory irritation.
Precautionary Statements
  • P261
  • :Avoid breathing dust/fume/gas/mist/vapours/spray.
  • P270
  • :Do not eat, drink or smoke when using this product.
  • P280
  • :Wear protective gloves, eye protection.
  • P302+P352+P332+P313+P362+P364
  • :IF ON SKIN: Wash with plenty of water. If skin irritation occurs: Get medical advice or attention. Take off contaminated clothing and wash it before reuse.
  • P304+P340+P312
  • :IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER or doctor if you feel unwell.
  • P305+P351+P338+P337+P313
  • :IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. If eye irritation persists: Get medical advice or attention.

Transport Information

HS Number 2940000080

Application

HPLC Labeling Reagent for Amines

The compound 1 is an HPLC labeling reagent for optical purity determination, which has a glyco-moiety and an isothiocyano group, and easily reacts with an amino group to form the corresponding thiourea. The resultant thiourea is stable and can reach the detector without any decomposition under reversed phase HPLC. An excellent chromatogram can be obtained by measuring at 254 nm, an absorption wavelength that is generally used for UV detection. Furthermore, 1 reacts with a racemic amine to generate diastereomers, which can be efficiently separated by reversed phase HPLC.

Application examples:
[Amino acids]1)
5 mg of an amino acid is dissolved in 50% (V/V) aqueous acetonitrile containing 0.55%(V/V) triethylamine in order to give a final volume of 10 mL. To 50 μL of this solution 50 μL of 0.66% (W/V) labeling reagent 1 in acetonitrile are added. The resulting mixture is shaken at room temperature for 30 min, then 10 μL of 0.26% (V/V) ethanolamine in acetonitrile are added and shaken for another 10 min. The mixture is diluted with acetonitrile to a final volume of 1 mL and used as an HPLC sample.

References

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