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T5783

Supelco

2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate

for chiral derivatization, LiChropur™, ≥98.0% (HPLC)

Synonym(s):

GITC

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About This Item

Empirical Formula (Hill Notation):
C15H19NO9S
CAS Number:
14152-97-7
Molecular Weight:
389.38
Beilstein/REAXYS Number:
56699
MDL number:
MFCD00043085
UNSPSC Code:
12000000
PubChem Substance ID:
24900314
NACRES:
NA.22

grade

for chiral derivatization

Quality Level

100

assay

≥98.0% (HPLC)

quality

LiChropur™

technique(s)

HPLC: suitable

mp

114-116 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=O)OC[C@H]1O[C@@H](N=C=S)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

InChI

1S/C15H19NO9S/c1-7(17)21-5-11-12(22-8(2)18)13(23-9(3)19)14(24-10(4)20)15(25-11)16-6-26/h11-15H,5H2,1-4H3/t11-,12-,13+,14-,15-/m1/s1

InChI key

WOWNQYXIQWQJRJ-UXXRCYHCSA-N

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Related Categories

General description

2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate is a chiral derivatization reagent which reacts mainly with enantiomeric amino acids.

Application

Chiral reagent for resolution of amino acid derivatives.
GITC may have been used in the formation of diastereomers and for reversed-phase high-performance liquid chromatographic resolution of amino acid enantiomers.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Recommended products

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation markHealth hazard
GHS07,GHS08

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Trimethylsilyl trifluoromethanesulfonate 99%

Sigma-Aldrich

225649

Trimethylsilyl trifluoromethanesulfonate

Zhiqiong Chen et al.
Journal of separation science, 28(2), 193-196 (2005-03-10)
Chiral separation of racemic mixtures is of the greatest importance to the pharmaceutical industry, as the isomers of a given racemate may exhibit substantially different pharmacological effects, not to mention possibly differing toxicity behaviour. A novel chiral separation method is
J Gal et al.
Journal of pharmacological methods, 16(3), 261-269 (1986-11-01)
Many established and experimental adrenergic agonists are derivatives of 2-aminoethanol with a phenol or catechol moiety in the 1-position. There is considerable interest in the stereochemical aspects of the actions of such chiral drugs. Surprisingly, however, little has been published
X Li et al.
Journal of chromatography. B, Biomedical sciences and applications, 742(2), 433-439 (2000-07-20)
A reversed-phase high-performance liquid chromatographic method for the determination of the enantiomers of atenolol in rat hepatic microsome has been developed. Racemic atenolol was extracted from alkalinized rat hepatic microsome by ethyl acetate. The organic layer was dried with anhydrous
Sherry Wang et al.
Journal of pharmaceutical and biomedical analysis, 43(2), 701-707 (2006-09-09)
A stable isotopically labeled (SIL) analogue is believed to be the most appropriate internal standard in a quantitative bioanalytical liquid chromatography/tandem mass spectrometry (LC/MS/MS) assay. It is assumed that a SIL internal standard always compensates for variability in chemical derivatization
Klaas E A Max et al.
Proceedings of the National Academy of Sciences of the United States of America, 115(23), E5334-E5343 (2018-05-20)
Circulating extracellular RNAs (exRNAs) have the potential to serve as biomarkers for a wide range of medical conditions. However, limitations in existing exRNA isolation methods and a lack of knowledge on parameters affecting exRNA variability in human samples may hinder
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Protocols

Enantiomeric Purities of Pharmaceuticals Using Carbohydrate-based Isothiocyanates

Enantiomeric analysis of neurotransmitters and pharmaceuticals carrying functional amino groups, ß-adrenergic blockers; penicillamine, mexiletine; fine chemicals such as 1-phenyl-2-aminoethanol.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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