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Merck
CN

T5783

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

derivatization grade (chiral), 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
UNSPSC Code:
41115711
NACRES:
NA.22
PubChem Substance ID:
24900314
MDL number:
MFCD00043085
Beilstein/REAXYS Number:
56699

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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

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 key

WOWNQYXIQWQJRJ-UXXRCYHCSA-N

grade

derivatization grade (chiral)

assay

≥98.0% (HPLC)

quality

LiChropur™

technique(s)

HPLC: suitable

mp

114-116 °C (lit.)

storage temp.

2-8°C

Quality Level

100

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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.

Other Notes

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

pictograms

Health hazardExclamation mark
GHS08,GHS07

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL5644
1346172V
1346173
1346172
014173/1

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L He et al.
Biomedical chromatography : BMC, 6(6), 291-294 (1992-11-01)
A high performance liquid chromatographic method was developed for the simultaneous assay of R(-)- and S(+)-albuterol in human serum. The assay involves solid phase extraction as a sample clean-up step and derivatization of racemic albuterol to its diastereomeric thioureas with
Reversed-phase liquid chromatographic resolution of amino acid enantiomers by derivatization with 2, 3, 4, 6-tetra-O-acetyl-?-D-glucopyranosyl isothiocyanate.
Nimura, Noriyuki, Haruo Ogura, and Toshio Kinoshita.
Journal of Chromatography A, 202.3, 375-379 (1980)
A Mozayani et al.
Journal of analytical toxicology, 19(6), 519-521 (1995-10-01)
The distribution of the racemic and the enantiomeric content of (+/-)-metoprolol was compared after ingestion of a massive fatal overdose of the racemic drug. Postmortem concentrations of the racemate in different tissues were assayed by gas chromatography after derivatization with
Bushra Saeed et al.
BMC genomics, 17, 98-98 (2016-02-06)
High potential of Morus laevigata and Morus serrata has been proposed in the breeding programs for Morus sp. However, due to the lack of dense molecular markers this goal is still in its nascent stage and not yet realized. We
G Neugebauer et al.
European journal of clinical pharmacology, 38 Suppl 2, S108-S111 (1990-01-01)
The racemic compound carvedilol is a multiple-action oral antihypertensive drug that exhibits both vasodilator and non-selective beta-adrenergic blocking activities. The effects of the levorotatory S-enantiomer [S(-)-CARV] are vasodilatation and beta-blockade. The R(+)-enantiomer [R(+)-CARV] is a pure vasodilating agent. Quantitative determination
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