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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

Key Documents

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Product Name

2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate, derivatization grade (chiral), LiChropur™, ≥98.0% (HPLC)

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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Related Categories

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.

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.

Other Notes

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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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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
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
R B Miller
Journal of pharmaceutical and biomedical analysis, 9(10-12), 953-958 (1991-01-01)
A stereospecific method for the analysis of propranolol and 4-hydroxypropranolol in human plasma employing fluorescence detection has been developed using the homochiral derivatizing agent 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate (TAGIT). The use of fluorescence detection provided enhanced sensitivity and cleaner chromatograms for the
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
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)
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