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90245

Supelco

2,3,4-Tri-O-acetyl-α-D-arabinopyranosyl isothiocyanate

LiChropur™, ≥98.0%

Synonym(s):

AITC

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About This Item

Empirical Formula (Hill Notation):
C12H15NO7S
CAS Number:
62414-75-9
Molecular Weight:
317.32
Beilstein/REAXYS Number:
1690031
MDL number:
MFCD00142781
UNSPSC Code:
12352200
PubChem Substance ID:
329769893
NACRES:
NA.22

grade

derivatization grade ((chiral))

product line

ChiraSelect™

assay

≥98.0% (sum of enantiomers, HPLC)
≥98.0%

optical activity

[α]20/D +50±1°, c = 1% in chloroform stab. with amylenes

optical purity

enantiomeric ratio: ≥99.5:0.5 (HPLC)

quality

LiChropur™

storage temp.

−20°C

SMILES string

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

InChI

1S/C12H15NO7S/c1-6(14)18-9-4-17-12(13-5-21)11(20-8(3)16)10(9)19-7(2)15/h9-12H,4H2,1-3H3/t9-,10-,11+,12+/m1/s1

InChI key

RCHZRAFPHKCWRI-WYUUTHIRSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Chiral derivatizing agent for amines, amino acids and amino alcohols; det. of enantiomeric purity by HPLC

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Legal Information

ChiraSelect is a trademark of Sigma-Aldrich Co. LLC
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

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
053974/1

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Donghee Kim et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 27(24), 6500-6509 (2007-06-15)
Pungent chemicals such as allyl isothiocyanate (AITC), cinnamaldehyde, and allicin, produce nociceptive sensation by directly activating transient receptor potential A1 (TRPA1) expressed in sensory afferent neurons. In this study, we found that pungent chemicals added to the pipette or bath
J Shane Hooper et al.
The Journal of physiology, 597(13), 3255-3279 (2019-05-12)
We investigated the cardiovascular and respiratory responses of the normotensive Wistar-Kyoto (WKY) rat and the spontaneously hypertensive (SH) rat to inhalation and intravenous injection of the noxious stimuli allyl isothiocyanate (AITC). AITC inhalation evoked atropine-sensitive bradycardia in conscious WKY rats
Lana Klionsky et al.
Molecular pain, 3, 39-39 (2007-12-19)
Agonists of TRPA1 such as mustard oil and its key component AITC cause pain and neurogenic inflammation in humans and pain behavior in rodents. TRPA1 is activated by numerous reactive compounds making it a sensor for reactive compounds in the
Jianming Xiang et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 303(1), R1-R7 (2012-05-11)
The choroid plexuses (CPs) form the blood-cerebrospinal fluid (CSF) barrier (BCSFB) and play an important role in maintaining brain normal function and the brain response to injury. Many neurological disorders are associated with oxidative stress that can impact CP function.
T. Kinoshita et al.
Journal of Chromatography A, 210, 77-77 (1981)
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