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90245

Supelco

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

for chiral derivatization, LiChropur, ≥98.0%

Synonym(s):

AITC

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About This Item

Empirical Formula (Hill Notation):
C12H15NO7S
CAS Number:
Molecular Weight:
317.32
Beilstein/REAXYS Number:
1690031
MDL number:
UNSPSC Code:
12000000
PubChem Substance ID:
NACRES:
NA.22

grade

derivatization grade ((chiral))
for chiral derivatization

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

Recommended products

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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

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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Ilari Mäki-Opas et al.
ACS chemical neuroscience, 10(6), 2848-2857 (2019-04-30)
TRPA1 is a nonselective cation channel, most famously expressed in nonmyelinated nociceptors. In addition to being an important chemical and mechanical pain sensor, TRPA1 has more recently appeared to have a role also in inflammation. Triterpenoids are natural products with
Carolina Christina Burgos-Vega et al.
Cephalalgia : an international journal of headache, 39(1), 123-134 (2018-06-01)
Migraine is characterized by a collection of neurological symptoms in the absence of injury or damage. However, several common preclinical migraine models require significant damage to the skull to stimulate the dura mater, the likely source of afferent signaling leading
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
Journal of Chromatography A, 213, 327-327 (1981)

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