What is isothiocyanate?
Isothiocyanates are naturally occurring small molecules that are formed from glucosinolate precursors of cruciferous vegetables. Many isothiocyanates, both natural and synthetic, display anticarcinogenic activity because they reduce activation of carcinogens and increase their detoxification.
What is the formula of ethyl isothiocyanate?
Ethyl isothiocyanate
| PubChem CID | 10966 |
|---|---|
| Chemical Safety | Laboratory Chemical Safety Summary (LCSS) Datasheet |
| Molecular Formula | C3H5NS |
| Synonyms | Ethyl isothiocyanate 542-85-8 Isothiocyanatoethane Ethane, isothiocyanato- Ethyl mustard oil More… |
| Molecular Weight | 87.15 |
How do you make isothiocyanate?
Isothiocyanates are generally prepared by the reaction of a primary amine (e.g. aniline) and carbon disulfide in aqueous ammonia. This combination results in precipitation of the solid ammonium dithiocarbamate salt, which is then treated with lead nitrate to yield the corresponding isothiocyanate.
What is the difference between thiocyanate and isothiocyanate?
The key difference between thiocyanate and isothiocyanate is that a thiocyanate is a functional group in which the alkyl or aryl group is attached through the sulfur atom, whereas isothiocyanate is the linkage isomer of thiocyanate in which the alkyl or aryl group is attached through the nitrogen atom.
What are isothiocyanate glycosides?
These are sulphur-containing compounds rich in family cruciferae, also known as glucosinolates and on hydrolysis yields isothiocyanate (-NCS) group.
How do glucosinolates work?
Glucosinolates are hydrolyzed by the enzyme myrosinase on injury to plant to produce isothiocyanates and subsequently by PAL to toxic compounds injurious to the pathogen. In this review, the role of glucosinolates in plant defense has been discussed with possible involvement of PAL enzyme.
What is the charge of isothiocyanate?
0
Allyl isothiocyanate, stabilized appears as a colorless to pale-yellow oily liquid with an irritating odor. Flash point 135°F. Boiling point 300°F….3.1Computed Properties.
| Property Name | Property Value | Reference |
|---|---|---|
| Formal Charge | 0 | Computed by PubChem |
Is allyl isothiocyanate volatile?
Allyl isothiocyanate (AIT) is a volatile and aliphatic sulfur-containing compound naturally occurring in plants from the family of the Cruciferae.
What do you mean by glucosinolates?
Glucosinolates are a large group of plant secondary metabolites with nutritional effects, and are mainly found in cruciferous plants. After ingestion, glucosinolates could be partially absorbed in their intact form through the gastrointestinal mucosa. However, the largest fraction is metabolized in the gut lumen.
Which of the following is an example of isothiocyanate glycosides?
These glycosides are generally irritant and hence used externally as counter irritant, for example, Sinigrin from black mustard, sinalbin from white mustard and gluconapin from rapeseed.
What do glucosinolates do to insects?
Glucosinolates are plant secondary metabolites used in plant defense. For insects specialized on Brassicaceae, such as the diamondback moth, Plutella xylostella L. (Lepidoptera: Plutellidae), glucosinolates act as “fingerprints” that are essential in host plant recognition.
Where are glucosinolates stored?
vesicles
Glucosinolates are stored in vesicles in plants as an inert glucose conjugate, and when tissue is damaged as a result of herbivory, the β-thioglucoside glucohydrolase myrosinase (EC 3.2.
What is ethyl isothiocyanate?
Ethyl isothiocyanate is an isothiocyanate having an ethyl group attached to the nitrogen. It has a role as an allergen. Copyright © 2009-2021 John Wiley & Sons, Inc.
What is phenyl isothiocyanate?
An artificial isothiocyanate, phenyl isothiocyanate, is used for amino acid sequencing in the Edman degradation . Cruciferous vegetables, such as bok choy, broccoli, cabbage, cauliflower, kale, and others, are rich sources of glucosinolate precursors of isothiocyanates.
How do you make isothiocyanates?
Isothiocyanates are generally prepared by the reaction of a primary amine (e.g. aniline) and carbon disulfide in aqueous ammonia. This combination results in precipitation of the solid ammonium dithiocarbamate salt, which is then treated with lead nitrate to yield the corresponding isothiocyanate.
How do isothiocyanates react with amino acids?
Isothiocyanates contain a very electrophilic carbon atom which can readily react with nucleophiles such as hydroxyl, amino, or thiol groups to form O -thiocarbamates, thioureas, or dithiocarbamates (see Fig. 1.13 ). The reaction with thiol groups is about 1000 times faster than with amine or hydroxyl groups [175].