Indole, first isolated in 1866, has the molecular formula C8H7N, and it is commonly synthesized from phenylhydrazine and pyruvic acid, 771-51-7, formula is C10H8N2, Name is 2-(1H-Indol-3-yl)acetonitrile. although several other procedures have been discovered.Indole is a colourless solid having a pleasant fragrance in highly dilute solutions. It melts at 52.5° C (126.5° F). Safety of 2-(1H-Indol-3-yl)acetonitrile.
van der Woude, Lennard;Piotrowski, Markus;Klaasse, Gruson;Paulus, Judith K.;Krahn, Daniel;Ninck, Sabrina;Kaschani, Farnusch;Kaiser, Markus;Novak, Ondrej;Ljung, Karin;Bulder, Suzanne;van Verk, Marcel;Snoek, Basten L.;Fiers, Martijn;Martin, Nathaniel I.;van der Hoorn, Renier A. L.;Robert, Stephanie;Smeekens, Sjef;van Zanten, Martijn research published 《 The chemical compound ′Heatin′ stimulates hypocotyl elongation and interferes with Arabidopsis NIT1-subfamily of nitrilases》, the research content is summarized as follows. Temperature passively affects biol. processes involved in plant growth. Therefore, it is challenging to study the dedicated temperature signalling pathways that orchestrate thermomorphogenesis, a suite of elongation growth-based adaptations that enhance leaf-cooling capacity. We screened a chem. library for compounds that restored hypocotyl elongation in the pif4-2-deficient mutant background at warm temperature conditions in Arabidopsis thaliana to identify modulators of thermomorphogenesis. The small aromatic compound ′Heatin′, containing 1-iminomethyl-2-naphthol as a pharmacophore, was selected as an enhancer of elongation growth. We show that ARABIDOPSIS ALDEHYDE OXIDASES redundantly contribute to Heatin-mediated hypocotyl elongation. Following a chem. proteomics approach, the members of the NITRILASE1-subfamily of auxin biosynthesis enzymes were identified among the mol. targets of Heatin. Our data reveal that nitrilases are involved in promotion of hypocotyl elongation in response to high temperature and Heatin-mediated hypocotyl elongation requires the NITRILASE1-subfamily members, NIT1 and NIT2. Heatin inhibits NIT1-subfamily enzymic activity in vitro and the application of Heatin accordingly results in the accumulation of NIT1-subfamily substrate indole-3-acetonitrile in vivo. However, levels of the NIT1-subfamily product, bioactive auxin (indole-3-acetic acid), were also significantly increased. It is likely that the stimulation of hypocotyl elongation by Heatin might be independent of its observed interaction with NITRILASE1-subfamily members. However, nitrilases may contribute to the Heatin response by stimulating indole-3-acetic acid biosynthesis in an indirect way. Heatin and its functional analogs present novel chem. entities for studying auxin biol.
Safety of 2-(1H-Indol-3-yl)acetonitrile, 3-Indoleacetonitrile is a plant growth activator, which promotes callus growth and shoot formation in tobacco callus.
3-Indoleacetonitrile (Indolylacetonitrile) is a light-induced auxin-inhibitory substance that is isolated from light-grown cabbage (Brassica olearea L.) shoots. It inhibits the biofilm formation of both E. coli O157:H7 and P. aeruginosa without affecting its growth.
3-Indoleacetonitrile, also known as 3-(cyanomethyl)indole or IAN, belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. 3-Indoleacetonitrile exists as a solid and is considered to be practically insoluble (in water) and relatively neutral. Within the cell, 3-indoleacetonitrile is primarily located in the mitochondria. 3-Indoleacetonitrile participates in a number of enzymatic reactions. In particular, 3-indoleacetonitrile can be biosynthesized from acetonitrile. 3-Indoleacetonitrile is also a parent compound for other transformation products, including but not limited to, cys(ian)-gly, gammaglucys(ian), and L-cys(ian). Outside of the human body, 3-indoleacetonitrile can be found in a number of food items such as cloudberry, japanese persimmon, horned melon, and evergreen huckleberry. This makes 3-indoleacetonitrile a potential biomarker for the consumption of these food products.
Indole-3-acetonitrile is a nitrile that is acetonitrile where one of the methyl hydrogens is substituted by a 1H-indol-3-yl group. It has a role as an auxin, a plant hormone, a plant metabolite and a human xenobiotic metabolite. It is a nitrile and a member of indoles. It derives from an acetonitrile., 771-51-7.
Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles