Traumatic acid

C12H20O4. M.p. 165°C. A plant growth hormone, which is produced in damaged plant tissue, and on diffusing into adjacent intact tissue cells stimulates them to divide. Traumatic acid has been isolated from the pods of green beans. 

Another important LPO product of linoleic acid is hexanal. It is generated from 13-HPODE as well as from 9-HPODE a similar rearrangement reaction as outlined in Scheme 9 starting with 9-HPODE generates hexanal and 12-oxo-9-dodecenoic acid, which suffer rearrangement of the double bond to traumatic acid (Scheme 11) [205]. 

Scheme 11 Generation of hexanal and traumatic acid from 13-HPODE...

I, 10-dicarboxylic acid. C,jHm04 mol wt 228.28. C 63.13%, H 8.83%, O 28.03%. A wound hormone of plants. Isoln from pods of green beans English et al. Proc. Nat. Acad. Set. USA 25, 323 (1939). The naturally occurring traumatic acid is the trans-form. Synthesis of the mint-form eidem. 

Table III, on the other hand, shows some copolymers in which the mesophase can be locked-in for use till temperatures of about 200 C. These are novel cholesteric compounds resulting from the copolymerization of meso-gen 9 with the mixed spacer MAA /TAA, where MAA is the optically active 3-methyladipic acid and TTA is trans-traumatic acid, H0C0-CH=CH-(CH2)g-COOH.

Thromboxane Bi, T-00105 Thromboxane Bi, T-00106 5-Tocopherol, T-00107 17-Tocopherol, T-00108 fi-Tocopherol, see T-00109 a-Tocotrienol, T-00109 a//-/ranf-Lycopene, fee C-00011 Traumatic acid, in D-00257 Triacontane, T-OOl 10 Triacontanedioic acid, T-OOl 11... 

Effects of 12-hydroxy-9(Z) -dodecenoic and traumatic acids (10 M) on chlorophyll accumulation during greening of initially etiolated soybean callus. 

The first route in the lipoxygenase pathway (Scheme 5) involves the cleavage of 13-hydroperoxides into 12-oxo-(9Z)-dodccenoic acid and C -aldehydes by hydroperoxide lyase, an enzyme that has been found in a large number of plants [176,184,185]. The 12-oxo-(9Z)-dodecenoic acid isomerizes readily into the more stable 12-oxo-(10 )-dodecenoic acid, which is also known as traumatin [186]. Traumatin has been reported to mimic the physiological effects seen upon wounding of plant tissue and can be converted into traumatic acid, which has... 

Hydroperoxide lyase products have also been implicated in the promotion of senescence. Exogenously applied traumatic acid and the volatile compounds trans-hex-2-enal and as-hex-3-enol enhanced flower senescence [160], apparently through stimulation of ethylene evolution [192]. 

Phospholipases A and A2 release free fatty acids which aie the precuisors of a myiiad of oxygenated compounds derived from arachidonic acid in animal cells and from linoleic or linolenic acids in plant cells (jasmonic acid or traumatic acid for examples) [13]. 

Dodecanedioic acid (n=10) that acid is used in the production of nylon (nylon-6,12), polyamides, coatings, adhesives, greases, polyesters, dyestuffs, detergents, flame retardants, and fragrances. It is now produced by fermentation of long-chain alkanes with a specific strain of Candida tropicalis. Its monounsaturated analogue (traumatic acid) is described below. 

A monounsaturated dicarboxylic acid, traumatic acid, (10E-dodeca-l,12-dicarboxylic acid), was among the first biologically active molecules isolated from plant tissues. That dicarboxylic acid was shown to be a potent wound healing agent in plant that stimulates cell division near a wound site, it derives from 18 2 or 18 3 fatty acid hydroperoxides after conversion into oxo fatty acids. While polyunsaturated fatty acids are unusual in plant cuticles, a diunsaturated dicarboxylic acid has been reported as a component of the surface waxes or polyesters of some plant species. Thus, octadeca-c6,c9-diene-l,18-dioate, a derivative of linoleic acid, is present in Arabidopsis and Brassica napus cuticle. 

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