Methyleneglutamic acid

Ring openings interrelate cis-3- and cw-4-methylated pro-line (30, 31) as well as pipecolic acid (17) into these metabolic pathways. Addition of water to baikiain (28) can lead to trans-4- and/or rm j-5-hydroxypipecolic acid (32, 33). 4-Methylglutamic acid (9) can feed into cij-4-methylproline (31), 4-methyleneglutamic acid (26) into 4-methylenepro-... 

Methylglutamic acid (9), (25, 45)-4-hydroxy-4-meth-ylglutamic acid (70) and 4-methyleneglutamic acid (26) apparently are derived from leucine (Fig. 13.14) (Rosenthal, 1982). All these compounds are found in honey locust, Gleditsia triacanthos (Fabaceae). 4-Methyleneglutamic acid (26) is also stored in the peanut, Arachis hypogaea (Fabaceae). 

S),3(S)-3-hydroxy-4-methyleneglutamic acid from Gleditsia caspica. Phyto-... 

Methyleneglutamic acid (Table 17.5 XXXI) is formed from pyruvic acid ... 

XXXI 4-Methyleneglutamic acid peanut Arachis hypogaea Fabaceae... 

Methyleneglutamic acid and 4-amino-2-methylenebutyric acid occur in tulips. The lactone of 4-hydroxy-2-methylenebutyric acid, isolated from tulip bulbs, supposedly derives from one of these amino-acids. Incorporation of labelled acetate and pyruvic acid into the lactone has been taken as evidence of a condensation reaction, although the results are also in keeping with the operation of the above-mentioned exchange reaction. 

Sodium salt of diethyl acetamidomalonate 480 reacts with ethyl 2,3-butadienoate in the presence of a catalytic amount of EtONa to afford /fy-unsaturated enoate 481, which can be easily decarboxylated leading to /3-methyleneglutamic acid hydrochloride 482 [220],... 

Blake, J., and L. Fowden y-Methyleneglutamic Acid and Related Compounds from Plants. Biochem. J. 92, 136 (1964). 

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