Table 1
Origin and structure of amino acid analogs belonging to enol ether family able to inhibit catalysis reactions of PLP-dependent aminotransferases
(adapted from Lieberman 1979; Berkowitz et al. 2006)
Synthetic and natural compounds
Structure of R group linked
to Glycine
Origins
Target aminotransferases of
the I
α family
Authors
L-vinylglycine (VG)
CH
2
¼CH–
Synthetic
Aspartate amino transferase,
ACC synthase
Rando (1974a, b)
Cornell et al. (1984)
Satoh and Yang
(1989b)
Capitani et al. (2005)
McCarthy et al.
(2001)
L-allylglycine
CH
2
¼CH–CH 2
–
Synthetic
Glutamate decarboxylase,
ACC synthase
Fisher and Davies
(1976)
Satoh and Yang
(1989a)
Methoxyvinylglycine (MVG)
CH
3
–O–CH¼CH–
Pseudomonas
aeruginosa
Aromatic acid amino transferase,
β-cystathionine lyase
Scannell et al. (1972)
Sahm et al. (1973)
Pruess et al. (1974)
Aminoethoxyvinylglycine (AVG) NH
2
–CH 2
–CH 2
–O–CH¼CH–
Streptomyces
sp.
Ornithine aminotransferase,
cystathionine
β-lyase Tryptophan synthase, ACC synthetase, ACC deaminase
Satoh and Yang
(1989a)
Soeno et al. (2010)
Capitani et al. (2002)
Clausen et al. (1997)
Huai et al. (2001)
Penrose et al. (2001)
Droux et al. (1995)
Rhizobitoxine
NH
2
HOCH
2
–CH–CH 2
–O–CH¼CH–
Rhizobium japonicun
Pseudomonas
andropogonis
Cystathionine
β-lyase, ACC
synthetase
Giovanelli et al.
(1971)
Yasuta et al. (1999)
Owens et al. (1971)
From Aspartate to Ethylene: Central Role of N, C, and S Shuttles by. . .
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