Biosynthesis of cyclopentenylglycine from α-ketopimelate in Idesia polycarpa callus cultures
Tóm tắt
The nonproteinogenic amino acid, cyclopentenylglycine, is found in certain Flacourtiaceae. This compound may be synthesized by two C1-chain elongations of α-ketoglutarate via α-ketopimelate (C5+2C1) or by condensation of C4 and C3 units (C4+C3), a pathway not involving α-ketopimelate. The following experimental design elucidated the biosynthetic pathway: Idesia polycarpa callus cultures were freshly established from leaf petioles; synthetic α-[1,2-14C]ketopimelate was added to the medium and cultures were incubated for 3 weeks. After isolation and separation of free amino acids from the tissues, the radioactivity incorporated into cyclopentenylglycine was determined. The results establish α-ketopimelate as a precursor for cyclopentenylglycine, thus providing evidence for the C5+2C1 biosynthetic path.
Tài liệu tham khảo
Clapp RC, Ettlinger MG, Long Jr L (1970) J Am Chem Soc 92:6378–6379
Cramer U, Rehfeldt AG, Spener F (1980) Biochemistry 19:3074–3080
Cramer U, Spener F (1976) Biochim Biophys Acta 450:261–265
Cramer U, Spener F (1977) Eur J Biochem 74:495–500
Fowden L, Smith A (1968) Phytochemistry 7:809–819
Mangold HK, Spener F (1977) In: Tevini M, Lichtenthaler HK (eds) Lipids and Lipid Polymers in Higher Plants, Springer, Berlin Heidelberg New York, pp 85–101
Mayer R, Bürger H, Matauschek B (1961) J Prakt Chem 14:261–268
Murashige T, Skoog F (1962) Physiol Plantarum 15:473–497
Rehfeldt AG, Schulte E, Spener F (1980) Phytochemistry 19:1685–1689
Spener F (1975) Eur J Biochem 53:161–167
Spener F (1980) Develop Plant Biol 6:211–214
Spener F, Dieckhoff M (1973) J Chromatogr Sci 11:661–662
Turner NA, Redgewell RJ (1966) J Chromatog 21:129–132
Virtanen AI, Alfthan M (1954) Acta Chem Scand 8:1720–1731
von Arx E, Neher R (1963) J Chromatog 12:329–341
Yano I, Morris LJ, Nichols BW, James AT (1972a) Lipids 7:35–45
Yano I, Nichols BW, Morris LJ, James AT (1972 b) Lipids 7:30–34
Zilg H, Conn EE (1974) J Biol Chem 249:3112–3115