Chemoenzymatic synthesis of conformationally rigid glutamic acid analogues
作者： F. Trigalo , D. Buisson , R. Azerad
DOI: 10.1016/S0040-4039(00)82278-9
关键词:
摘要: Abstract All stereomers of cyclohexane and cyclopentane-derived analogues glutamic acid have been synthesized from the corresponding 3-keto-cycloalkyl carboxylic esters by a combination microbial steps standard chemical methods.
elsevier.com
sci-hub.se 参考文章(17)
M. Maurs, F. Trigalo, R. Azerad, Resolution of α-substituted amino acid enantiomers by high-performance liquid chromatography after derivatization with a chiral adduct of o-phthalaldehyde : Application to glutamic acid analogues Journal of Chromatography A. ,vol. 440, pp. 209- 215 ,(1988) , 10.1016/S0021-9673(00)94524-2
Wilfried A. König, Ingrid Benecke, Susanne Sievers, New procedure for gas chromatographic enantiomer separation Journal of Chromatography A. ,vol. 238, pp. 427- 432 ,(1982) , 10.1016/S0021-9673(00)81328-X
Jerald D. Gass, Alton Meister, 1-amino-1,3-dicarboxycyclohexane (cycloglutamic acid), a new glutamic acid analog and a substrate of glutamine synthetase. Biochemistry. ,vol. 9, pp. 842- 846 ,(1970) , 10.1021/BI00806A018
William C. Agosta, William W. Lowrance, Synthesis and photocycloadditions of compounds related to 3-carboxycyclohexenone Journal of Organic Chemistry. ,vol. 35, pp. 3851- 3856 ,(1970) , 10.1021/JO00836A060
M. Gaudry, S. Bory, J. Dubois, R. Azerad, A. Marquet, Vitamin K dependent carboxylation: Study of diastereoisomeric γ-methylglutamic acid containing peptidic substrates Biochemical and Biophysical Research Communications. ,vol. 113, pp. 454- 461 ,(1983) , 10.1016/0006-291X(83)91747-3
Eryka Guibé, Paulette Decottignies-Le Maréchal, Pierre Le Maréchal, Robert Azerad, Vitamin K-dependent carboxylation: inhibition by a peptide containing 4-methylene glutamic acid. FEBS Letters. ,vol. 177, pp. 265- 268 ,(1984) , 10.1016/0014-5793(84)81296-X
MEC Biffin, AG Moritz, DB Paul, A re-examination of the sodium and liquid ammonia reduction of m-methoxybenzoic acid Australian Journal of Chemistry. ,vol. 25, pp. 1329- 1334 ,(1972) , 10.1071/CH9721329
Kenneth Curry, M. J. Peet, D. S. K. Magnuson, H. McLennan, Synthesis, resolution, and absolute configuration of the isomers of the neuronal excitant 1-amino-1,3-cyclopentanedicarboxylic acid. Journal of Medicinal Chemistry. ,vol. 31, pp. 864- 867 ,(1988) , 10.1021/JM00399A030
Katsuyuki Toki, Studies on Sarkomycin–Optically Active 2-Methylenecyclopentanone-3-carboxylic Acids Bulletin of the Chemical Society of Japan. ,vol. 31, pp. 333- 335 ,(1958) , 10.1246/BCSJ.31.333
Ralph A. Stephani, W. Bruce Rowe, Jerald D. Gass, Alton Meister, Utilization of a cyclopentane analog of glutamate (cis-1-amino-1,3-dicarboxycyclopentane) by glutamine synthetase. Biochemistry. ,vol. 11, pp. 4094- 4100 ,(1972) , 10.1021/BI00772A011