Conformationally restricted glutamic acid analogues: stereoisomers of 1-aminospiro[3.3]heptane-1,6-dicarboxylic acid

RSC Advances ◽  
2014 ◽  
Vol 4 (21) ◽  
pp. 10894 ◽  
Author(s):  
Anton V. Chernykh ◽  
Dmytro S. Radchenko ◽  
Oleksandr O. Grygorenko ◽  
Dmitriy M. Volochnyuk ◽  
Svitlana V. Shishkina ◽  
...  
Keyword(s):  
Glutamic Acid ◽  
Dicarboxylic Acid ◽  
Conformationally Restricted

Synthesis of Unsaturated Analogues of Glutamic Acid: Amination of Trianions From Unsaturated Dicarboxylic Acids With Chloramine

1996 ◽  
Vol 49 (7) ◽  
pp. 785 ◽  
Author(s):  
RD Allan ◽  
RK Duke ◽  
TW Hambley ◽  
GAR Johnston ◽  
KN Mewett ◽  
...  
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Double Bond ◽  
Glutamic Acid ◽  
Dicarboxylic Acid ◽  
Dicarboxylic Acids ◽  
Space Group ◽  
Conformationally Restricted ◽  
Convenient Synthesis

Trianions can be formed from dicarboxylic acids which contain a β,γ -double bond, and amination with chloramine yields β,γ-unsaturated α-amino acids. This methodology provides a convenient synthesis of amino acids that are inaccessible by other routes. (Z)-3-Phenylthiopent-2-enedioic acid and all four stable unsaturated analogues of the conformationally restricted glutamate analogue 1-aminocyclopentane-1,3-dicarboxylic acid have been synthesized to demonstrate the applicability of the method. The structure of one of the amino acid products, (�)-cis-1-aminocyclopent-4-ene-1,3-dicarboxylic acid (7), has been determined; it crystallizes in the space group P21/c, a 9.245(24), b 8.455(2), c 9.311(3) Ǻ, β 95.00(2)°, and the structure was refined to R 0.035 for 980 F.

New Conformationally Restricted Phosphorus- and Sulfur-Containing Structure Mimetics of Glutamic Acid - Pro-Glu Chimeras

Synthesis ◽  
1999 ◽  
Vol 1999 (1) ◽  
pp. 152-156 ◽  
Author(s):  
Hartmut Schedel ◽  
Joachim Sieler ◽  
Lothar Hennig ◽  
Klaus Burger
Keyword(s):  
Glutamic Acid ◽  
Conformationally Restricted ◽  
Sulfur Containing

Zur Genese Der Amidisch An Den Chromophor Von Pyoverdinen Gebundenen Dicarbonsäuren [1]

1991 ◽  
Vol 46 (5-6) ◽  
pp. 398-406 ◽  
Author(s):  
H. Schäfer ◽  
K. Taraz ◽  
H. Budzikiewicz
Keyword(s):  
Glutamic Acid ◽  
Dicarboxylic Acid ◽  
Succinic Acid ◽  
Pseudomonas Fluorescens ◽  
Exponential Growth ◽  
Culture Medium ◽  
Culture Time ◽  
Hydrolysis Of

Pseudomonas strains of the so-called fluorescent group usually produce several pyoverdins which differ only in the nature of a dicarboxylic acid bound amidically to the chromophor. For the pyoverdins isolated from the culture medium of Pseudomonas fluorescens 12 it is shown that succinic acid is an artefact formed by hydrolysis of succinic amide, and that a-ketoglutaric acid is transformed enzymatically to glutamic acid. This process is reversed after the phase of exponential growth of the bacteria. The ratio C4- vs. C5 -acids changes with the culture time and with increasing Fe3+ content of the medium in favor of the latter

ChemInform Abstract: Design of New Analogues of Glutamic Acid with a Conformationally Restricted Structure

ChemInform ◽  
2000 ◽  
Vol 31 (44) ◽  
pp. no-no
Author(s):  
Paola Conti ◽  
Marco De Amici ◽  
Carlo De Micheli
Keyword(s):  
Glutamic Acid ◽  
Conformationally Restricted

Design of novel conformationally restricted analogues of glutamic acid

Tetrahedron ◽  
2003 ◽  
Vol 59 (9) ◽  
pp. 1443-1452 ◽  
Author(s):  
Paola Conti ◽  
Marco De Amici ◽  
Gabriella Roda ◽  
Giulio Vistoli ◽  
Tine Bryan Stensbøl ◽  
...  
Keyword(s):  
Glutamic Acid ◽  
Conformationally Restricted

Conformationally restricted glutamic acid derivatives: asymmetric synthesis of 4-substituted 4,5-dihydro-3(2H)-pyridazinones

2001 ◽  
Vol 42 (11) ◽  
pp. 2129-2131 ◽  
Author(s):  
Carlos Alvarez-Ibarra ◽  
Aurelio G Csákÿ ◽  
Cristina Gómez de la Oliva ◽  
Eliazar Rodrı́guez
Keyword(s):  
Glutamic Acid ◽  
Asymmetric Synthesis ◽  
Conformationally Restricted ◽  
Glutamic Acid Derivatives
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