The optically active 3-ferrocenylalanine and its application in peptide chemistry

1980 ◽  
Vol 45 (2) ◽  
pp. 435-441 ◽  
Author(s):  
Jan Pospíšek ◽  
Štefan Toma ◽  
Ivo Frič ◽  
Karel Bláha
Keyword(s):  
Circular Dichroism ◽  
Aspartic Acid ◽  
Peptide Synthesis ◽  
Absolute Configuration ◽  
Optically Active ◽  
Circular Dichroism Spectra ◽  
Peptide Chemistry ◽  
Conventional Methods ◽  
The Absolute ◽  
Circular Dichroïsm

Racemic 3-ferrocenylalanine was resolved in enantiomers using brucine. The absolute configuration was estimated by ozonolytic degradation of the N-trifluoroacetyl derivative of the (-)-enantiomer yielding D-aspartic acid. Diastereoisomeric cyclo(D-ferrocenylalanyl-L-prolyl) and cyclo-(L-3-ferrocenylalanyl-L-prolyl) were synthesized using conventional methods of peptide synthesis. Circular dichroism spectra of these cyclodipeptides are discussed and compared with spectra of the corresponding diastereoisomeric cyclodipeptides containing phenylalanine.

Absolute configuration determination of theanti-head-to-head photocyclodimer of anthracene-2-carboxylic acid through cocrystallization withL-prolinol

2013 ◽  
Vol 69 (11) ◽  
pp. 1411-1413 ◽  
Author(s):  
Yuko Kawanami ◽  
Hidekazu Tanaka ◽  
Jun-ichi Mizoguchi ◽  
Nobuko Kanehisa ◽  
Gaku Fukuhara ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Circular Dichroism ◽  
Carboxylic Acid ◽  
Absolute Configuration ◽  
Void Space ◽  
Circular Dichroism Spectra ◽  
The Absolute ◽  
Circular Dichroïsm ◽  
Hydrogen Bonded

The absolute configuration has been established of the enantiopureanti-head-to-head cyclodimer of anthracene-2-carboxylic acid (AC) cocrystallized with L-propinol and dichloromethane [systematic name: (S)-2-(hydroxymethyl)pyrrolidin-1-ium (5R,6S,11R,12S)-8-carboxy-5,6,11,12-tetrahydro-5,12:6,11-bis([1,2]benzeno)dibenzo[a,e][8]annulene-2-carboxylate dichloromethane monosolvate], C5H12NO+·C30H19O4−·CH2Cl2. In the crystal structure, the AC dimer interacts with L-prolinol through a nine-membered hydrogen-bonded ring [R22(9)], while the dichloromethane molecule is incorporated to fill the void space. The absolute configuration determined in this study verifies a recent assignment made by comparing theoreticalversusexperimental circular dichroism spectra.

scholarly journals The Absorption and the Circular Dichroism Spectra and the Absolute Configuration of the Tris Acetylacetonato Silicon(IV) Ion.

1966 ◽  
Vol 20 ◽  
pp. 191-196 ◽  
Author(s):  
Erik Larsen ◽  
S. F. Mason ◽  
G. H. Searle ◽  
Kjartan Marøy ◽  
J. Brunvoll ◽  
...  
Keyword(s):  
Circular Dichroism ◽  
Absolute Configuration ◽  
Circular Dichroism Spectra ◽  
The Absolute ◽  
Circular Dichroïsm

scholarly journals The absolute configuration of cryptopleurine and tylocrebrine

1978 ◽  
Vol 31 (9) ◽  
pp. 2095 ◽  
Author(s):  
E Gellert ◽  
R Rudzats ◽  
JC Craig ◽  
SK Roy ◽  
RW Woodard
Keyword(s):  
Circular Dichroism ◽  
Absolute Configuration ◽  
Optical Rotatory Dispersion ◽  
Rotatory Dispersion ◽  
Optical Rotatory ◽  
Circular Dichroism Spectra ◽  
The Absolute ◽  
Circular Dichroïsm

The absolute configurations of cryptopleurine and (-)-tylocrebrine have been established as R and S respectively by comparison of their optical rotatory dispersion and circular dichroism spectra with those of tylophorine.

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