New Optical Resolution Method for Racemic DL-Aspartic Acid by Crystallization in the Presence of d- or l-Asparagine as a Tailor-Made Additive

2015 ◽  
Vol 48 (11) ◽  
pp. 903-908 ◽  
Author(s):  
Hiroyasu Sato ◽  
Norihito Doki ◽  
Masaaki Yokota ◽  
Kenji Shimizu ◽  
Shingo Yano
Keyword(s):  
Aspartic Acid ◽  
Optical Resolution ◽  
Resolution Method

scholarly journals Confirmation of d-aspartic acid in the novel dipeptide β-aspartylglycine isolated from tissue extract of Aplysia kurodai

1989 ◽  
Vol 263 (2) ◽  
pp. 617-620 ◽  
Author(s):  
M Sato ◽  
T Yamaguchi ◽  
N Kanno ◽  
Y Sato
Keyword(s):  
Aspartic Acid ◽  
Body Wall ◽  
Optical Resolution ◽  
Paper Electrophoresis ◽  
Ion Exchange Chromatography ◽  
Exchange Chromatography ◽  
Optical Rotatory Dispersion ◽  
The Novel ◽  
Reactive Compound ◽  
High Concentrations

A novel o-phthalaldehyde-reactive compound was found in the h.p.l.c. chromatogram of Aplysia kurodai extract. This compound was isolated by ion-exchange chromatography and preparative high-voltage paper electrophoresis. It was shown by optical-rotatory-dispersion spectrum and optical-resolution h.p.l.c. analysis that this compound consisted of equimolar amounts of D-aspartic acid and glycine. This compound resisted cleavage in the Edman reaction. This peptide was inferred to be beta-D-aspartylglycine, and this was confirmed by synthesis. beta-D-Aspartylglycine was detected in all tissues of Aplysia kurodai, with especially high concentrations in body wall (skin and muscle) and gill.

ChemInform Abstract: New Preparative and Optical Resolution Method for β-Lactams.

ChemInform ◽  
1990 ◽  
Vol 21 (32) ◽  
Author(s):  
F. TODA ◽  
K. TANAKA ◽  
M. YAGI ◽  
Z. STEIN ◽  
I. GOLDBERG
Keyword(s):  
Optical Resolution ◽  
Resolution Method

scholarly journals Gas Antisolvent Fractionation: A New Approach for the Optical Resolution of 4-chloromandelic Acid

2019 ◽  
Vol 63 (2) ◽  
pp. 303-311
Author(s):  
Amit Zodge ◽  
Márton Kőrösi ◽  
János Madarász ◽  
Imre Miklós Szilágyi ◽  
Erzsébet Varga ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Organic Solvent ◽  
Enantiomeric Excess ◽  
Optical Resolution ◽  
Operational Parameters ◽  
X Ray Diffraction ◽  
Scanning Calorimetry ◽  
Resolution Method ◽  
New Approach ◽  
Gas Antisolvent

A new, rapid optical resolution method of 4-chloromandelic acid is presented using (R)-1-phenylethanamine as the resolving agent. Gas antisolvent fractionation was investigated as the separation method, studying the effect of pressure, temperature and carbon dioxide to organic solvent mass ratio in details. Generally, the method offers green operation using supercritical carbon dioxide as the precipitative agent, and can be less time- and organic solvent-intensive than conventional processes. By upscaling, the possibility of controlling the crystal-morphology might also be improved. At 16 MPa, 40 °C and 7.5 carbon dioxide to methanol ratio 72 % enantiomeric excess was reached in the crystalline product, along a 73 % yield. The resolution efficiency was not affected by any of the operational parameters. Enantiomeric enrichment beyond 90 % can be carried out by repeated resolution of a scalemic mixture of the acid. Solid products were investigated using differential scanning calorimetry, powder X-ray diffraction and scanning electron microscopy confirming the formation of a crystalline (R)-1-phenylethanammonium-4-chloromandelate salt.

New preparative and optical resolution method for β-lactams

1990 ◽  
pp. 1215-1216 ◽  
Author(s):  
Fumio Toda ◽  
Koichi Tanaka ◽  
Minoru Yagi ◽  
Zafra Stein ◽  
Israel Goldberg
Keyword(s):  
Optical Resolution ◽  
Resolution Method
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