Enantioselective synthesis of hydroxy-substituted ?-methyl-?-amino acids using Al and Mn derivatives of cyclo-(L-Ala-L-AIa) bis-Iactim ethers

1993 ◽  
Vol 42 (3) ◽  
pp. 557-563
Author(s):  
G. A. Tolstikov ◽  
I. V. Kresteleva ◽  
A. Yu. Spivak ◽  
A. A. Fatykhov ◽  
V. R. Sultanmuratova
Tetrahedron ◽  
2001 ◽  
Vol 57 (30) ◽  
pp. 6487-6496 ◽  
Author(s):  
Vı́ctor Manuel Gutiérrez-Garcı́a ◽  
Heraclio López-Ruiz ◽  
Gloria Reyes-Rangel ◽  
Eusebio Juaristi

ChemInform ◽  
2010 ◽  
Vol 32 (45) ◽  
pp. no-no
Author(s):  
Victor Manuel Gutierrez-Garcia ◽  
Heraclio Lopez-Ruiz ◽  
Gloria Reyes-Rangel ◽  
Eusebio Juaristi

ChemInform ◽  
2010 ◽  
Vol 25 (20) ◽  
pp. no-no
Author(s):  
G. A. TOLSTIKOV ◽  
I. V. KRESTELEVA ◽  
A. YU. SPIVAK ◽  
A. A. FATYKHOV ◽  
V. R. SULTANMURATOVA

2021 ◽  
Author(s):  
Eryn Nelson ◽  
Jeffrey S. S. K. Formen ◽  
Christian Wolf

The widespread occurrence and significance of chiral compounds does not only require new methods for their enantioselective synthesis but also efficient tools that allow rapid determination of the absolute configuration,...


Author(s):  
Shan Wang ◽  
Hai Deng

Abstract The introduction of β-hydroxy-α-amino acids (βHAAs) into organic molecules has received considerable attention as these molecules have often found widespread applications in bioorganic chemistry, medicinal chemistry and biomaterial science. Despite innovation of asymmetric synthesis of βHAAs, stereoselective synthesis to control the two chiral centres at Cα and Cβ positions is still challenging, with poor atomic economy and multi protection and deprotection steps. These syntheses are often operated under harsh conditions. Therefore, a biotransformation approach using biocatalysts is needed to selectively introduce these two chiral centres into structurally diverse molecules. Yet, there are few ways that enable one-step synthesis of βHAAs. One is to extend the substrate scope of the existing enzyme inventory. Threonine aldolases have been explored to produce βHAAs. However, the enzymes have poor controlled installation at Cβ position, often resulting in a mixture of diastereoisomers which are difficult to be separated. In this respect, l-threonine transaldolases (LTTAs) offer an excellent potential as the enzymes often provide controlled stereochemistry at Cα and Cβ positions. Another is to mine LTTA homologues and engineer the enzymes using directed evolution with the aim of finding engineered biocatalysts to accept broad substrates with enhanced conversion and stereoselectivity. Here, we review the development of LTTAs that incorporate various aldehyde acceptors to generate structurally diverse βHAAs and highlight areas for future developments. Key points • The general mechanism of the transaldolation reaction catalysed by LTTAs • Recent advances in LTTAs from different biosynthetic pathways • Applications of LTTAs as biocatalysts for production of βHAAs


1998 ◽  
Vol 5 (4) ◽  
pp. 259-262 ◽  
Author(s):  
Chrysostomos Pachatouridis ◽  
Elias A. Couladouros ◽  
Vassilios P. Papageorgiou ◽  
Maria Liakopoulou-Kyriakides
Keyword(s):  

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