Ti-Catalyzed Enantioselective Addition of Cyanide to Imines. A Practical Synthesis of Optically Pure α-Amino Acids

1999 ◽  
Vol 121 (17) ◽  
pp. 4284-4285 ◽  
Author(s):  
Clinton A. Krueger ◽  
Kevin W. Kuntz ◽  
Carolyn D. Dzierba ◽  
Wolfgang G. Wirschun ◽  
John D. Gleason ◽  
...  
Keyword(s):  
Amino Acids ◽  
Practical Synthesis ◽  
Enantioselective Addition ◽  
Optically Pure

ChemInform Abstract: Ti-Catalyzed Enantioselective Addition of Cyanide to Imines. A Practical Synthesis of Optically Pure α-Amino Acids.

ChemInform ◽  
2010 ◽  
Vol 30 (36) ◽  
pp. no-no
Author(s):  
Clinton A. Krueger ◽  
Kevin W. Kuntz ◽  
Carolyn D. Dzierba ◽  
Wolfgang G. Wirschun ◽  
John D. Gleason ◽  
...  
Keyword(s):  
Amino Acids ◽  
Practical Synthesis ◽  
Enantioselective Addition ◽  
Optically Pure

Practical Synthesis of Optically Pure Methyl (2R,3S)-2,3-Epoxybutanoate via Microbial Asymmetric Reduction of α-Chloroacetoacetate

Synthesis ◽  
1993 ◽  
Vol 1993 (05) ◽  
pp. 513-516 ◽  
Author(s):  
Hiroyuki Akita ◽  
Reiko Todoroki ◽  
Hiroshi Endo ◽  
Yoshinobu Ikari ◽  
Takeshi Oishi
Keyword(s):  
Asymmetric Reduction ◽  
Practical Synthesis ◽  
Optically Pure

scholarly journals ω-Amino Acid:Pyruvate Transaminase from Alcaligenes denitrificans Y2k-2: a New Catalyst for Kinetic Resolution of β-Amino Acids and Amines

2004 ◽  
Vol 70 (4) ◽  
pp. 2529-2534 ◽  
Author(s):  
Hyungdon Yun ◽  
Seongyop Lim ◽  
Byung-Kwan Cho ◽  
Byung-Gee Kim
Keyword(s):  
Amino Acids ◽  
Kinetic Resolution ◽  
Specific Activity ◽  
Expression System ◽  
Enantiomeric Excess ◽  
Selective Enrichment ◽  
Alcaligenes Denitrificans ◽  
Keto Acids ◽  
Optically Pure ◽  
High Stereoselectivity

ABSTRACT Alcaligenes denitrificans Y2k-2 was obtained by selective enrichment followed by screening from soil samples, which showed ω-amino acid:pyruvate transaminase activity, to kinetically resolve aliphatic β-amino acid, and the corresponding structural gene (aptA) was cloned. The gene was functionally expressed in Escherichia coli BL21 by using an isopropyl-β-d-thiogalactopyranoside (IPTG)-inducible pET expression system (9.6 U/mg), and the recombinant AptA was purified to show a specific activity of 77.2 U/mg for l-β-amino-n-butyric acid (l-β-ABA). The enzyme converts various β-amino acids and amines to the corresponding β-keto acids and ketones by using pyruvate as an amine acceptor. The apparent Km and V max for l-β-ABA were 56 mM and 500 U/mg, respectively, in the presence of 10 mM pyruvate. In the presence of 10 mM l-β-ABA, the apparent Km and V max for pyruvate were 11 mM and 370 U/mg, respectively. The enzyme exhibits high stereoselectivity (E > 80) in the kinetic resolution of 50 mM d,l-β-ABA, producing optically pure d-β-ABA (99% enantiomeric excess) with 53% conversion.

Convenient Synthesis of Optically Pure α-Mono and α,α-Disubstituted β-Amino Acids.

ChemInform ◽  
2003 ◽  
Vol 34 (35) ◽  
Author(s):  
Hyun Soo Lee ◽  
Jung Dae Park ◽  
Dong H. Kim
Keyword(s):  
Amino Acids ◽  
Convenient Synthesis ◽  
Optically Pure
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