Enantioselective Recognition of Chiral Acids by Supramolecular Interactions with Chiral AIEgens

2021 ◽  
Author(s):  
Song Xiang ◽  
Panpan Lv ◽  
Changsheng Guo ◽  
Chunxuan Qi ◽  
Jun-Cheng Yang ◽  
...  
Keyword(s):  
Amino Acids ◽  
Supramolecular Assembly ◽  
Supramolecular Interactions ◽  
Amino Groups ◽  
Enantioselective Recognition ◽  
Acidic Compounds ◽  
Optically Pure

Novel chiral AIEgens bearing optically pure amino groups were synthesized and showed excellent discrimination for a series of chiral acidic compounds and amino acids. Interestingly, after supramolecular assembly with 4-sulfocalix[4]arene,...

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.

scholarly journals The principle of formaldehyde, alcohol, and acetone titrations. With a discussion of the proof and implication of the zwitterion conception

1934 ◽  
Vol 115 (792) ◽  
pp. 121-141 ◽  
Keyword(s):  
Amino Acids ◽  
Carboxyl Groups ◽  
Recent Discussion ◽  
Amino Groups ◽  
Chemical Methods ◽  
Titration Method ◽  
Physico Chemical ◽  
Empirical Argument ◽  
Chemical Evidence

Consideration of the implications of the zwitterion hypothesis of Bjerrum (1923) makes it desirable to state afresh the principles underlying the methods commonly employed in the titration of amino-acids. Deductions of considerable theoretical importance, cf., e. g ., Calvery (1933) are still being made on the supposition that the alkalimetric formaldehyde titration method of Sørensen (1907) and the corresponding alcohol method of Foreman (1920) and of Willstätter and Waldschmidt-Leitz (1921) estimate the carboxyl groups of amino-acids whilst the acidimetric acetone titration of Linderstrøm-Lang (1928) estimates the amino-groups. Yet the zwitterion hypothesis indicates that this assumption is the reverse of the truth. Discussion is greatly facilitated by collective consideration of recent physico-chemical evidence clarifying the principles upon which these common bio-chemical methods rest. In a recent discussion of two of the titrimetric methods (Van Slyke and Kirk, 1933) the existence of this evidence is ignored, so that it becomes necessary to systematize and elaborate the empirical argument of these authors in the light of the relevant investigations of Grünhut (1919), Cray and Westrip (1925), Michaelis and Mizutani (1925), Birch and Harris (1930, b ), and Levy (1933). At the same time new and useful developments are indicated.

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: Pincer Ligands Based on α-Amino Acids. Part 3. New Ligands Based on 4-Substituted Phenols and Their Copper Complexes. Enantioselective Recognition of Tyrosine.

ChemInform ◽  
2009 ◽  
Vol 40 (38) ◽  
Author(s):  
N. E. Borisova ◽  
V. A. Knizhnikov ◽  
T. G. Gulevich ◽  
M. Yu. Seliverstov ◽  
E. A. Borisov ◽  
...  
Keyword(s):  
Amino Acids ◽  
Copper Complexes ◽  
Pincer Ligands ◽  
Substituted Phenols ◽  
Enantioselective Recognition

scholarly journals Amino acid recognition by fine tuning the association constants: tailored naphthalimides in pillar[5]arene-based indicator displacement assays

RSC Advances ◽  
2016 ◽  
Vol 6 (89) ◽  
pp. 86269-86275 ◽  
Author(s):  
Márton Bojtár ◽  
Adrien Paudics ◽  
Dóra Hessz ◽  
Miklós Kubinyi ◽  
István Bitter
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Association Constants ◽  
Fine Tuning ◽  
Supramolecular Interactions ◽  
Basic Amino Acids ◽  
Anchoring Groups ◽  
Displacement Assays ◽  
Amino Acid Recognition

Three naphthalimide derivatives were synthesized with different anchoring groups to adjust the supramolecular interactions with carboxylato-pillar[5]arene. The complexes were used as indicator displacement assays for basic amino acids and diamines.

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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