scholarly journals Synthesis of Derivatives of closo-Dodecaborate Anion Based on Amino Acid Esters

2021 ◽  
Vol 66 (11) ◽  
pp. 1616-1620
Author(s):  
A. V. Burdenkova ◽  
A. P. Zhdanov ◽  
I. N. Klyukin ◽  
N. A. Selivanov ◽  
A. Yu. Bykov ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Amino Acids ◽  
Amino Acid ◽  
Nmr Spectroscopy ◽  
Amino Acid Esters ◽  
Substitution Reactions ◽  
Multinuclear Nmr Spectroscopy ◽  
Esi Mass Spectrometry ◽  
Derivatives Of ◽  
Acid Esters

Abstract This work proposes a new method for the synthesis of N-borylated amino acids based on nucleophilic substitution reactions in the [B12H11IPh]– anion. Esters of glycine and L-phenylalanine were used as nucleophiles. The structure of the products has been determined by multinuclear NMR spectroscopy, IR spectroscopy, and ESI mass spectrometry.

scholarly journals Molecular recognition of isomeric protonated amino acid esters monitored by ESI-mass spectrometry

2014 ◽  
Vol 10 ◽  
pp. 825-831 ◽  
Author(s):  
Andrea Liesenfeld ◽  
Arne Lützen
Keyword(s):  
Mass Spectrometry ◽  
Amino Acid ◽  
Isotope Effects ◽  
Amino Acid Esters ◽  
Guest Molecules ◽  
Protonated Amino Acid ◽  
Host Guest Complex ◽  
Binding Event ◽  
Esi Mass Spectrometry ◽  
Acid Esters

Two new 9,9’-spirobifluorene-derived crown ethers were prepared and used to recognise constitutionally isomeric amino acid derivatives. The performance of the receptors was evaluated by ESI-mass spectrometry using the isomer labelled guest method (ILGM). This method revealed the preferred binding of L-norleucine and L-leucine compared to L-isoleucine for both receptors. Furthermore, non-covalent isotope effects demonstrate the relevance of dispersive interactions for the overall binding event. These effects also provide hints for the relative spatial orientation of the guest molecules within the host–guest complex, and thereby prove the importance of the spirobifluorene moiety for the observed binding of the protonated amino acid esters.

scholarly journals New Method for Synthesis of Substituted N-Borylated Dipeptides Based on Acetonitrile Derivative of the closo-Dodecaborate Anion

2021 ◽  
Vol 66 (9) ◽  
pp. 1390-1395
Author(s):  
A. V. Nelyubin ◽  
N. A. Selivanov ◽  
I. N. Klyukin ◽  
A. Yu. Bykov ◽  
A. P. Zhdanov ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Amino Acid ◽  
Nmr Spectroscopy ◽  
Absorption Spectroscopy ◽  
Nucleophilic Addition ◽  
New Method ◽  
Amino Acid Derivatives ◽  
Ir Absorption ◽  
Multinuclear Nmr Spectroscopy ◽  
Esi Mass Spectrometry

Abstract A new multistage synthesis of the N-borylated dipeptide B12-PheGlyOH has been proposed. The approach is based on the reaction of nucleophilic addition of amino acid derivatives to the [B12H11NCCH3]– anion. The products of each stage have been characterized by multinuclear NMR spectroscopy, IR absorption spectroscopy, and ESI mass spectrometry.

scholarly journals The application of ketimine derivatives of amino acids to peptide synthesis

1976 ◽  
Vol 29 (7) ◽  
pp. 1591 ◽  
Author(s):  
AP Hope ◽  
B Halpern
Keyword(s):  
Amino Acids ◽  
Acetic Acid ◽  
Amino Acid ◽  
Biologically Active ◽  
Amino Acid Esters ◽  
Protecting Group ◽  
Active Peptides ◽  
Biologically Active Peptides ◽  
Derivatives Of ◽  
Acid Esters

N-(2-Hydroxyarylmethy1ene)amino acids have been coupled with amino acid esters to form sterically pure N-protected dipeptide esters. The protecting group can be removed by means of 80% acetic acid under conditions which leaves the t-butyloxycarbonyl protecting group intact. Biologically active peptides which are C-terminal partial sequences of substance P were prepared and were shown to have the expected vasodilator, spasmogenic and venoconstrictor properties.

ChemInform Abstract: A SYNTHESIS OF N-PHTHALOYL AMINO ACIDS AND AMINO ACID ESTERS UNDER MILD CONDITIONS

1973 ◽  
Vol 4 (40) ◽  
pp. no-no
Author(s):  
D. A. HOOGWATER ◽  
D. N. REINHOUDT ◽  
T. S. LIE ◽  
J. J. GUNNEWEG ◽  
H. C. BEYERMAN
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Amino Acid Esters ◽  
Mild Conditions ◽  
Acid Esters

Nickel-catalyzed carbodifunctionalization of N-vinylamides enables access to γ-amino acids

2020 ◽  
Vol 56 (17) ◽  
pp. 2642-2645 ◽  
Author(s):  
Zhi-Fang Yang ◽  
Chang Xu ◽  
Xing Zheng ◽  
Xingang Zhang
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Tandem Reaction ◽  
Amino Acid Esters ◽  
Arylboronic Acids ◽  
Acid Esters

A nickel-catalyzed tandem reaction of N-vinylamides with arylboronic acids and bromodifluoroacetate has been developed. The reaction efficiently furnishes a series of protected α,α-difluoro-γ-amino acid esters.

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