Synthesis and some biological properties of amides derived from [4-glutamic acid]deamino-1-carba-oxytocin

1979 ◽  
Vol 44 (8) ◽  
pp. 2556-2562 ◽  
Author(s):  
Michal Lebl ◽  
Anastasia Dimeli ◽  
Vera Bojanovska ◽  
Jiřina Slaninová ◽  
Tomislav Barth ◽  
...  
Keyword(s):  
Amino Acids ◽  
Glutamic Acid ◽  
Biological Properties ◽  
Derivatives Of

A number of amides of [4-glutamic acid]deamino-1-carba-oxytocin, as well as certain derivatives of amino acids, and a protected hydrazide of the above-mentioned peptide were prepared by a reaction with the amino-component, using dicyclohexylcarbodiimide and 1-hydroxybenzotriazole. The analogues were checked for uterotonic and galactogogic activity.

Novel access to (3R)- and (3S)-3-hydroxy-L-aspartic acids, (4S)-4-hydroxy- L-glutamic acid, and related amino acids

1993 ◽  
Vol 71 (9) ◽  
pp. 1401-1406 ◽  
Author(s):  
Stephen Hanessian ◽  
Benoit Vanasse
Keyword(s):  
Amino Acids ◽  
Glutamic Acid ◽  
Hydroxy Acids ◽  
Derivatives Of

Derivatives of L-aspartic and L-glutamic acids can be converted into α-hydroxy acids via oxygenation of the corresponding enolates.

scholarly journals The protective action of some amino-acids against the effect of heat on complement

1953 ◽  
Vol 51 (1) ◽  
pp. 140-144 ◽  
Author(s):  
J. Gordon
Keyword(s):  
Amino Acids ◽  
Molecular Weight ◽  
Guinea Pig ◽  
Protective Effect ◽  
Glutamic Acid ◽  
High Molecular Weight ◽  
Aspartic Acid ◽  
Protective Action ◽  
Derivatives Of ◽  
Pig Serum

1. Glycine, alanine, and several isomers of alanine, DL-glutamic acid and DL-aspartic acid, when added to fresh guinea-pig serum and allowed to stand on the bench for half an hour, will protect the complement of this serum from destruction by heating at 55 and 56° C. for half an hour, but most of the complement activity is destroyed by heating at 57° C. and it is completely destroyed at 58° C. after half an hour.2. Derivatives of glycine do not have any protective effect.3. Various substances of high molecular weight, that might be described as ‘protective colloids’ do not have any protective effect.4. How these amino-acids when added to serum alter the heat-lability of the complement is not understood.

Conformational and Biological Properties of Partial Sequences of Glucagon

1973 ◽  
Vol 51 (4) ◽  
pp. 243-248 ◽  
Author(s):  
Richard M. Epand ◽  
Vijaylaxmi Grey
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Biological Properties ◽  
In Vitro Assays ◽  
Adenyl Cyclase Activity ◽  
Amino Acid Fragment ◽  
Acid Fragment ◽  
Carboxyl Terminal ◽  
Derivatives Of

We have investigated the properties of derivatives of the 29-amino-acid polypeptide hormone, glucagon, which had varying numbers of amino acids cleaved from the carboxyl terminal portion of the molecule. These derivatives included a 27-amino-acid fragment made by cleavage of the native molecule with cyanogen bromide and a 23-amino-acid fragment made synthetically. We found both of these derivatives capable of stimulating the conversion of ATP to cyclic AMP in in vitro assays using rat liver homogenates. The concentration of these peptides, which were required to produce enhanced adenyl cyclase activity, was higher than that of glucagon, and in the case of the 1–23 derivative it was several orders of magnitude larger. The requirement for higher concentrations of peptide is expected, as removal of a large portion of the total number of amino acids will proportionately decrease the free energy of dissociation of the peptide from the membrane receptor, thus changing the equilibrium constant for binding by several orders of magnitude. Circular dichroism and ultra-centrifuge studies of these peptides, as well as a 21-amino-acid fragment made by cleavage of the native molecule with carboxypeptidase, indicated that the shorter glucagon analogues have structures similar to that of the native molecule although somewhat less ordered.

scholarly journals Synthesis of γ-Glutamyl Derivatives of Sulfur-Containing Amino Acids in a Multigram Scale via a Two-Step, One-Pot Procedure

Molbank ◽  
10.3390/m1147 ◽  
2020 ◽  
Vol 2020 (3) ◽  
pp. M1147
Author(s):  
Giovanna Speranza ◽  
Marco Rabuffetti ◽  
Nikolina Vidović ◽  
Carlo F. Morelli
Keyword(s):  
Amino Acids ◽  
Glutamic Acid ◽  
Acid Anhydride ◽  
Sulfur Amino Acids ◽  
Protecting Group ◽  
One Pot ◽  
Derivatives Of ◽  
Sulfur Containing ◽  
Nutraceutical Properties ◽  
Flavor Enhancer

γ-Glutamyl derivatives of sulfur amino acids have been prepared in multigram scale starting from readily available starting materials. The synthesis comprises two one-pot operations, both consisting of two reactions. In the first operation, N-phtaloyl-l-glutamic acid anhydride is obtained from l-glutamic acid and phtalic anhydride. In the second one, N-phtaloyl-l-glutamic acid anhydride is used to acylate amino acids and the N-phtaloyl protecting group is removed. The described approach offers a viable entry to γ-glutamyl derivatives of sulfur-containing amino acids with flavor-enhancer and nutraceutical properties.

Neuronal depressant effects of diethylester derivatives of excitatory amino acids

1977 ◽  
Vol 55 (6) ◽  
pp. 1387-1390 ◽  
Author(s):  
J. F. MacDonald ◽  
A. Nistri ◽  
A. L. Padjen
Keyword(s):  
Amino Acids ◽  
Glutamic Acid ◽  
Firing Rate ◽  
Aspartic Acid ◽  
Excitatory Amino Acids ◽  
Neuronal Firing ◽  
Field Stimulation ◽  
Spinal Interneurones ◽  
Depressant Action ◽  
Derivatives Of

The effect of iontophoretically applied kainic acid diethylester (KDEE) on the firing rate of feline spinal interneurones was investigated and compared with the action of glutamic acid diethylester (GDEE) and aspartic acid diethylester (ADEE). All these esters reversibly reduced spontaneous neuronal firing and increased spike height, KDEE being the most active of this group. KDEE decreased responses to glutamate, acetylcholine, and peripheral field stimulation, showing that its depressant action is not due to a selective antagonism of an excitatory putative transmitter.

Bio-organometallic Peptide Conjugates: Recent Advances in Their Synthesis and Prospects for Biomedical Application

2020 ◽  
Vol 24 (21) ◽  
pp. 2508-2523
Author(s):  
Johana Gómez ◽  
Diego Sierra ◽  
Constanza Cárdenas ◽  
Fanny Guzmán
Keyword(s):  
Amino Acids ◽  
Biomedical Application ◽  
Structural Diversity ◽  
Biological Properties ◽  
Therapeutic Agents ◽  
Organometallic Complexes ◽  
Chemical Behavior ◽  
Metal Compounds ◽  
Bioorganometallic Chemistry ◽  
Pharmacological Control

One area of organometallic chemistry that has attracted great interest in recent years is the syntheses, characterization and study of organometallic complexes conjugated to biomolecules with different steric and electronic properties as potential therapeutic agents against cancer and malaria, as antibiotics and as radiopharmaceuticals. This minireview focuses on the unique structural diversity that has recently been discovered in α- amino acids and the reactions of metallocene complexes with peptides having different chemical behavior and potential medical applications. Replacing α-amino acids with metallocene fragments is an effective way of selectively influencing the physicochemical, structural, electrochemical and biological properties of the peptides. Consequently, research in the field of bioorganometallic chemistry offers the opportunity to develop bioactive metal compounds as an innovative and promising approach in the search for pharmacological control of different diseases.

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