scholarly journals Peptide derivatives of some physiologically active substances

2019 ◽  
Vol 487 (1) ◽  
pp. 41-44
Author(s):  
V. P. Shevchenko ◽  
L. A. Andreeva ◽  
I. Yu. Nagaev ◽  
N. F. Myasoedov
Keyword(s):  
Mass Spectrometry ◽  
Aqueous Solution ◽  
Hydrogen Isotopes ◽  
Side Reactions ◽  
Amino Groups ◽  
Universal Approach ◽  
Physiologically Active Substances ◽  
Peptide Derivatives ◽  
Derivatives Of ◽  
Active Substances

The synthesis of Boc-Gly-Pro-Dox, Boc-Gly-Pro-DOPA, Boc-Gly-Pro-Srt and their deuterated analogs was carried out. It was shown that these condensations proceed with side reactions, which could be minimized by optimizing the conditions for the synthesis. The most universal approach to the synthesis of Boc-Gly-Pro-Dox, Boc-Gly-Pro-DOPA, Boc-Gly-Pro-Srt and their deuterated analogs is condensation of Boc-Gly-Pro or Boc-Gly-[2H]Pro with amino groups of dopamine, serotonin and doxorubicin. It was found that for the introduction of hydrogen isotopes in ΔPro, it is advisable to hydrogenate its aqueous solution, followed by condensation of the reduced proline with Boc-GlyOSu. Mass spectrometry was used to determine the content of isotopomers in deuterated products.

Peptide Derivatives of Some Physiologically Active Substances

2019 ◽  
Vol 487 (1) ◽  
pp. 173-176
Author(s):  
V. P. Shevchenko ◽  
L. A. Andreeva ◽  
I. Yu. Nagaev ◽  
N. F. Myasoedov
Keyword(s):  
Physiologically Active Substances ◽  
Peptide Derivatives ◽  
Derivatives Of ◽  
Active Substances

scholarly journals Molecular-Dynamics Simulations of C- and N-Terminal Peptide Derivatives of GCN4-p1 in Aqueous Solution

2005 ◽  
Vol 2 (8) ◽  
pp. 1086-1104 ◽  
Author(s):  
John H. Missimer ◽  
Michel O. Steinmetz ◽  
Wolfgang Jahnke ◽  
Fritz K. Winkler ◽  
Wilfred F. van Gunsteren ◽  
...  
Keyword(s):  
Molecular Dynamics ◽  
Aqueous Solution ◽  
Molecular Dynamics Simulations ◽  
Peptide Derivatives ◽  
C And N ◽  
Dynamics Simulations ◽  
Derivatives Of

scholarly journals Radiolytic Oxidation of Peptide Derivatives of Glycine in Aqueous Solution

1972 ◽  
Vol 50 (1) ◽  
pp. 48 ◽  
Author(s):  
Hashim A. Makada ◽  
Warren M. Garrison
Keyword(s):  
Aqueous Solution ◽  
Peptide Derivatives ◽  
Radiolytic Oxidation ◽  
Derivatives Of

scholarly journals The separation and sequencing of permethylated peptides by mass spectrometry directly coupled to gas-liquid chromatography

1976 ◽  
Vol 157 (3) ◽  
pp. 777-780 ◽  
Author(s):  
J D Priddle ◽  
K Rose ◽  
R E Offord
Keyword(s):  
Mass Spectrometry ◽  
Molecular Weight ◽  
Chemical Ionization ◽  
Chromatographic Retention ◽  
Gas Liquid Chromatography ◽  
Retention Data ◽  
Primary Sequence ◽  
Peptide Derivatives ◽  
Derivatives Of

The use of g.l.c. coupled to mass spectrometry to separate and sequence permethylated acetyl- and trifluoroacetyl-peptides in a single operation is described. Both electron impact and chemical ionization were used to induce fragmentation, and the latter was found to be more sensitive. Chromatographic retention data are presented which suggest that peptide derivatives of molecular weight of at least 750 are accessible to the technique. The application of our methods to the determination of the primary sequence of proteins is discussed.

Selective Derivatization of Calix[4]arenes via Amino Groups Attached to the Wide Rim

2004 ◽  
Vol 69 (5) ◽  
pp. 1009-1026 ◽  
Author(s):  
Anca Bogdan ◽  
Myroslav O. Vysotsky ◽  
Volker Böhmer
Keyword(s):  
Side Reactions ◽  
Amino Groups ◽  
New Strategy ◽  
Derivatives Of ◽  
Acyl Derivatives

A new strategy is proposed for the synthesis of tetraether derivatives of calix[4]arenes bearing at the wide rim nitro and phthalimido groups in well defined positions. Since both groups are precursors of amino functions, calix[4]arenes substituted by different N-acylamino residues are easily available in four steps. The essential steps during the synthesis of the precursor consist in the protection of amino groups by the formation of their phthalimides followed by ipso-nitration of the remaining tert-butylphenol ether units. This nitration occurs without side reactions at the phthalimido substituted units, in contrast to simple N-acyl derivatives.

scholarly journals Streptomycin Hydrazone Derivatives: Synthesis and Molecular Recognition in Aqueous Solution

2014 ◽  
Vol 9 (10) ◽  
pp. 1934578X1400901
Author(s):  
Juan P. Fuentes-Martínez ◽  
Diana Gutiérrez-Rodríguez ◽  
Edgar Rogel García ◽  
Karla I. Rivera-Márquez ◽  
Felipe Medrano ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Aqueous Solution ◽  
Adenine Nucleotides ◽  
Antibiotic Activity ◽  
Dominant Factor ◽  
H Nmr ◽  
Derivatives Of ◽  
Multiple Interactions ◽  
Nmr Titrations ◽  
C Nmr

Five hydrazone derivatives of streptomycin were synthetized (D0h, D1ph, D2bt, D3dctf, D4ag) and characterized by IR, 1H and 13C NMR spectroscopy, mass spectrometry and elemental analysis. Protonation constants were determined by potentiometry for all derivatives. D1ph and D2bt derivatives were investigated as receptors of dicarboxylates and adenine nucleotides in aqueous solution by potentiometric and 1H NMR titrations. D1ph and D2bt derivatives have the highest affinity with AMP and ATP, respectively, which shows that electrostatic forces are not always the dominant factor in binding of streptomycin derivatives with nucleotides, but the conformational fit between them. Calculated structures at the DFT level of the D1ph derivative bonded with either AMP or ADP showed that the complexes are stabilized by the formation of multiple interactions with the receptors. The antibiotic activity of the derivatives was explored and compared with native streptomycin.

Aldehyde gold clusters for molecular labeling

1995 ◽  
Vol 53 ◽  
pp. 858-859
Author(s):  
James F. Hainfeld ◽  
Frederic R. Furuya
Keyword(s):  
Covalent Bond ◽  
Aldehyde Group ◽  
Gold Clusters ◽  
Side Reactions ◽  
Amino Groups ◽  
Sodium Cyanoborohydride ◽  
Schiff’S Base ◽  
Protein Molecules ◽  
Hydroxysuccinimide Esters ◽  
Primary Amino

Glutaraldehyde is a useful tissue and molecular fixing reagents. The aldehyde moiety reacts mainly with primary amino groups to form a Schiff's base, which is reversible but reasonably stable at pH 7; a stable covalent bond may be formed by reduction with, e.g., sodium cyanoborohydride (Fig. 1). The bifunctional glutaraldehyde, (CHO-(CH2)3-CHO), successfully stabilizes protein molecules due to generally plentiful amines on their surface; bovine serum albumin has 60; 59 lysines + 1 α-amino. With some enzymes, catalytic activity after fixing is preserved; with respect to antigens, glutaraldehyde treatment can compromise their recognition by antibodies in some cases. Complicating the chemistry somewhat are the reported side reactions, where glutaraldehyde reacts with other amino acid side chains, cysteine, histidine, and tyrosine. It has also been reported that glutaraldehyde can polymerize in aqueous solution. Newer crosslinkers have been found that are more specific for the amino group, such as the N-hydroxysuccinimide esters, and are commonly preferred for forming conjugates. However, most of these linkers hydrolyze in solution, so that the activity is lost over several hours, whereas the aldehyde group is stable in solution, and may have an advantage of overall efficiency.

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