S 98 Synthesis of (2s,4s)-4-phenylamino-5-oxoproline derivatives [Text] / I. A. Nizova, V. P. Krasnov, G. L. Levit, M. I. Kodess // Amino Acids. - 2002. - Vol. 22, № 2. - P179-186. - Bibliogr. : p. 186 (5 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): AMIDES -- PEPTIDES -- AMINO ACIDS -- PYROGLUTAMIC ACID -- NMR SPECTROSCOPY -- PROTECTING GROUPS Аннотация: The paper describes the synthesis of (2S,4S)-4-(N-Ts)- and (2S,4S)-4-(N-Boc)-phenylamino-5-oxoprolines (pyroglutamic acid). These derivatives have been shown to be useful for synthesis of their amides and peptides in spite of steric hindrances caused by bulky groups adjacent to the reaction centre. Under the conditions applied no lactam ring opening and no loss of stereochemical integrity of any of the chiral centres were observed, which has been confirmed by NMR techniques. |
K 81 Krasnov, V. P. Synthesis and properties of 1-aminocyclopropane-1,2-dicarboxylic acid and compounds incorporating it [Electronic resource] / V. P. Krasnov, M. A. Koroleva, G. L. Levit // Russian Chemical Reviews. - 2003. - Vol. , № 4. - P343-356 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Methods for the synthesis of 1-aminocyclopropane-1,2-dicarboxylic acid derivatives including carbo- and heterocyclic compounds and peptides are analysed. Special attention is given to methods for the synthesis of individual stereoisomers of 1-aminocyclopropane-1,2-dicarboxylic acid derivatives based on the use of diastereoselective processes or enantiomerically pure starting compounds. The transformations of 1-aminocyclopropane-1,2-dicarboxylic acid derivatives which yield compounds with potential biological activities are considered |
M 78 Modification of Fe3O4 magnetic nanoparticles with a GRGD peptide / A. M. Demin, A. V. Vakhrushev, A. V. Mekhaev [и др.] // Russian chemical bulletin. - 2021. - Vol. 70, № 3. - С. 449-456 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): MAGNETIC NANOPARTICLES -- RGD PEPTIDES -- PEPTIDE SYNTHESIS Аннотация: Derivatives of RGD peptides are promising vector molecules for targeting biomolecules and nanoparticles into tumor tissues and are used for the design of diagnostic agents. The immobilization of the glutaryl-containing derivative of Gly-L-Arg(Pbf)-Gly-L-Asp(OMe)2 (GRGD) tetrapeptide on Fe3O4 magnetic nanoparticles (MNPs) was studied. The results of thermogravimetric and elemental analysis, as well as IR spectroscopy, were used to estimate the amount of organic components at each stage of modification of MNPs. |
Carborane-containing amino acids and peptides: synthesis, properties and applications / D. A. Gruzdev, G. L. Levit, V. P. Krasnov, V. N. Charushin // Coordination Chemistry Reviews. - 2021. - Vol. 433. - Ст. 213753 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
Peptide ligands on the PEGylated nanoparticle surface and human serum composition are key factors for the interaction between immune cells and nanoparticles / A. G. Pershina, A. M. Demin, N. A. Perekucha [et al.] // Colloids and Surfaces B: Biointerfaces. - 2023. - Vol. 221. - P112981 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The architecture of a nanoparticles' surface formed due to a modification with a ligand and protein corona formation in biofluids is critical for interactions with cells in vivo. Here we studied interactions of immune cells with magnetic nanoparticles (MNPs) covalently modified with polyethylene glycol (PEG) and their counterparts conjugated with peptides: a pH (low) insertion peptide (pHLIP) and cycloRGD as a targeting ligand in human serum. The conjugation of MNPs-PEG with pHLIP, but not with cycloRGD, enhanced the association of these particles with mononuclear phagocytic cells in vitro and in vivo. We did not find a clear difference in protein corona composition between the pHLIP-modified and parental PEGylated nanoparticles. Analysis of the effect of autologous human serum on MNP uptake by monocytes showed that the efficiency of endocytosis varies among healthy donors and depends on intrinsic properties of serum. Nevertheless, using classic blood, coagulation, biochemical tests, and anti-PEG IgG serum level, we failed to identify the cause of the observed interdonor variation. These individual differences should be taken into consideration during testing of nanotherapeutics. |