13798-75-9Relevant articles and documents
SYNTHESIS OF AMINO ACID BONDED SILICA GEL VIA ACTIVE ESTER WITH N-HYDROXYSUCCINIMIDE
Watanabe, Noriyuki
, p. 1331 - 1332 (1981)
The surface of silica gel was chemically modified by amino acid via active ester with N-hydroxysuccinimide.The formations of insoluble by-product and fine particle coming from silica gel, which occur in DCC method were avoided.The amounts of amino acid coupling to silica gel were about twice larger than that by DCC method.
DIPEPTIDE MIMETICS OF NGF AND BDNF NEUROTROPHINS
-
, (2019/04/16)
The invention relates to compounds having either agonist or antagonist activities for the neurotrophins NGF and BDNF and represented by monomeric or dimeric substituted dipeptides that are analogs of the exposed portions of loop 1 or loop 4 regions of these neurotrophins near or at a beta-turn of the respective loop. N-acylated substituents of these dipeptides are biostereoisomers of the amino acid residues preceding these dipeptide sequences in the neurotrophin primary structure. The dimeric structure is produced advantageously by using hexatnethylenediaanine to which dipeptides are attached via their carboxyl groups. The claimed compounds displayed neuroprotective and differentiation-inducing activities in cellular models and enhanced the amount of phosphorylated tyrosine kinase A and the heat shock proteins Hsp32 and Hsp70 in the concentration range of 10 -9 to 10 -5 M. They also displayed neuroprotective, anti-parkinsonian, anti-stroke, anti-ischemic, anti-depressant and anti-amnestic activities in animal models and were active in experimental models of Alzheimer's disease. These in vivo effects of the claimed compounds are displayed in the dose range of 0.01 to 10 mg/kg when administered intraperitoneally.
Thermodynamic and Structural Investigation of Synthetic Actinide-Peptide Scaffolds
Safi, Samir,Jeanson, Aurélie,Roques, Jérome,Solari, Pier Lorenzo,Charnay-Pouget, Florence,Den Auwer, Christophe,Creff, Ga?lle,Aitken, David J.,Simoni, Eric
supporting information, p. 877 - 886 (2016/02/03)
The complexation of uranium and europium, in oxidation states +VI and +III, respectively, was investigated with pertinent bio-inorganic systems. Three aspartate-rich pentapeptides with different structural properties were selected for study to rationalize the structure-affinity relationships. Thermodynamic results, crosschecked by both isothermal titration calorimetry and time-resolved laser fluorescence spectroscopy, showed different affinity depending on the peptide for both Eu(III) and U(VI). The thermodynamic aspects were correlated to structural predictions, which were acquired by density functional theory quantum chemical calculations and from IR and extended X-ray absorption fine structure experiments. The combination of these microscopic properties revealed that carbonyl-metal interactions affected the entropy in the case of europium, while the larger uranyl cation was mostly affected by preorganization and steric effects, so that the affinity was enhanced through enthalpy. The approach described here revealed various microscopic aspects governing peptide actinide affinity. Highlighting these mechanisms should certainly contribute to the rational synthesis of higher affinity biomimetic aspartic ligands.
Solid phase synthesis of peptide hydroxamic acids on poly(ethylene glycol)-based support
Cal, Marta,Jaremko, Mariusz,Jaremko, Lukasz,Stefanowicz, Piotr
, p. 9 - 15 (2013/02/25)
A novel resin designed for solid-phase synthesis of peptide hydroxamic acids (PHA) combining the trityl linker with poly(ethylene glycol)-based support, ChemMatrix type, is described. The synthesis of PHA can be performed according to a standard protocol,
Synthesis and biological evaluation of boron peptide analogues of Belactosin C as proteasome inhibitors
Nakamura, Hiroyuki,Watanabe, Mizuyoshi,Ban, Hyun Seung,Nabeyama, Wataru,Asai, Akira
scheme or table, p. 3220 - 3224 (2010/04/05)
A series of boron peptides 11, 13, 15 and 17 were designed and synthesized as proteasome inhibitors based on the structure of Belactosin C. Matteson homologation was a key step in the synthesis of the boron peptides. Compounds 11a and 13 showed significant inhibition of 20S proteasome chymotrypsin-like (β5) activity (IC50 = 0.28 and 0.51 μM, respectively). Furthermore, like PS-341, compound 11a increased the G2/M cell distribution. A biparametric cytofluorimetric analysis with FITC-labeled annexin V and propidium iodide showed induction of apoptosis by compound 11a at >1 μM concentrations of compound.
Studies on inhibition of enzymatic arginyltransfer reaction
Takao, Koichi,Igarashi, Toshihisa,Ogiso, Hironao,Ugata, Kazuya,Shirahata, Akira,Samejima, Keijiro
, p. 1169 - 1172 (2007/10/03)
Synthetic polyamines and various derivatives of aspartic acid and glutamic acid were examined in vitro for their inhibitory activity on arginyl-tRNA-protein transferase. All the polyamines tested showed non- specific activation or inhibition at 0.1 or 10
Tc-99m-labeled fibrinogen receptor antagonists: Design and synthesis of cyclic RGD peptides for the detection of thrombi
Harris, Thomas D.,Rajopadhye, Milind,Damphousse, Paul R.,Glowacka, Danuta,Yu, Karmine,Bourque, Jeffrey P.,Barrett, John A.,Damphousse, David J.,Heminway, Stuart J.,Lazewatsky, Joel,Mazaika, Theresa,Carroll, Timothy R.
, p. 1741 - 1746 (2007/10/03)
Tc-99m labeled derivatives of N-Me-Arg-Gly-Asp containing cyclic peptide GP IIb/IIIa receptor antagonists are potential radiopharmaceuticals for the diagnosis of thrombosis. The design and synthesis of these peptides are described. These compounds are incorporated in rapidly growing thrombi under both arterial and venous conditions in canine models. Thrombi are clearly visible in images acquired at 50 min.
Synthesis of sialyl Lewis X mimetics: Use of O-α-fucosyl-(1R, 2R)-2-aminocyclohexanol as core structure
Wang, Ruo,Wong, Chi-Huey
, p. 5427 - 5430 (2007/10/03)
Six glycopeptides containing O-α-fucosyl-(1R, 2R)-2-aminocyclohexanol were designed and prepared as sialyl Lewis X mimetics. Compounds 2 and 6 showed better binding affinities than SLe(X) (IC50 = 0.5 mM) to E-selectin with IC50 values of 0.4 and 0.2 mM respectively.
Macromolecular self-assembly of diketopiperazine tetrapeptides
Bergeron, Raymond J.,Phanstiel IV, Otto,Yao, Guo Wei,Milstein, Sam,Weimar, William R.
, p. 8479 - 8484 (2007/10/02)
Basic solutions of tetrapeptides derived from L-aspartic acid diketopiperazines are shown to form microcapsules when acidified to pH 2.4. An initial structure-activity study clearly demonstrates that a very delicate balance exists between the tetrapeptide
New compounds: Peptide derivatives of the antitumor agent N-phosphonoacetyl-L-aspartic acid
Gigot,Penninckx
, p. 275 - 277 (2007/10/02)
Two peptide forms of the antitumor transition state analogue N-phosphonoacetyl-L-aspartic acid (N2-phosphonoacetyl-N4-glycylglycinamidoethyl-L-asparagine and N1-glycylglycinamidoethyl-N2-phosphonoacetyl-L-isoasparagine) have been synthesized to obtain potential medicinal agents useful as prodrugs or in a lysosomotropic carrier approach. The bridging unit, ethylenediamine, used for synthetic purposes might be of general interest.
