Design, Synthesis and Enzymatic Inhibition of Novel Unusual Amino Acids as a Transition State Analogue of Amyloid Precursor Protein Peptide

Ghodrati, Atefe; Firoozpour, Loghman; Balalaie, Saeed; Hosseini, Faezeh Sadat; Ramezanpour, Sorour; Edraki, Najme; Mohtavinejad, Naser; Amanlou, Massoud

doi:10.1007/s10989-020-10015-9

Cited by 6 publications

(3 citation statements)

References 16 publications

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“…A strong external magnet was collected the supported magnetic nanocatalyst and repeatedly washed with DMF and ethanol and dried at 55°C for 18 h. The Fmoc group was removed by adding piperidine in DMF (25%) (14 ml) to the vessel and shaking the mixture for 30 min. Finally, the brown powder was washed with DMF and EtOH, and dried at oven 50℃ [34,36].…”

Section: Preparation Of Fe 3 O 4 @Sio 2 -Nhco-nhmentioning

confidence: 99%

“…For nanocatalyst synthesis, MnTCPP (0.7 mmol) was dissolved in 40 ml DMF. The prepared solid support (Fe 3 O 4 @SiO 2 -NHCO-NH 2 ) (1 g), TBTU (0.41 g), and DIPEA (0.3 g) were added to the mixture and stirred for 48 hours at room temperature [34,37]. The new magnetic nanocatalyst was collected by external magnet, washed with DMF and EtOH to remove unreacted reagents, and dried at 55 ℃ for 24 hours.…”

Section: Preparation Of Nano Catalyst (Fementioning

confidence: 99%

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Mn-porphyrins Anchored onto Magnetic Nanoparticles via Different Linker Length: A Comparative Study in Aerobic Oxidation of Olefins

Rayati¹,

Shokoohi²

2022

Preprint

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In this research, meso-tetrakis(4-carboxyphenyl)porphyrinatomanganese(III) acetate has been immobilized onto the modified silica-coated Fe3O4 nanoparticles with linkers with different chain lengths (short, Fe3O4@SiO2-MnTCPP (C-1), medium Fe3O4@SiO2-NH2-MnTCPP (C-2), and long length, Fe3O4@SiO2-NHCO-NH2-MnTCPP (C-3)). The catalysts were characterized by various analytical and spectroscopic methods, including FT-IR, UV-Vis, XRD, FE-SEM, TEM, TGA, and VSM. A comparative study based on the difference in chain length of the linker in the oxidation of olefins with molecular oxygen was performed. The novel linker (long-chain catalyst) was designed to improve the performance of the catalytic activity (complete conversion of the α-methyl styrene, 4-methyl styrene and 4-chloro styrene was achieved after 2 h). The new heterogenized catalyst (Fe3O4@SiO2-NHCO-NH2-MnTCPP) not only shows higher catalytic activity in the oxidation of different olefins, but also shows better reusability of the catalyst.

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Section: Preparation Of Fe 3 O 4 @Sio 2 -Nhco-nhmentioning

confidence: 99%

Section: Preparation Of Nano Catalyst (Fementioning

confidence: 99%

Mn-porphyrins Anchored onto Magnetic Nanoparticles via Different Linker Length: A Comparative Study in Aerobic Oxidation of Olefins

Rayati¹,

Shokoohi²

2022

Preprint

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“…Recently these synthons are found to be valuable in drug discovery and play critical role in design of therapeutic agents [12][13][14]. Massoud and co-workers reported structural analogue of OM00-3 containing AAAs [15]. The enduracididine [16,17] Myriocin 5 is natural product containing amino acid synthesized by Miroslava and coworkers prepared this unusual AAA derivative which is found to be useful as a antifungal agent [19].…”

Section: Figure 1 Examples Of Bioactive Amino Acid and Peptidesmentioning

confidence: 99%

Design and Synthesis of Pyrene Containing Unusual α-Amino Acid Derivatives

Kotha¹,

Gaikwad²,

Ansari³

2022

Preprint

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Deciphering the Molecular Mechanism of Inhibition of β‐Secretase (BACE1) Activity by a 2‐Amino‐imidazol‐4‐one Derivative

Kaur

Goyal

2022

ChemistrySelect

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The β‐site amyloid precursor protein‐cleaving enzyme 1 (β‐secretase, BACE1) is a prominent drug target amongst all other targets of Alzheimer's disease (AD) as it is involved in the rate‐determining step of amyloid‐β (Aβ) production. Fan et al. identified 2‐amino‐imidazol‐4‐one derivative L5 as a potent inhibitor of BACE1 (IC50=0.12 μM, logP=2.49). However, it remains unclear how L5 inhibits the BACE1 activity. In this work, atomistic molecular dynamics (MD) simulations have been carried out to explore the interaction mechanism of L5 with BACE1. The molecular docking analysis highlighted strong binding (−9.1 kcal/mol) of L5 with the active site residues of BACE1. MD simulations revealed hydrogen bonds and hydrophobic contacts of L5 with the BACE1 active pocket residues control the dynamics of the flap and assist to attain the closed (non‐active) conformation. The binding free energy analysis depicted strong interaction of L5 with BACE1 (▵Gbinding=−34.6±3.6 kcal/mol) and highlighted the significant contribution of the active pockets, aspartic dyad, and flap residues of BACE1 in the binding with L5. The free energy landscape (FEL) analysis highlighted a close flap conformation in the lowest energy conformation of BACE1‐L5 complex as compared to open flap (active) conformation in apo‐BACE1. The study reveals the interaction mechanism of L5 with BACE1, which will be helpful for the structure‐based design of potent inhibitors against BACE1.

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Design, Synthesis and Enzymatic Inhibition of Novel Unusual Amino Acids as a Transition State Analogue of Amyloid Precursor Protein Peptide

Cited by 6 publications

References 16 publications

Mn-porphyrins Anchored onto Magnetic Nanoparticles via Different Linker Length: A Comparative Study in Aerobic Oxidation of Olefins

Mn-porphyrins Anchored onto Magnetic Nanoparticles via Different Linker Length: A Comparative Study in Aerobic Oxidation of Olefins

Design and Synthesis of Pyrene Containing Unusual α-Amino Acid Derivatives

Deciphering the Molecular Mechanism of Inhibition of β‐Secretase (BACE1) Activity by a 2‐Amino‐imidazol‐4‐one Derivative

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