Statistical Molecular Design of Building Blocks for Combinatorial Chemistry

2000 ◽  
Vol 43 (7) ◽  
pp. 1320-1328 ◽  
Author(s):  
Anna Linusson ◽  
Johan Gottfries ◽  
Fredrik Lindgren ◽  
Svante Wold
Keyword(s):  
Combinatorial Chemistry ◽  
Molecular Design ◽  
Building Blocks ◽  
Statistical Molecular Design

Rational Molecular Design of Potent PLK1 PBD Domain-binding Phosphopeptides Using Preferential Amino Acid Building Blocks

2016 ◽  
Vol 13 (8) ◽  
pp. 1103-1110
Author(s):  
Xin-Li Mao ◽  
Kui-Feng Wang ◽  
Feng Zhu ◽  
Zhao-Hu Pan ◽  
Guo-Min Wu ◽  
...  
Keyword(s):  
Amino Acid ◽  
Molecular Design ◽  
Building Blocks ◽  
Rational Molecular Design

Self-assembly of trigonal building blocks into nanostructures: molecular design and biomedical applications

2020 ◽  
Vol 8 (31) ◽  
pp. 6739-6752
Author(s):  
Kaiqi Long ◽  
Yuwei Liu ◽  
Yafei Li ◽  
Weiping Wang
Keyword(s):  
Self Assembly ◽  
Biomedical Applications ◽  
Molecular Design ◽  
Structural Characteristics ◽  
Building Blocks

This review introduces trigonal building blocks and summarizes their structural characteristics, self-assembly ability and biomedical applications.

Host-guest interactions of cyclodextrins and metalloporphyrins: supramolecular building blocks toward artificial heme proteins

2004 ◽  
Vol 08 (02) ◽  
pp. 125-140 ◽  
Author(s):  
Huchen Zhou ◽  
John T. Groves
Keyword(s):  
Binding Constant ◽  
Molecular Design ◽  
Covalent Binding ◽  
Binding Constants ◽  
Building Blocks ◽  
Binding Pocket ◽  
Axial Ligand ◽  
Pyridyl Nitrogen ◽  
H Nmr ◽  
Self Assembled

Cyclodextrins are versatile building blocks for a variety of macromolecules due to the inclusion complexes that are formed with hydrophobic organic molecules. Cyclodextrin-porphyrin interactions are of particular interest since cyclodextrins can serve as a non-covalent binding pocket while metalloporphyrins could serve as the heme analogs in the construction of heme protein model compounds. Various approaches to the design and assembly of biomimetic porphyrin constructs are compared and contrasted in this minireview with a particular emphasis on self-assembled and porphyrin-cyclodextrin systems. Several recent advances from our laboratories are described in this context. A sensitive fluorescent binding probe, 6A-N-dansyl-permethylated-β-cyclodextrin (Dan-NH-TMCD), was found to form 2:1 complexes with the meso-tetraphenylporphyrins Mn(III)TCPP , Mn(III)TPPS and Mn(III)TF 4 TMAP with high binding constants. A perPEGylated cyclodextrin, heptakis(2,3,6-tri-O-2-(2-(2-methoxyethoxy)ethoxy)ethyl)-β-cyclodextrin (TPCD), has been shown by 1 H NMR spectroscopy to form a 1:1 complex with H 2 TCPP with a binding constant above 108M-1. Such a strong binding constant is the largest found for a 1:1 complex between a monomeric cyclodextrin and a guest. TPCD was also found to bind Mn(III)TCPP with a binding constant of 1.2 × 106 M -1. A novel, self-assembled hemoprotein model, hemodextrin is also described. The molecular design is based on a PEGylated cyclodextrin scaffold that bears both a heme-binding pocket and an axial ligand that binds an iron porphyrin. The binding constant for Fe (III) TPPS (iron(III) meso-tetra(4-sulfonatophenyl)porphyrin) by py-PPCD was determined to be 2 × 106 M -1. The pyridyl nitrogen of py-PPCD was shown to ligate to the iron center by observing signal changes in the Fe(II) -porphyrin 1 H NMR spectrum. This hemodextrin ensemble, a minimalist myoglobin, was shown to bind dioxygen reversibly and to form a stable ferryl species.

Preparation and Improved Stability of N-Boc-α-amino-5-acyl Meldrum′s Acids, a Versatile Class of Building Blocks for Combinatorial Chemistry.

ChemInform ◽  
2003 ◽  
Vol 34 (5) ◽  
Author(s):  
Stephen P. Raillard ◽  
Weiwei Chen ◽  
Edward Sullivan ◽  
William Bajjalieh ◽  
Ashok Bhandari ◽  
...  
Keyword(s):  
Combinatorial Chemistry ◽  
Building Blocks ◽  
Improved Stability

scholarly journals Inverse Molecular Design Techniques for Green Chemical Design in Integrated Biorefineries

Processes ◽  
2021 ◽  
Vol 9 (9) ◽  
pp. 1569
Author(s):  
Jamie W. Y. Lee ◽  
Lik Yin Ng ◽  
Viknesh Andiappan ◽  
Nishanth G. Chemmangattuvalappil ◽  
Denny K. S. Ng
Keyword(s):  
Environmental Impact ◽  
Industrial Development ◽  
Molecular Design ◽  
Green Manufacturing ◽  
Building Blocks ◽  
Green Product ◽  
Technological Advancement ◽  
Process Route ◽  
Product And Process ◽  
Minimal Environmental Impact

Over the past decades, awareness of the increase in environmental impact due to industrial development and technological advancement has gradually increased. Green manufacturing is one of the key approaches that begin to address environmental issues. With the current global attention, methodologies to incorporate green manufacturing into the design of green products through the green process route are much needed. However, it is challenging for industries to achieve this, as there is no definite definition of green. This work presents a systematic approach that provides a clear and consistent green manufacturing definition with a measurement method in terms of both product and process. With the consistent green definitions, the developed approach designs a product that satisfies green property and other product performance properties. In addition, the developed approach synthesises the production process that fulfils green manufacturing definitions and financial considerations for the designed product. A case study on the design and production of green biofuel is solved to illustrate the efficacy of the approach. Green product design is obtained by identifying molecular building blocks that fulfil the targeted properties using an inverse molecular design technique. The goal is to design a chemical product that is environmentally friendly while fulfilling customer requirements. Moreover, a superstructural mathematical optimisation approach is used to determine optimal conversion pathways that have minimal environmental impact on the production of the identified green product. The utilisation of multi-objective optimisation allows the design of product and process to strike a good balance between operational and environmental performances.

scholarly journals Contrasting Photo-Switching Rates in Azobenzene Derivatives: How the Nature of the Substituent Plays a Role

Polymers ◽  
2020 ◽  
Vol 12 (5) ◽  
pp. 1019
Author(s):  
Domenico Pirone ◽  
Nuno A. G. Bandeira ◽  
Bartosz Tylkowski ◽  
Emily Boswell ◽  
Regine Labeque ◽  
...  
Keyword(s):  
Visible Light ◽  
Smart Materials ◽  
Density Functional ◽  
Molecular Design ◽  
Visible Region ◽  
Building Blocks ◽  
Stimuli Responsive ◽  
Order Of Magnitude ◽  
Azo Derivatives ◽  
Commercial Polymers

A molecular design approach was used to create asymmetrical visible light-triggered azo-derivatives that can be good candidates for polymer functionalization. The specific electron–donor substituted molecules were characterized and studied by means of NMR analyses and UV-visible spectroscopy, comparing the results with Time Dependent Density Functional (TD-DFT) calculations. A slow rate of isomerization (ki = 1.5 × 10−4 s−1) was discovered for 4-((2-hydroxy-5methylphenyl) diazenyl)-3-methoxybenzoic acid (AZO1). By methylating this moiety, it was possible to unlock the isomerization mechanism for the second molecule, methyl 3-methoxy-4-((2-methoxy-5-methylphenyl) diazenyl)benzoate (AZO2), reaching promising isomerization rates with visible light irradiation in different solvents. It was discovered that this rate was heightened by one order of magnitude (ki = 3.1 × 10−3 s−1) for AZO2. A computational analysis using density functional (DFT/PBE0) and wavefunction (QD-NEVPT2) methodologies provided insight into the photodynamics of these systems. Both molecules require excitation to the second (S2) excited state situated in the visible region to initiate the isomerization. Two classic mechanisms were considered, namely rotation and inversion, with the former being energetically more favorable. These azo-derivatives show potential that paves the way for future applications as building blocks of functional polymers. Likewise, they could be really effective for the modification of existing commercial polymers, thus transferring their stimuli responsive properties to polymeric bulky structures, converting them into smart materials.

scholarly journals Heterocyclic Chemistry Applied to the Design of N-Acyl Homoserine Lactone Analogues as Bacterial Quorum Sensing Signals Mimics

Molecules ◽  
2021 ◽  
Vol 26 (17) ◽  
pp. 5135
Author(s):  
Qiang Zhang ◽  
Sizhe Li ◽  
Maha Hachicha ◽  
Mohamed Boukraa ◽  
Laurent Soulère ◽  
...  
Keyword(s):  
Quorum Sensing ◽  
Molecular Design ◽  
Building Blocks ◽  
Toxin Production ◽  
Homoserine Lactone ◽  
Amide Group ◽  
Side Chain ◽  
Synthetic Approach ◽  
Heterocyclic Chemistry ◽  
Gene Expressions

N-acyl homoserine lactones (AHLs) are small signaling molecules used by many Gram-negative bacteria for coordinating their behavior as a function of their population density. This process, based on the biosynthesis and the sensing of such molecular signals, and referred to as Quorum Sensing (QS), regulates various gene expressions, including growth, virulence, biofilms formation, and toxin production. Considering the role of QS in bacterial pathogenicity, its modulation appears as a possible complementary approach in antibacterial strategies. Analogues and mimics of AHLs are therefore biologically relevant targets, including several families in which heterocyclic chemistry provides a strategic contribution in the molecular design and the synthetic approach. AHLs consist of three main sections, the homoserine lactone ring, the central amide group, and the side chain, which can vary in length and level of oxygenation. The purpose of this review is to summarize the contribution of heterocyclic chemistry in the design of AHLs analogues, insisting on the way heterocyclic building blocks can serve as replacements of the lactone moiety, as a bioisostere for the amide group, or as an additional pattern appended to the side chain. A few non-AHL-related heterocyclic compounds with AHL-like QS activity are also mentioned.

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