A Method for Rigorously Selective Capture and Simultaneous Fluorescent Labeling of N-Terminal Glycine Peptides.

Although chemical methods for the selective derivatization of amino acid (AA) side chains in peptides and proteins are available, selective N-terminal labeling is challenging, especially for glycine, which has no side chain at the α-carbon position. We report here a double activation at glycine's α-methylene group that allows this AA to be differentiated from the other 19 AAs. A condensation reaction of dibenzoylmethane with glycine results in the formation of an imine, and subsequent tautomerization is followed by intramolecular cyclization, leading to the formation of a fluorescent pyrrole ring.

Chemical and linguistic considerations for encoding Chinese characters: an embodiment using chain-end degradable sequence-defined oligourethanes created by consecutive solid phase click chemistry.

Sequence-defined polymers (SDPs) are currently being investigated for use as information storage media. As the number of monomers in the SDPs increases, with a corresponding increase in mathematical base, the use of tandem-MS for sequencing becomes more challenging. In contrast, chain-end degradation routines are truly , potentially allowing very large mathematical bases for encoding.

Phenazine-Based Donor Acceptor Systems as Organic Photocatalysts for "Metal-free" C-N/C-C Cross-Coupling.

With an aim to achieve a balance between ground-state and excited-state reduction potential of donor acceptor systems for efficient C-N/C-C cross-coupling, a series of donor acceptor systems have been synthesized by varying the donor strength and connecting positions. With an increase in donor strength, systematic elevation in the ground-state reduction potential and decrease in the HOMO-LUMO gap was observed. Interestingly, all the derivatives could catalyze the C-N bond formation reaction between activated aryl halides and amines at low catalytic loading under metal-free conditions without the need of any external base upon irradiation with white LED.

Integrating CuO-Fe O Nanocomposites and Supramolecular Assemblies of Phenazine for Visible-Light Photoredox Catalysis.

A photoredox catalytic ensemble consisting of CuO-Fe O nanocomposites and oligomeric derivative of phenazine has been developed. The prepared system acts as an efficient photoredox catalyst for C-N bond formation reaction via SET mechanism under 'green' conditions (aerial environment, mixed aqueous media, recyclable), requiring less equivalents of base and amine substrate. The present study demonstrates the significant role of supramolecular assemblies as photooxidants and reductants upon irradiation and their important contribution towards the activation of the metallic centre through energy transfer and electron transfer pathways.

AIEE Active Nanoassemblies of Pyrazine Based Organic Photosensitizers as Efficient Metal-Free Supramolecular Photoredox Catalytic Systems.

Pyrazine derivatives DIPY, TETPY and CNDIPY have been designed and synthesized which form fluorescent supramolecular assemblies in mixed aqueous media due to their AIEE and ICT characteristics. Among all the derivatives, the assemblies of TETPY and CNDIPY show strong absorption in the visible region with high absorption coefficients, low HOMO-LUMO gap, and high photostability. Further, the supramolecular nanoassemblies of TETPY and CNDIPY show excellent potential to generate reactive oxygen species (ROS) under the visible light irradiation.

Metal nanoparticles embedded in AIEE active supramolecular assemblies: robust, green and reusable nanocatalysts.

In modern organic synthesis, the utilization of metal NPs for carrying out fundamental organic transformations is an area of great interest. This frontier article describes the exploitation of supramolecular assemblies of AIEE-active materials as nanoreactors, stabilizers and shape directing agents for the preparation of various types of metal NPs without using any additives, reducing agents, stabilizing agents, etc. This article further summarizes the utilization of the as-prepared supramolecular ensembles as reusable nanocatalysts for carrying out various organic transformations under mild conditions.

Exploring organic photosensitizers based on hemicyanine derivatives: a sustainable approach for preparation of amide linkages.

Hemicyanine derivatives C1-C4 have been synthesized and show strong absorption in the visible region, good water solubility, efficient intersystem crossing, a high singlet oxygen quantum yield and high ability to transport electrons from the donor to acceptor. These hemicyanine derivatives were utilized as photocatalysts in additive/base free oxidative amidation of aromatic aldehydes in mixed aqueous media under visible light irradiation at low catalytic loading. The hemicyanine derivative C4 exhibited recyclability upto four cycles and reusability upto five cycles in oxidative amidation of aromatic aldehydes.

AIEE Active Donor-Acceptor-Donor-Based Hexaphenylbenzene Probe for Recognition of Aliphatic and Aromatic Amines.

In the present investigation, an intramolecular charge transfer (ICT) and aggregation induced emission enhancement (AIEE) active donor-acceptor-donor (D-A-D) system 5 having fumaronitrile as the acceptor and hexaphenylbenzene (HPB) as the donor moieties joined through rotatable phenyl rings has been designed and synthesized that is highly emissive in the solid state and exhibits stimuli-responsive reversible piezochromic behavior upon grinding and heating. Because of its AIEE characteristics, HPB derivative 5 undergoes aggregation to form fluorescent aggregates in mixed aqueous media that exhibit ratiometric fluorescence response toward aliphatic amines (primary/secondary/tertiary) and turn-off response toward aromatic amines and hence differentiates between them. Further, the solution-coated portable paper strips of derivative 5 showed pronounced and sensitive response toward aromatic and aliphatic amines with a detection limit in the range of picogram and nanogram level, respectively.