ChemInform Abstract: Fluorescent Amino Acids: Modular Building Blocks for the Assembly of New Tools for Chemical Biology

ChemInform ◽  
2013 ◽  
Vol 44 (30) ◽  
pp. no-no
Author(s):  
Andrew T. Krueger ◽  
Barbara Imperiali
Keyword(s):  
Amino Acids ◽  
Chemical Biology ◽  
Building Blocks ◽  
Fluorescent Amino Acids

scholarly journals Fluorescent amino acids as versatile building blocks for chemical biology

2020 ◽  
Vol 4 (6) ◽  
pp. 275-290 ◽  
Author(s):  
Zhiming Cheng ◽  
Erkin Kuru ◽  
Amit Sachdeva ◽  
Marc Vendrell
Keyword(s):  
Amino Acids ◽  
Chemical Biology ◽  
Building Blocks ◽  
Fluorescent Amino Acids

ChemInform Abstract: Blue Fluorescent Amino Acids as in vivo Building Blocks for Proteins

ChemInform ◽  
2010 ◽  
Vol 41 (17) ◽  
Author(s):  
Lars Merkel ◽  
Michael G. Hoesl ◽  
Marcel Albrecht ◽  
Andreas Schmidt ◽  
Nediljko Budisa
Keyword(s):  
Amino Acids ◽  
Building Blocks ◽  
Fluorescent Amino Acids

Blue Fluorescent Amino Acids as In Vivo Building Blocks for Proteins

ChemBioChem ◽  
2010 ◽  
Vol 11 (3) ◽  
pp. 305-314 ◽  
Author(s):  
Lars Merkel ◽  
Michael G. Hoesl ◽  
Marcel Albrecht ◽  
Andreas Schmidt ◽  
Nediljko Budisa
Keyword(s):  
Amino Acids ◽  
Building Blocks ◽  
Fluorescent Amino Acids

scholarly journals Chiroptical activity of hydroxycarboxylic acids with implications for the origin of biological homochirality

2021 ◽  
Vol 4 (1) ◽  
Author(s):  
Jana Bocková ◽  
Nykola C. Jones ◽  
Uwe J. Meierhenrich ◽  
Søren V. Hoffmann ◽  
Cornelia Meinert
Keyword(s):  
Amino Acids ◽  
Lactic Acid ◽  
Organic Molecules ◽  
Building Blocks ◽  
Aliphatic Chain ◽  
Monocarboxylic Acids ◽  
Hydroxycarboxylic Acids ◽  
Polarised Light ◽  
Suitable Target ◽  
Anisotropy Spectra

AbstractCircularly polarised light (CPL) interacting with interstellar organic molecules might have imparted chiral bias and hence preluded prebiotic evolution of biomolecular homochirality. The l-enrichment of extra-terrestrial amino acids in meteorites, as opposed to no detectable excess in monocarboxylic acids and amines, has previously been attributed to their intrinsic interaction with stellar CPL revealed by substantial differences in their chiroptical signals. Recent analyses of meteoritic hydroxycarboxylic acids (HCAs) – potential co-building blocks of ancestral proto-peptides – indicated a chiral bias toward the l-enantiomer of lactic acid. Here we report on novel anisotropy spectra of several HCAs using a synchrotron radiation electronic circular dichroism spectrophotometer to support the re-evaluation of chiral biomarkers of extra-terrestrial origin in the context of absolute photochirogenesis. We found that irradiation by CPL which would yield l-excess in amino acids would also yield l-excess in aliphatic chain HCAs, including lactic acid and mandelic acid, in the examined conditions. Only tartaric acid would show “unnatural” d-enrichment, which makes it a suitable target compound for further assessing the relevance of the CPL scenario.

scholarly journals Synthesis, Characterization and Evaluation of Peptide Nanostructures for Biomedical Applications

Molecules ◽  
2021 ◽  
Vol 26 (15) ◽  
pp. 4587
Author(s):  
Fanny d’Orlyé ◽  
Laura Trapiella-Alfonso ◽  
Camille Lescot ◽  
Marie Pinvidic ◽  
Bich-Thuy Doan ◽  
...  
Keyword(s):  
Amino Acids ◽  
Biomedical Applications ◽  
Chemical Reactivity ◽  
Physical Stability ◽  
Chemical Properties ◽  
Building Blocks ◽  
Imaging Probes ◽  
Therapeutic Molecules

There is a challenging need for the development of new alternative nanostructures that can allow the coupling and/or encapsulation of therapeutic/diagnostic molecules while reducing their toxicity and improving their circulation and in-vivo targeting. Among the new materials using natural building blocks, peptides have attracted significant interest because of their simple structure, relative chemical and physical stability, diversity of sequences and forms, their easy functionalization with (bio)molecules and the possibility of synthesizing them in large quantities. A number of them have the ability to self-assemble into nanotubes, -spheres, -vesicles or -rods under mild conditions, which opens up new applications in biology and nanomedicine due to their intrinsic biocompatibility and biodegradability as well as their surface chemical reactivity via amino- and carboxyl groups. In order to obtain nanostructures suitable for biomedical applications, the structure, size, shape and surface chemistry of these nanoplatforms must be optimized. These properties depend directly on the nature and sequence of the amino acids that constitute them. It is therefore essential to control the order in which the amino acids are introduced during the synthesis of short peptide chains and to evaluate their in-vitro and in-vivo physico-chemical properties before testing them for biomedical applications. This review therefore focuses on the synthesis, functionalization and characterization of peptide sequences that can self-assemble to form nanostructures. The synthesis in batch or with new continuous flow and microflow techniques will be described and compared in terms of amino acids sequence, purification processes, functionalization or encapsulation of targeting ligands, imaging probes as well as therapeutic molecules. Their chemical and biological characterization will be presented to evaluate their purity, toxicity, biocompatibility and biodistribution, and some therapeutic properties in vitro and in vivo. Finally, their main applications in the biomedical field will be presented so as to highlight their importance and advantages over classical nanostructures.

Coupling of Steroid O-(Carboxymethyl)oxime Derivatives with Amino Alcohols

1996 ◽  
Vol 61 (2) ◽  
pp. 288-297 ◽  
Author(s):  
Vladimír Pouzar ◽  
Ivan Černý
Keyword(s):  
Amino Acids ◽  
Hydroxy Group ◽  
Building Blocks ◽  
Amino Alcohols ◽  
New Approach ◽  
Alternative Synthesis ◽  
Oxime Derivatives ◽  
A Chain ◽  
Derivatives Of

New approach to the preparation of steroids with connecting bridge, based on an O-carboxymethyloxime (CMO) structure, and with terminal hydroxy group, is presented. 17-CMO derivatives of 3β-acetoxy- and 3β-methoxymethoxyandrost-5-en-17-one were condensed with α,ω-amino alcohols to give derivatives with a chain of seven to nine atoms. After THP-protection, these compounds were converted to 3-keto-4-ene derivatives. An alternative synthesis consisted in transformation of 17-CMO derivatives with bonded amino acids by reduction of the terminal carboxyl. The resulting compounds were designed as building blocks for the preparation of bis-haptens for sandwich immunoassays.

Fluorescent amino acids: advances in protein-extrinsic fluorophores

2009 ◽  
Vol 7 (4) ◽  
pp. 627-634 ◽  
Author(s):  
Alan Roy Katritzky ◽  
Tamari Narindoshvili
Keyword(s):  
Amino Acids ◽  
Fluorescent Amino Acids
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