65703-47-1

Upstream product

• 141-43-5 ethanolamine 
• 10199-89-0 NBD chloride 
• 18333-73-8 4-methoxy-7-nitro-benzo[1,2,5]oxadiazole 

Downstream Products

• 1608463-44-0 C₂₀H₂₀N₄O₇ 
• 1608463-41-7 C₂₀H₂₁BN₄O₉ 
• 1608463-49-5 C₂₆H₃₁BN₄O₉ 

Relevant academic research and scientific papers

Thioamide quenching of fluorescent probes through photoinduced electron transfer: Mechanistic studies and applications

Previously we have shown that thioamides can be incorporated into proteins as minimally perturbing fluorescence-quenching probes to study protein dynamics, folding, and aggregation. Here, we show that the spontaneity of photoinduced electron transfer between a thioamide and an excited fluorophore is governed by the redox potentials of each moiety according to a Rehm-Weller-type model. We have used this model to predict thioamide quenching of various common fluorophores, and we rigorously tested more than a dozen examples. In each case, we found excellent agreement between our theoretical predictions and experimental observations. In this way, we have been able to expand the scope of fluorophores quenched by thioamides to include dyes suitable for microscopy and single-molecule studies, including fluorescein, Alexa Fluor 488, BODIPY FL, and rhodamine 6G. We describe the photochemistry of these systems and explore applications that demonstrate the utility of thioamide quenching of fluorescein to studying protein folding and proteolysis.

A membrane-spanning macrocyclic bolaamphiphile lipid mimic of archaeal lipids

The synthesis of a 72-membered macrocyclic tetraester bolaamphiphile is accomplished in six chemical steps from commercially available starting materials using copper-accelerated azide-alkyne coupling to close the macrocycle in high yield. Related diester amphiphiles and an acyclic tetraester bolaamphiphile were also prepared. The set of lipids bearing nitrophenyl phosphate head groups were incorporated into phospholipid vesicles but failed to undergo phosphate hydrolysis in basic conditions, undergoing efficient elimination in competition. The same lipid cores bearing phosphate-linked nitrobenzoxadiazole (NBD) head groups also incorporated into phospholipid vesicles and the NBD fluorescence was quenched with cobalt ions. The proportion of membrane-spanning bolaamphiphiles was determined from the ratio of cobalt quenching in the presence and in the absence of a detergent. The macrocyclic bolaamphiphile is incorporated into phospholipid vesicles such that 48 ± 4% of the NBD head groups are in the outer leaflet, consistent with a membrane-spanning orientation. The acyclic bolaamphiphile is incorporated with 75 ± 3% of the NBD head groups accessible to quencher in the absence of a detergent suggesting U-shaped incorporation in the outer leaflet of the bilayer membrane. In ring size and spanning ability, the macrocyclic bolaamphiphile mimics naturally occurring macrocyclic archaeal lipids.

FRET-Integrated Polymer Brushes for Spatially Resolved Sensing of Changes in Polymer Conformation

Polymer brush surfaces that alter their physical properties in response to chemical stimuli have the capacity to be used as new surface-based sensing materials. For such surfaces, detecting the polymer conformation is key to their sensing capabilities. He

Catalyst free hydrazone ligation for protein labeling and modification using electron-deficient benzaldehyde reagents

Bioorthogonal reactions have emerged as valuable tools for site-specific protein labeling and modification in vitro and in vivo. Hydrazone and oxime ligation has recently attracted considerable attention for wide applications in the conjugation of biomole

NBD-organic amine fluorescence probe, and preparation method and application thereof

The invention discloses an NBD-organic amine fluorescence probe, and a preparation method and an application thereof. The structure of the fluorescence probe is represented by formula (1); and in the formula (1), m is 0 or an integer in a range of 1 to 5,

Investigation of thiolysis of NBD amines for the development of H2S probes and evaluating the stability of NBD dyes

In order to evaluate the thiolysis of NBD (7-nitro-1,2,3-benzoxadiazole) amines for development of H2S probes, herein we investigated the reactivity and selectivity of a series of NBD amines for the first time. The piperazinyl- and piperidyl-ba

NOVEL ALLOSTERIC INHIBITORS OF PROTEASOME AND METHODS OF USE THEREOF

The present invention relates generally to novel allosteric regulators of proteasome activity, methods for preparation and use, and pharmaceutical compositions thereof. Specifically piperidine-2-carboxylic acid derivatives containing 1-oxo-aroyl group and

Targeting cancer cells with folic acid-iminoboronate fluorescent conjugates

Herein we present the synthesis of fluorescent 2-acetylbenzeneboronic acids that undergo B-N promoted conjugation with lysozyme and N-(2-aminoethyl) folic acid (EDA-FA), generating conjugates that are selectively recognized and internalized by cancer cell

A photoinduced electron-transfer reagent for peroxyacetic acid, 4-ethylthioacetylamino-7-phenylsulfonyl-2,1,3-benzoxadiazole, based on the method for predicting the fluorescence quantum yields

To develop new photoinduced electron-transfer (PET) reagents, we established a method for predicting the fluorescence quantum yields (Φ) of the benzofurazan compounds bearing an aliphatic substituent group having an n-electron. The PET process occurred su

NEPHROTROPIC DRUGS

Disclosed are a drug having renal selectivity and a drug carrier for specifically transporting a drug supported thereon to a kidney. A segment structure specifically recognizable in the kidney is utilized. More specifically, since a segment structure repr