scholarly journals Catabolism of Arylboronic Acids by Arthrobacter nicotinovorans Strain PBA

2003 ◽  
Vol 69 (7) ◽  
pp. 4263-4267 ◽  
Author(s):  
Ana C. Negrete-Raymond ◽  
Barbara Weder ◽  
Lawrence P. Wackett
Keyword(s):  
Carbon Atom ◽  
Oxygen Atom ◽  
Boronic Acid ◽  
Phenylboronic Acid ◽  
Boronic Acids ◽  
Ring Carbon ◽  
Arylboronic Acids ◽  
Arthrobacter Nicotinovorans ◽  
Ring Carbon Atom

ABSTRACT Arthrobacter sp. strain PBA metabolized phenylboronic acid to phenol. The oxygen atom in phenol was shown to be derived from the atmosphere using 18O2. 1-Naphthalene-, 2-naphthalene-, 3-cyanophenyl-, 2,5-fluorophenyl-, and 3-thiophene-boronic acids were also transformed to monooxygenated products. The oxygen atom in the product was bonded to the ring carbon atom originally bearing the boronic acid substituent with all the substrates tested.

A Stable Iridabenzene Formed from an Iridacyclopentadiene Where the Additional Ring-Carbon Atom Is Derived from a Thiocarbonyl Ligand

2008 ◽  
Vol 27 (3) ◽  
pp. 451-454 ◽  
Author(s):  
George R. Clark ◽  
Paul M. Johns ◽  
Warren R. Roper ◽  
L. James Wright
Keyword(s):  
Carbon Atom ◽  
Ring Carbon ◽  
Ring Carbon Atom

NUCLEAR MAGNETIC RESONANCE STUDIES OF THE PROTONATION OF WEAK BASES IN FLUOROSULPHURIC ACID: III. METHYLBENZENES AND ANISOLE

1964 ◽  
Vol 42 (3) ◽  
pp. 502-513 ◽  
Author(s):  
T. Birchall ◽  
R. J. Gillespie
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Carbon Atom ◽  
Proton Magnetic Resonance ◽  
Exchange Process ◽  
Proton Exchange ◽  
Magnetic Resonance Studies ◽  
Ring Carbon ◽  
Weak Bases ◽  
Ring Carbon Atom

The proton magnetic resonance spectra of solutions of mesitylene, durene, pentamethylbenzene, hexamethylbenzene, m- and p-xylenes, and anisole have been studied in fluorosulphuric acid and protonation on the ring carbon atom established. Rates of proton exchange have been measured and activation energies calculated for the proton exchange process. Intermolecular exchange with the solvent is suggested as the most probable exchange process in all cases.

scholarly journals Structural Requirements of 1-(2-Pyridinyl)-5-pyrazolones for Disproportionation of Boronic Acids

Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 6814
Author(s):  
Joungmo Cho ◽  
Venkata Subbaiah Sadu ◽  
Yohan Han ◽  
Yunsoo Bae ◽  
Hwajeong Lee ◽  
...  
Keyword(s):  
Boronic Acid ◽  
Boronic Acids ◽  
Bidentate Ligand ◽  
Arylboronic Acid ◽  
Structural Requirements ◽  
Arylboronic Acids ◽  
Pyrazolone Derivatives ◽  
Unusual Formation

We observed an unusual formation of four-coordinate boron(III) complexes from the reaction of 1-(2-pyridinyl)-5-pyrazolone derivatives with arylboronic acids in the basic media. The exact mechanism is not clear; however, the use of unprotected boronic acid and the presence of a bidentate ligand appeared to be the key structural requirements for the transformation. The results suggest that base-promoted disproportionation of arylboronic acid with the assistance of the [N,O]-bidentate ligation of 1-(2-pyridinyl)-5-pyrazolone should take place and facilitate the formation of pyrazole diarylborinate. Experiments to obtain a deeper understanding of its mechanism are currently underway.

scholarly journals Selective Chemical Modification of DNA with Boronic Acids by On-Column CuAAc Reactions

Synthesis ◽  
2020 ◽  
Author(s):  
Michael Smietana ◽  
Mégane Debiais ◽  
Jean-Jacques Vasseur ◽  
Sabine Müller
Keyword(s):  
Boronic Acid ◽  
Phenylboronic Acid ◽  
Boronic Acids ◽  
Acid Moiety ◽  
Copper Salts ◽  
Rna Sequences ◽  
New Methods ◽  
Dna And Rna ◽  
Selective Incorporation ◽  
Oligonucleotide Conjugates

The use of the Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) reaction for the preparation of oligonucleotide conjugates is by now familiar. However, the selective introduction of boronic acids into DNA and RNA sequences by CuAAC reactions has long been considered impossible due to the incompatibility of the boronic acid moiety with copper salts. Here we describe two new methods for the selective on-column functionalization of oligonucleotides with boronic acids via two different CuAAC reactions. The first one allows the introduction of a phenylboronic acid at the 5′-extremity of oligonucleotides, while the selective intrastrand positioning of the modification can be achieved with the second one. Both methods were applied to the DNA and RNA series (up to a 20-mer) with good isolated yields and excellent purities. These results illustrate the potential of the reported methods for selective incorporation of boronic acids into oligonucleotides.

Functionalisation of Cycloheptatrienones at the C-3 Ring Carbon Atom

Synthesis ◽  
1975 ◽  
Vol 1975 (03) ◽  
pp. 189-191 ◽  
Author(s):  
Bruno RICCIARELLI ◽  
Gino BIGGI ◽  
Renzo CABRINO ◽  
Francesco PIETRA
Keyword(s):  
Carbon Atom ◽  
Ring Carbon ◽  
Ring Carbon Atom

ChemInform Abstract: FUNCTIONALISATION OF CYCLOHEPTATRIENONES AT THE C-3 RING CARBON ATOM

1975 ◽  
Vol 6 (24) ◽  
pp. no-no
Author(s):  
B. RICCIARELLI ◽  
G. BIGGI ◽  
R. CABRINO ◽  
F. PIETRA
Keyword(s):  
Carbon Atom ◽  
Ring Carbon ◽  
Ring Carbon Atom

scholarly journals Purification of β-lactamases by affinity chromatography on phenylboronic acid-agarose

1984 ◽  
Vol 221 (2) ◽  
pp. 505-512 ◽  
Author(s):  
S J Cartwright ◽  
S G Waley
Keyword(s):  
Affinity Chromatography ◽  
Boronic Acid ◽  
Phenylboronic Acid ◽  
Boronic Acids ◽  
High Yield ◽  
Beta Lactamase ◽  
Beta Lactamases ◽  
Cell Extracts ◽  
Pseudomonas Maltophilia ◽  
One Step

Several beta-lactamases, enzymes that play an important part in antibiotic resistance, have been purified by affinity chromatography on boronic acid gels. The procedure is rapid, appears to be selective for beta-lactamases, and allows a one-step purification of large amounts of enzyme from crude cell extracts. We have found the method useful for any beta-lactamase that is inhibited by boronic acids. Two kinds of boronic acid column have been prepared, the more hydrophobic one being reserved for those beta-lactamases that bind boronic acids relatively weakly. beta-Lactamase I from Bacillus cereus, P99 beta-lactamase and K 1 beta-lactamase from Gram-negative bacteria are among the better-known beta-lactamases that have been purified by this method. The procedure has also been used to purify a novel beta-lactamase from Pseudomonas maltophilia in high yield; the enzyme has an exceptionally broad substrate profile and hydrolyses monocyclic beta-lactams such as azthreonam and desthiobenzylpenicillin.

Sign in / Sign up

Export Citation Format

Share Document