80072-86-2Relevant articles and documents
An Improved Synthesis of CENTA, a Chromogenic Substrate for β-Lactamases
Quotadamo, Antonio,Linciano, Pasquale,Davoli, Paolo,Tondi, Donatella,Costi, Maria Paola,Venturelli, Alberto
, p. 2447 - 2450 (2016/10/20)
7-β-Thien-2-yl-acetamido-3-[(4-nitro-3-carboxyphenyl)thiomethyl]-3-cephem-4-carboxylic acid (CENTA) is a yellow chromogenic β-lactamases (BL) substrate. It hydrolyses readily in the presence of all BL and is therefore suitable for kinetic studies, the detection of BL enzymes in crude extracts and chromatographic fractions. CENTA is commercially available at a high price because of the cumbersome synthetic protocol, the only currently available for its preparation. Here we describe a new efficient and improved process for the preparation of CENTA. Starting from the easily available 7-aminocephalosporanic acid (7-ACA) through a three-step synthesis, CENTA was obtained with a 75% overall yield. The newly developed process proceeds through a pivotal intermediate in cephalosporin chemistry, which may be used as starting compound for the development of new cephalosporin derivatives.
CENTA as a chromogenic substrate for studying β-lactamases
Bebrone, Carine,Moali, Catherine,Mahy, Florence,Rival, Sandrine,Docquier, Jean Denis,Rossolini, Gian Maria,Fastrez, Jacques,Pratt, Rex F.,Frere, Jean-Marie,Galleni, Moreno
, p. 1868 - 1871 (2007/10/03)
CENTA, a chromogenic cephalosporin, is readily hydrolyzed by β-lactamases of all classes except for the Aeromonas hydrophila metalloenzyme. Although it cannot practically be used for the detection of β-lactamase-producing strains on agar plates, it should be quite useful for kinetic studies and the detection of the enzymes in crude extracts and chromatographic fractions.