An Improved Synthesis of CENTA, a Chromogenic Substrate for β-Lactamases
Publication type: Journal Article
Publication date: 2016-07-07
scimago Q3
wos Q3
SJR: 0.437
CiteScore: 3.3
Impact factor: 1.4
ISSN: 09365214, 14372096
Organic Chemistry
Abstract
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.
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Total citations:
14
Citations from 2024:
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(7.14%)
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GOST
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Costi M. et al. An Improved Synthesis of CENTA, a Chromogenic Substrate for β-Lactamases // Synlett. 2016. Vol. 27. No. 17. pp. 2447-2450.
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Costi M., Linciano P., Quotadamo A., Tondi D., Costi M. P., Venturelli A. An Improved Synthesis of CENTA, a Chromogenic Substrate for β-Lactamases // Synlett. 2016. Vol. 27. No. 17. pp. 2447-2450.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1055/s-0035-1562454
UR - https://doi.org/10.1055/s-0035-1562454
TI - An Improved Synthesis of CENTA, a Chromogenic Substrate for β-Lactamases
T2 - Synlett
AU - Costi, Maria
AU - Linciano, Pasquale
AU - Quotadamo, Antonio
AU - Tondi, D.
AU - Costi, Maria P.
AU - Venturelli, A.
PY - 2016
DA - 2016/07/07
PB - Georg Thieme Verlag KG
SP - 2447-2450
IS - 17
VL - 27
SN - 0936-5214
SN - 1437-2096
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2016_Costi,
author = {Maria Costi and Pasquale Linciano and Antonio Quotadamo and D. Tondi and Maria P. Costi and A. Venturelli},
title = {An Improved Synthesis of CENTA, a Chromogenic Substrate for β-Lactamases},
journal = {Synlett},
year = {2016},
volume = {27},
publisher = {Georg Thieme Verlag KG},
month = {jul},
url = {https://doi.org/10.1055/s-0035-1562454},
number = {17},
pages = {2447--2450},
doi = {10.1055/s-0035-1562454}
}
Cite this
MLA
Copy
Costi, Maria, et al. “An Improved Synthesis of CENTA, a Chromogenic Substrate for β-Lactamases.” Synlett, vol. 27, no. 17, Jul. 2016, pp. 2447-2450. https://doi.org/10.1055/s-0035-1562454.