Clavulanate Lithium

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Clavulanate Lithium
Category Enzyme inhibitors
Catalog number BBF-04541
CAS 61177-44-4
Molecular Weight 205.09
Molecular Formula C8H8LiNO5
Purity ≥98%

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Description

A beta-lactamase inhibitor. It can irreversibly inactivate beta-lactamase enzymes of beta-lactam resistant microbes preventing them from breaking down beta-lactam antibiotics.

Specification

Related CAS 58001-44-8 (free acid)
Synonyms (2R,5R,Z)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate Lithium; Clavulanic acid, lithium salt
Storage Store at -20°C
IUPAC Name lithium;(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate
Canonical SMILES [Li+].C1C2N(C1=O)C(C(=CCO)O2)C(=O)[O-]
InChI InChI=1S/C8H9NO5.Li/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4;/h1,6-7,10H,2-3H2,(H,12,13);/q;+1/p-1/b4-1-;/t6-,7-;/m1./s1
InChI Key JMRXTGCDVQLAFM-JSYANWSFSA-M

Properties

Appearance Light Beige to Brown Solid
Melting Point >234°C (dec.)
Solubility Slightly soluble in Methanol (Heated, Sonicated), Water

Reference Reading

1. [Comparison of three microbiological methods for detection of expanded-spectrum betalactamases in Enterobacteriaceae isolated in Santa Fe (Argentina)]
Marcela Radice, José Alejandro Di Conza, Analia Mollerach, Luis Alberto Truppia, Emilce Méndez, Gabriel Osvaldo Gutkind, Viviana Mugna Enferm Infecc Microbiol Clin . 2005 Nov;23(9):525-8. doi: 10.1157/13080271.
Introduction:Expanded-spectrum betalactamases (ESBLs) are the main source of resistance to oxyimino cephalosporins and monobactams in Enterobacteriaceae. Most of them derive from TEM or SHV, however the incidence of other families like CTX-M, OXA and PER has increased. In Argentina, the most frequent ESBL in Enterobacteriaceae is CTX-M-2. This specific circumstance, which differs from the situation in the Northern Hemisphere, motivated us to study new diagnostic strategies for the detection of ESBLs in our region.Method:Microbiological ESBL detection was performed by double-disk synergy tests, cefotaxime and ceftazidime disks with and without clavulanic acid (NCCLS), and cefotaxime and ceftazidime disks in Müeller-Hinton agar supplemented with lithium clavulanate (MH-cla). Betalactamases were characterized by isoelectric focusing, hydrolysis profile and PCR amplification.Results:Among 575 clinical isolates of Enterobacteriaceae, 14% were oxyimino cephalosporin-resistant. Two different ESBLs were detected in 31 resistant strains: CTX-M-2 (28) and PER-2 groups (3). The double-disk synergy test was the least sensitive method for ESBL detection. ESBLs were detected by the other two methods in all isolates with the use of cefotaxime disks, but not with ceftazidime disks.Conclusion:The microbiological method employing MH-cla with cefotaxime disks had a sensitivity and specificity comparable to the referral test using the same antibiotic proposed by the NCCLS for the detection of ESBLs.
2. Multidrug and heavy metal-resistant Raoultella planticola isolated from surface water
Bulent Icgen, Serkan Koc, Burak Kabatas Bull Environ Contam Toxicol . 2013 Aug;91(2):177-83. doi: 10.1007/s00128-013-1031-6.
A surface water isolate of Raoultella sp. having both multidrug- and multimetal-resistant ability was isolated and identified as Raoultella planticola. R. planticola displayed resistance to 15 drugs like ampicillin, amoxicillin/clavulanic acid, aztreonam, erythromycin, imipenem, oxacillin, pefloxacin, penicillin, piperacillin, piperacillin/tazobactam, rifampin, sulbactam/cefoperazone, ticarsillin, ticarsillin/clavulanic acid, vancomycin, and to 11 heavy metals like aluminum, barium, copper, iron, lead, lithium, manganese, nickel, silver, strontium, and tin. The multidrug and multi-metal-resistant R. planticola may remain present in the environment for a long time. Due to a possible health risk of these pathogenic bacteria, a need exists for an accurate assessment of their acquired resistance to multiple drugs and metals.

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