Cefsulodin
Encyclopedia
Cefsulodin is a third generation cephalosporin
Cephalosporin
The cephalosporins are a class of β-lactam antibiotics originally derived from Acremonium, which was previously known as "Cephalosporium".Together with cephamycins they constitute a subgroup of β-lactam antibiotics called cephems.-Medical use:...

 antibiotic that has very specific activity against Pseudomonas aeruginosa
Pseudomonas aeruginosa
Pseudomonas aeruginosa is a common bacterium that can cause disease in animals, including humans. It is found in soil, water, skin flora, and most man-made environments throughout the world. It thrives not only in normal atmospheres, but also in hypoxic atmospheres, and has, thus, colonized many...

. It has no significant activity against other Gram-negative bacteria and very limited activity against Gram-positive bacteria and anaerobic bacteria. Cefsulodin was first synthesized and patented by the Takeda Pharmaceutical Company
Takeda Pharmaceutical Company
is the largest pharmaceutical company in Japan and Asia and a top 15 pharmaceutical company. The company has over 19,000 employees worldwide and achieved $15.7 billion USD in revenue during the 2008 fiscal year...

 in 1977. In 2002, Takeda stopped production of Cefsulodin. Many years of low-stability cefsulodin production has led to a widespread reduction of laboratory and research usages. Current attempts (i.e. IDEXX Laboratories
IDEXX Laboratories
IDEXX Laboratories, Inc. or IDXX is a multinational corporation engaged in the development, manufacture, and distribution of products and services for the veterinary, food, and water testing markets...

) of increasing purity and stability of cefsulodin center around recrystallization. Typically the process entails the following: Cefsulodin is dissolved in an organic solvent, sodium, water or any mixture thereof, then subsequently recrystallized through separation of the unwanted fraction. Recently, TOKU-E
TOKU-E
TOKU-E is a supplier of high-purity antibiotics for both pharmaceuticals as active pharmaceutical ingredients and for biotechnology applications as selective antimicrobial reagents....

 has found that the main cause of cefsulodin instability stems from one key impurity in 7-ACA
7-ACA
7-ACA is the core chemical structure for the synthesis of cephalosporin antibiotics and intermediates. It can be obtained by chemoenzymatic hydrolysis of cephalosporin C....

(7-aminocephalosporanic acid- a raw material used in the synthesis of cefsulodin). In order to produce high-purity, high-stability cefsulodin, TOKU-E uses industrial HPLC to remove significant quantities of this impurity in 7-ACA and thus produces ultra-pure, ultra-stable, and ultra potent cefsulodin.

General use

Cefuslodin is most commonly used in CIN (cefsulodin-Irgasan-novobiocin) agar to select for all microorganisms (most importantly E. Coli) except Yersinia. This agar is most often used in water and beverage testing.
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