scholarly journals Studies on β-Lactam Antibiotics for Medicinal Purpose. V. Structure of Degradation Products of 6-[D (-)-α-(4-Ethyl-2, 3-dioxo-1-piperazinecarboxamido) phenylacetamido] penicillanic Acid (T-1220) in Aqueous Solution

1977 ◽  
Vol 97 (10) ◽  
pp. 1064-1070 ◽  
Author(s):  
SHUNTARO TAKANO ◽  
CHOSAKU YOSHIDA ◽  
HIROSHI SAKAI ◽  
YOSHIKO YAMAMOTO ◽  
MASARU TAI ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Degradation Products ◽  
Beta Lactam ◽  
Medicinal Purpose ◽  
Beta Lactam Antibiotics ◽  
Penicillanic Acid

scholarly journals Interaction between non-classical β-lactam compounds and the Zn2+-containing G and serine R61 and R39 d-alanyl-d-alanine peptidases

1981 ◽  
Vol 199 (1) ◽  
pp. 129-136 ◽  
Author(s):  
J A Kelly ◽  
J M Frère ◽  
D Klein ◽  
J M Ghuysen
Keyword(s):  
Degradation Products ◽  
The Other ◽  
Reversible Inhibitor ◽  
Beta Lactam ◽  
Beta Lactam Antibiotics ◽  
Streptomyces Albus ◽  
Penicillanic Acid

Streptomyces albus G secretes a Zn2+-containing D-alanyl-D-alanine peptidase. Streptomyces R61 and Actinomadura R39 secrete D-alanyl-D-alanine-cleaving serine peptidases. The effect of non-classical beta-lactam antibiotics on these three model enzymes has been studied. Mecillinam, cefoxitin, quinacillin, quinacillin sulphone, clavulanate and N-formimidoylthienamycin have no effect on the Zn2+-containing enzyme. 6-Amino-penicillanic acid slowly inactivates this enzyme and 7-aminocephalosporanic acid behaves as a reversible inhibitor. Cefoxitin and N-formimidoylthienamycin are potent anti-bacterial agents; they effectively inactivate the serine R39 enzyme and, to a lesser extent, the serine R61 enzyme. All the other beta-lactam compounds tested, including mecillinam, are slow inactivators of these serine enzymes. The intermediates formed between 6-aminopenicillanic acid and the R61 and R39 enzymes are long- and short-lived respectively, whereas those formed between 7-aminocephalosporanic acid and the same R61 and R39 enzymes are short- and long-lived respectively. Breakdown of the short-lived intermediates thus obtained gives rise to several ninhydrin-positive degradation products. The intermediates formed between clavulanate and the serine enzymes are long-lived. With the R39 enzyme, the inactivated complex formed in a first step undergoes subsequent monomolecular rearrangement to give rise to a second species exhibiting a high absorbance at 273 nm.

scholarly journals Studies on β-Lactam Antibiotics for Medicinal Purpose. VI. Studies on the Metabolism of 6-[D (-)-α-(4-Ethyl-2, 3-dioxo-1-piperazinecarboxamido) phenylacetamido] penicillanic Acid (T-1220)

1977 ◽  
Vol 97 (10) ◽  
pp. 1071-1081 ◽  
Author(s):  
ISAMU SAIKAWA ◽  
AKIRA TAKAI ◽  
YOSHIFUMI NAKASHIMA ◽  
CHOSAKU YOSHIDA ◽  
TAKASHI YASUDA ◽  
...  
Keyword(s):  
Beta Lactam ◽  
Medicinal Purpose ◽  
Beta Lactam Antibiotics ◽  
Penicillanic Acid

scholarly journals Studies on β-Lactam Antibiotics for Medicinal Purpose. XXI

1986 ◽  
Vol 106 (6) ◽  
pp. 466-477
Author(s):  
ISAMU SAIKAWA ◽  
MASARU TAI ◽  
YUMIKO SUGIMOTO ◽  
HIROYUKI IMAIZUMI ◽  
KENJI TAKEDA ◽  
...  
Keyword(s):  
Beta Lactam ◽  
Medicinal Purpose ◽  
Beta Lactam Antibiotics
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