Phosphoglycerate, a building block of moenomycin.
نویسنده
چکیده
The antibiotic moenomycin(Flavomycin®)1'2'3) isolated from Streptomyces bambergiensis and other strains is a surface-active phosphorus-containing glycolipid that contains an UV-chromophore, 2-amino-cyclopentane-dione-l,34), a lipid portion, moeno cinol5) a carbohydrate moiety6) consisting of several sugars (D-glucose, D-glucosamine, D-quinovosamine), and phosphorus linked in ester form. The present study is concerned with the phosphoric ester fraction obtained on hydrolysis of moenomycins A and C. As reported in a earlier communication2^ phosphorus is present in moenomycin in the form of a diester, stable to alkalis. On hydrolysis with dilute HC1 the phosphorus is split off as the phosphoric monoester P4. The phosphoric esters F1 (minositol phosphate), P2 (ribitol phosphate) and P3 (anhydroribitol phosphate) previously
منابع مشابه
Structural analysis of the contacts anchoring moenomycin to peptidoglycan glycosyltransferases and implications for antibiotic design.
Peptidoglycan glycosyltransferases (PGTs), enzymes that catalyze the formation of the glycan chains of the bacterial cell wall, have tremendous potential as antibiotic targets. The moenomycins, a potent family of natural product antibiotics, are the only known active site inhibitors of the PGTs and serve as blueprints for the structure-based design of new antibacterials. A 2.8 A structure of a ...
متن کاملA streamlined metabolic pathway for the biosynthesis of moenomycin A.
Moenomycin A (MmA) is a member of the phosphoglycolipid family of antibiotics, which are the only natural products known to directly target the extracellular peptidoglycan glycosyltransferases involved in bacterial cell wall biosynthesis. The structural and biological uniqueness of MmA make it an attractive starting point for the development of new antibacterial drugs. In order both to elucidat...
متن کاملAptamers that recognize the lipid moiety of the antibiotic moenomycin A.
Moenomycin A is an amphiphilic phosphoglycolipid antibiotic that interferes with the transglycosylation step in peptidoglycan biosynthesis. The antibiotic consists of a branched pentasaccharide moiety, connected to the moenocinol lipid via a glycerophosphate linker. We have previously described the selection of aptamers that require the lipid group and the disaccharide epitopes of the oligosacc...
متن کاملAntibacterial activity of synthetic analogues based on the disaccharide structure of moenomycin, an inhibitor of bacterial transglycosylase.
Moenomycin is a natural product glycolipid that inhibits the growth of a broad spectrum of Gram-positive bacteria. In Escherichia coli, moenomycin inhibits peptidoglycan synthesis at the transglycosylation stage, causes accumulation of cell-wall intermediates, and leads to lysis and cell death. However, unlike Esc. coli, where 5-6 log units of killing are observed, 0-2 log units of killing occu...
متن کاملCarbohydrate scaffolds as glycosyltransferase inhibitors with in vivo antibacterial activity
The rapid rise of multi-drug-resistant bacteria is a global healthcare crisis, and new antibiotics are urgently required, especially those with modes of action that have low-resistance potential. One promising lead is the liposaccharide antibiotic moenomycin that inhibits bacterial glycosyltransferases, which are essential for peptidoglycan polymerization, while displaying a low rate of resista...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- The Journal of antibiotics
دوره 25 4 شماره
صفحات -
تاریخ انتشار 1972