A-glycopeptides

Fig. 1.—Mass Fragmentograms of Partially Methylated Alditol Acetates Obtained from Rat-brain Glycopeptides. [(A) Fraction A glycopeptides, (B) fraction B glycopep-tides, and (C) fraction C glycopeptides. Peak 1, 2,3,4-tri-O-methylfucitol peak 2,...

A glycopeptide-BSA conjugate (150) containing the tumor-associated T-antigen structure has been constructed (44,73). 

Scheme 13.7 Solid-phase synthesis of a glycopeptide from the homophilic recognition domain of epithelial Cadherin 1 using the new coupling reagent PfPyU.

Besides acetyl, benzoyl, and benzyl protecting groups for the carbohydrate hydroxyl groups, silyl, isopropylidene, and p-methoxybcnzyl groups have also been employed in solid-phase glycopeptide synthesis. The synthesis of a glycopeptide... 

Figure 14.6 Representative mass spectrum showing ladder of a bisglycosylated glycopeptide obtained from screening of a glycopeptide library for the mannose binding protein. The nonanoic acid (Non) and tridecanoic acid (Tri) encode for Ser(Man) (Sm) and Asn(Man) (Nm), respectively.

Figure 14.7 Models of phosphorylated high-mannose M7 and a glycopeptide mimic obtained by MD calculation showing similar conformations. They are seen from the point of interaction with the mannose-6-phosphate receptor. Disaccharide phosphates are emphasized as spheres.76...

Figure 14.8 (A) Screening of a glycopeptide library using a fluorescent-labeled lectin and ligands bound to PEGA beads. The acbve compounds are analysed by mass spectrometry. (B) FITC-labeled lectin binding to resin bound mannose could be inhibited by soluble glycopeptides obtained from library screen. Percent inhibition was quantified by recording of lectin fluorescence. Only every second well of the microtiter plate was used and nonfluorescent beads indicated good inhibitors.44...

Intrinsic factor is a glycopeptide secreted by cells in the pyloric region of the stomach, which is needed for the translocation of the very large vitamin Bi2 molecule across the intestinal mucosal cell membranes. 

Fanah, S. et al.. Use of short-end injection capiUary packed with a glycopeptide antibiotic stationary phase in electrochromatography and capiUary liquid chromatography for the enantiomeric separation of hydroxy acids, J. Chromatogr. A, 990, 143, 2003. 

Pehourcq, R, Jarry, C., and Bannwarth, B., Chiral resolution of flurbiprofen and ketoprofen enantiomers by HPLC on a glycopeptide-type column chiral stationary phase, Biomed. Chromatogr, 15, 217, 2001. 

Vancomycin was one of the most employed chiral selectors for separating acidic compounds. Introduced by Armstrong et al. for the separation of a wide range of compounds, vancomycin is a glycopeptide antibiotic that contains numerous... 

Other inhibitors of cell wall synthesis. Bacitracin and vancomycin interfere with the transport of pepti-doglycans through the cytoplasmic membrane and are active only against gram-positive bacteria. Bacitracin is a polypeptide mixture, markedly nephrotoxic and used only topically. Vancomycin is a glycopeptide and the drug of choice for the (oral) treatment of bowel inflammations occurring as a complication of antibiotic therapy (pseudomembranous enterocolitis caused by Clostridium difficile), it is not absorbed. 

Vancomycin Vancomycin (32.7.2) was isolated in 1956 from the products of the functional activity of actinomycetes Streptomyces orientalis (cnrrently Nocardia orientalis). Based on its chemical structure and contents, vancomycin is classified as a glycopeptide antibiotic. Its molecular mass is significantly more than practically any other used antibiotics [325-330]. 

Vancomycin (40) [85] is a glycopeptide antibiotic that is widely used in the treatment of Gram-positive bacterial infections (Fig. 19). It was discovered in a soil sample from the jungles of Borneo during a research program carried out by the pharmaceutical company Eli Lilly in the mid-1950s. Streptomyces orientalis (later... 

Scheme 63 Comparison of (A) Glycopeptide and Glycopeptoid, (B) a Typical Asparagine-Linked iV-Acet-ylglucosaminide and its N-Linked Peptoid Mimetic, and (C) a Typical f3-D-Xylose-(l—>3)-Ser Linkage and its Homoserine Glycopeptidomimetic 485 4891...

Further evidence for the presence of /8-D-linked D-mannose in the inner core of ovalbumin was provided by the results obtained on use of purified enzymes from hen oviduct.20 a-D-Mannosidase released four residues of D-mannose from the molecule of a glycopeptide having D-mannose hexosamine L-asparagine ratios of 5 2 1, whereas /3-D-mannosidase had no effect thereon. /3-D-Mannosidase did, however, remove the remaining D-mannose residue. It would appear that the resistant core has structure 3. 

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