- Synthesis of the Methyl α-D-Glycosides of Amicetose, Perosamine and Janose
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New methods for the synthesis of tri- and di-deoxy sugar, namely methyl α-D-amicetoside, methyl α-D-perosaminoside and methyl α-D-janoside are described.The readily available methyl 6-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside has been used as chiral
- Kjoelberg, Ove,Neumann, Klaus
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p. 877 - 882
(2007/10/02)
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- Synthesis and enzyme-inhibitory activity of methyl acarviosin analogues having the α-manno configuration
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Two methyl acarviosin analogues 3a and 4a, having the α-manno configuration, and their dihydro derivatives 6a and 7a were synthesized by coupling the protected pseudo-sugar epoxides with methyl 4-amino-4-deoxy- and -4,6-dideoxy-α-D-mannopyranoside.Similar
- Ogawa, Seiichiro,Nakamura, Yoshikazu
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- SYNTHESIS OF ANTIGENIC DETERMINANTS OF THE Brucella A ANTIGEN, UTILIZING METHYL 4-AZIDO-4,6-DIDEOXY-α-D-MANNOPYRANOSIDE EFFICIENTLY DERIVED FROM D-MANNOSE
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A strategy for the synthesis of Brucella O-antigenic determinants containing 2-linked 4,6-dideoxy-4-formamido-α-D-mannopyranosyl residues is described.The approach adopted also permits the N-acyl moiety to be varied.A high-yield synthesis of methyl 4-azid
- Bundle, David R.,Gerken, Manfred,Peters, Thomas
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p. 239 - 252
(2007/10/02)
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- Synthesis and Nuclear Magnetic Resonance Studies of Some N-Acylated Methyl 4-Amino-4,6-dideoxy-α-D-mannopyranosides
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The methyl α-glycosides of 4-amino-4,6-dideoxy-D-mannopyranose (perosamine), N-acylated with either formic, acetic, or (S)-2,4-dihydroxybutanoic acid, have been synthesized.The (1)H and (13)C n.m.r. spectra of these substances and the parent, non-N-acylated glycoside, demonstrated how the chemical shifts are influenced by the N-acylation.The N-formyl derivative occured in two conformations, s-cis and s-trans, and the free-energy barrier between these, 86.9 kJ mol-1, was defined by dynamic n.m.r. spectroscopy.
- Kenne, Lennart,Unger, Per,Wehler, Thomas
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p. 1183 - 1186
(2007/10/02)
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- Tallysomycin, a new antitumor antibiotic complex related to bleomycin. II. Structure determination of tallysomycins A and B
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The structures of tallysomycins A and B, two major components of a new antitumor antibiotic complex, have been determined. They are glycopeptide antibiotics structurally related to bleomycin: four amino acid moieties and a disaccharide fragment which are the constituents of bleomycin molecule are also present in the tallysomycins. Tallysomycins A and B contain two new amino acids and a unique amino sugar, 4-amino-4,6-dideoxy-L-talose, which have not been hitherto found in the phleomycin-bleomycin group of antibiotics. In addition tallysomycin A has an additional amino acid, L-β-lysine, and thus a longer peptide chain than bleomycin or tallysomycin B. Tallysomycins A and B have the same terminal amine moiety, spermidine.
- Konishi,Saito,Numata,Tsuno,Asama
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p. 789 - 805
(2007/10/07)
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