A programmable one-pot oligosaccharide synthesis for diversifying the sugar domains of natural products: a case study of vancomycin
TK Ritter, KK Mong, H Liu, T Nakatani… - Angewandte Chemie …, 2003 - scholar.nycu.edu.tw
The notoriously difficult glycosylation of vancomycin was tackled in a one-pot procedure. A
number of oligosaccharides were synthesized and attached to the vancomycin aglycon to …
number of oligosaccharides were synthesized and attached to the vancomycin aglycon to …
Natural product disaccharide engineering through tandem glycosyltransferase catalysis reversibility and neoglycosylation
P Peltier-Pain, K Marchillo, M Zhou, DR Andes… - Organic …, 2012 - ACS Publications
A two-step strategy for disaccharide modulation using vancomycin as a model is reported.
The strategy relies upon a glycosyltransferase-catalyzed 'reverse'reaction to enable the …
The strategy relies upon a glycosyltransferase-catalyzed 'reverse'reaction to enable the …
Total synthesis of vancomycin aglycon—part 3: Final stages
KC Nicolaou, M Takayanagi, NF Jain… - Angewandte Chemie …, 1998 - Wiley Online Library
A triazene‐based synthetic strategy for the construction of the complex biaryl ethers and a
Suzuki coupling reaction were the key steps in the synthesis of precursor 1 of the aglycon of …
Suzuki coupling reaction were the key steps in the synthesis of precursor 1 of the aglycon of …
Total synthesis of vancomycin
KC Nicolaou, HJ Mitchell, NF Jain… - Angewandte Chemie …, 1999 - Wiley Online Library
The fine‐tuning of the protecting groups and the glycosidation conditions were the key to the
successful coupling of the carbohydrate units and vancomycin aglycon in the last steps of …
successful coupling of the carbohydrate units and vancomycin aglycon in the last steps of …
Vancomycin analogues containing monosaccharides exhibit improved antibiotic activity: a combined one‐pot enzymatic glycosylation and chemical diversification …
DA Thayer, CH Wong - Chemistry–An Asian Journal, 2006 - Wiley Online Library
Many natural products contain carbohydrate moieties that contribute to their biological
activity. Manipulation of the carbohydrate domain of natural products through multiple …
activity. Manipulation of the carbohydrate domain of natural products through multiple …
Total Synthesis of Vancomycin Aglycon—Part 2: Synthesis of Amino Acids 1–3 and Construction of the AB‐COD‐DOE Ring Skeleton
KC Nicolaou, NF Jain, S Natarajan… - Angewandte Chemie …, 1998 - Wiley Online Library
A triazene‐based synthetic strategy for the construction of the complex biaryl ethers and a
Suzuki coupling reaction were the key steps in the synthesis of precursor 1 of the aglycon of …
Suzuki coupling reaction were the key steps in the synthesis of precursor 1 of the aglycon of …
Total Synthesis of Vancomycin Aglycon—Part 1: Synthesis of Amino Acids 4–7 and Construction of the AB‐COD Ring Skeleton
KC Nicolaou, S Natarajan, H Li, NF Jain… - Angewandte Chemie …, 1998 - Wiley Online Library
A triazene‐based synthetic strategy for the construction of the complex biaryl ethers and a
Suzuki coupling reaction were the key steps in the synthesis of precursor 1 of the aglycon of …
Suzuki coupling reaction were the key steps in the synthesis of precursor 1 of the aglycon of …
The biosynthesis of vancomycin‐type glycopeptide antibiotics—The order of the cyclization steps
D Bischoff, S Pelzer, B Bister… - Angewandte Chemie …, 2001 - Wiley Online Library
Vancomycin (Scheme 1),[1] a glycopeptide antibiotic produced by Amycolatopsis orientalis,
is the most prominent representative of a family comprising several hundred natural …
is the most prominent representative of a family comprising several hundred natural …
Total syntheses of vancomycin
A total synthesis of the vancomycin aglycon 1 has eluded synthetic chemists for so many
years that the preparation of this molecule has become a vendetta for some groups. Finally …
years that the preparation of this molecule has become a vendetta for some groups. Finally …
[引用][C] Nucleophilic Aromatic Substitution—A possible Key Step in Total Syntheses of Vancomycin
K Burgess, D Lim, CI Martinez - … Chemie International Edition …, 1996 - Wiley Online Library
How one of the major obstacles to a total synthesis of vancomycin 1, R= sugar, might be
overcome has been demonstrated by Zhu et al. and others. They have used nucleophilic …
overcome has been demonstrated by Zhu et al. and others. They have used nucleophilic …