Synthesis of new peptidic glycoclusters derived from beta-alanine. Part 2: optionally modulated distance between side-chain branched points.
The synthesis of an asymmetric glycocluster 1 has been achieved using two glycocluster units 12 and 13, prepared by coupling the cluster chain unit 4 with each omega-amino acid (beta-alanine and 6-aminocapronic acid) trichloroethyl ester, and peptidic C-terminal block glycocluster 16, prepared by coupling the bifunctional linker 14 with sugar unit 9. This method facilitated the synthesis of the cluster optionally modulated the distance between the side-chain branched points by using various omega-amino acids. We also synthesized glycodendron 2 using the same intermediate.
Hada
Noriyasu
N
Kyoritsu University of Pharmacy; 1-5-30 Shibakoen, Minato-ku, Tokyo 105-8512, Japan.
Sato
Koji
K
Jin
Yuhua
Y
Takeda
Tadahiro
T
D015119:Aminocaproic Acid / Q000737:chemistry; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002855:Chromatography, Thin Layer; D006020:Glycopeptides / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009904:Optical Rotation; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013056:Spectrophotometry, Ultraviolet; D015091:beta-Alanine / Q000737:chemistry*
D006020:Glycopeptides; D007202:Indicators and Reagents; D015091:beta-Alanine; D015119:Aminocaproic Acid