ベカナマイシン

解説C18H37N5O10(483.5)．ベカナマイシンは，アミノ糖抗生物質，カナマイシンB．融点180 ℃．[α]23D＋145°(水)．水に易溶，エタノールに不溶．抗菌力はカナマイシンAより2～3倍強い．硫酸塩は肺炎球菌，ぶどう球菌属などによる感染症治療薬として使用される．[CAS 4696-76-8]森北出版「化学辞典（第2版）

説明Bekanamycin, kanamycin B, was found in the culture broth of Streptomyces kanamyceticus by Umezawa et al. in 1957. It shows the same antibacterial spectrum as kanamycin but with stronger activity. The total synthesis of bekanamycin was completed by Umezawa et al. in 1968 and the knowledge gained from its synthesis was successfully applied to the synthesis of dibekacin.

使用Kanamycin B (cas# 4696-76-8) is a compound useful in organic synthesis.

純化方法A small quantity of kanamycin B (24mg) can be purified on a small Dowex-1 x 2 column (6 x 50mm); the required fraction is evaporated to dryness and the residue crystallised from EtOH containing a small amount of H2O. [Umezawa et al. Bull Chem Soc Jpn 42 537 1969.] It has been crystallised from H2O by dissolving ~1g in H2O (3mL), adding Me2NCHO (3mL) and setting aside at 4o overnight. The needles are collected and dried to constant weight at 130o. It has also been recrystallised from aqueous EtOH. It is slightly soluble in CHCl3 and isoPrOH. [IR: Wakazawa et al. J Antibiot 14A 180, 187 1961, Ito et al. J Antibiot 17 A 189 1964, Beilstein 18 III/IV 7631.]