Kahan J S, Kahan F M, Goegelman R, Currie S A, Jackson M, Stapley E O, Miller T W, Miller A K, Hendlin D, Mochales S, Hernandez S, Woodruff H B, Birnbaum J
J Antibiot (Tokyo). 1979 Jan;32(1):1-12. doi: 10.7164/antibiotics.32.1.
A new beta-lactam antibiotic, named thienamycin, was discovered in culture broths of Streptomyces MA4297. The producing organism, subsequently determined to be a hitherto unrecognized species, is designated Streptomyces cattleya (NRRL 8057). The antibiotic was isolated by adsorption on Dowex 50, passage through Dowex 1, further chromatography on Dowex 50 and Bio-Gel P2, and final purification and desalting on XAD-2. Thienamycin is zwitterionic, has the elemental composition C11H16N2O4S (M.W. = 272.18) and possesses a distinctive UV absorption (lambda max = 297 nm, epsilon = 7,900). Its beta-lactam is unusually sensitive to hydrolysis above pH8 and to reaction with nucleophiles such as hydroxylamine, cysteine and, to a lesser degree, the primary amine of the antibiotic itself. The latter reaction results in accelerated inactivation at high antibiotic concentrations.
一种名为硫霉素的新型β-内酰胺抗生素是在链霉菌MA4297的培养液中发现的。产生该抗生素的菌株后来被确定为一个此前未被认识的物种，被命名为卡特利链霉菌（NRRL 8057）。该抗生素通过吸附在Dowex 50上、流经Dowex 1、在Dowex 50和Bio-Gel P2上进一步色谱分离，以及最终在XAD-2上进行纯化和脱盐来分离。硫霉素是两性离子，其元素组成为C11H16N2O4S（分子量 = 272.18），并具有独特的紫外吸收（最大吸收波长 = 297 nm，吸光系数 = 7900）。其β-内酰胺在pH8以上对水解异常敏感，并且对与亲核试剂如羟胺、半胱氨酸反应敏感，在较小程度上也对与抗生素本身的伯胺反应敏感。后一种反应导致在高抗生素浓度下加速失活。
