Ballio A, Bossa F, Di Giorgio D, Ferranti P, Paci M, Pucci P, Scaloni A, Segre A, Strobel G A
Dipartimento di Scienze Biochimiche A. Rossi Fanelli, Università La Sapienza, Roma, Italy.
FEBS Lett. 1994 Nov 21;355(1):96-100. doi: 10.1016/0014-5793(94)01179-6.
The covalent structure and most of the stereochemistry of the pseudomycins, bioactive metabolites of a transposon-generated mutant of a Pseudomonas syringae wild-type strain proposed for the biological control of Dutch elm disease, have been determined. While two pseudomycins are identical to the known syringopeptins 25-A and 25-B, pseudomycins A, B, C, C' are new lipodepsinonapeptides. For all of these the peptide moiety corresponds to L-Ser-D-Dab-L-Asp-L-Lys-L-Dab-L-aThr-Z-Dhb-L-Asp(3-OH) -L-Thr (4-Cl) with the terminal carboxyl group closing a macrocyclic ring on the OH group of the N-terminal Ser. This is in turn N-acylated by 3,4-dihydroxytetradecanoate in pseudomycin A, by 3-hydroxytetradecanoate in pseudomycin B, by 3,4-dihydroxyhexadecanoate in pseudomycin C, and by 3-hydroxyhexadecanoate in pseudomycin C'. Some preliminary data on the biological activity of pseudomycin A are reported.
丁香假单胞菌野生型菌株的转座子产生的突变体的生物活性代谢产物假霉素的共价结构和大部分立体化学结构已被确定，该突变体被提议用于荷兰榆树病的生物防治。虽然两种假霉素与已知的丁香肽25-A和25-B相同，但假霉素A、B、C、C'是新的脂肽九肽。对于所有这些假霉素，肽部分对应于L-丝氨酸-D-二氨基丁酸-L-天冬氨酸-L-赖氨酸-L-二氨基丁酸-L-α-苏氨酸-Z-二羟基丁酸-L-天冬氨酸（3-羟基）-L-苏氨酸（4-氯），其末端羧基在N端丝氨酸的羟基上形成一个大环。反过来，在假霉素A中它被3,4-二羟基十四烷酸N-酰化，在假霉素B中被3-羟基十四烷酸N-酰化，在假霉素C中被3,4-二羟基十六烷酸N-酰化，在假霉素C'中被3-羟基十六烷酸N-酰化。报道了关于假霉素A生物活性的一些初步数据。
