XYLOCANDIN - A NEW COMPLEX OF ANTIFUNGAL PEPTIDES .2. STRUCTURAL STUDIES AND CHEMICAL MODIFICATIONS
XYLOCANDIN - A NEW COMPLEX OF ANTIFUNGAL PEPTIDES .2. STRUCTURAL STUDIES AND CHEMICAL MODIFICATIONS
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DOI：
10.7164/antibiotics.40.1520
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发表时间：
1987-11-01
影响因子：
3.3
通讯作者：
UNGER, SE
中科院分区：
文献类型：
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作者：
BISACCHI, GS;HOCKSTEIN, DR;UNGER, SE
Xylocandins A1、A2、B1、B2、C1、C2、D1和D2是从洋葱假单胞菌ATCC 39277中分离的新的抗真菌肽。通过快速原子轰击质谱法测定木聚糖的分子量（A1 m/z 1，215; A2 1，199; B1 1，229; B1 1，229; B2 1，213; C1 1，097; C2 1，081; D1 1，083; D2 1，067）。每种xylocandin是含有甘氨酸（1）、丝氨酸（2）、天冬酰胺（1. apprx.残基），β-羟基酪氨酸（1）和一种不常见的氨基酸，分子式为C18H37NO5（1）。另外，A1、A2、D1和D2含有2，4-二氨基丁酸（1）; A1、B1、C1和D1含有邻-β-氨基丁酸（2）。羟基天冬酰胺（1）;和A1、A2、B1和B2含有木糖（1）。对于每一个木桑菌素对，一个β-木桑菌素对。因此，该对的第一组分中的羟基天冬酰胺残基被第二组分中的天冬酰胺取代，这是因为每对的质量差为16道尔顿。A1和A2在二氨基丁酸和β-氨基丁酸上的化学修饰羟基酪氨酸残基用于探测活性的结构要求。
Xylocandins A1, A2, B1, B2, C1, C2, D1 and D2 are new antifungal peptides isolated from Pseudomonas cepacia ATCC 39277. The molecular weights of the xylocandins were determined by fast atom bombardment mass spectrometry (A1 m/z 1,215; A2 1,199; B1 1,229; B1 1,229; B2 1,213; C1 1,097; C2 1,081; D1 1,083; D2 1,067). Each xylocandin is a cyclic peptide containing glycine (1), serine (2), asparagine (1 .apprx. residues), .beta.-hydroxytyrosine (1), and an unusual amino acid with the formula C18H37NO5 (1). Additionally A1, A2, D1 and D2 contain 2,4-diaminobutyric acid (1); A1, B1, C1 and D1 contain erythro-.beta.-hydroxyasparagine (1); and A1, A2, B1 and B2 contain xylose (1). For each xylocandin pair, an erythro-.beta.-hydroxyasparagine residue in the first component of the pair is thus replaced by an asparagine in the second component, accounting for the 16 dalton mass difference for each pair. Chemical modification of A1 and A2 at the diaminobutyric acid and .beta.-hydroxytyrosine residues was used to probe structural requirements for activity.