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西南玉米螟幼虫对游离氨基酸的抑制反应:构效关系。

Arrestant responses of southwestern corn borer larvae to free amino acids: Structure-activity relationships.

机构信息

Crop Science Research Laboratory U.S. Department of Agriculture, Agricultural Research Service, 39762-5367, Mississippi State, Mississippi.

出版信息

J Chem Ecol. 1993 Feb;19(2):301-11. doi: 10.1007/BF00993697.

Abstract

The leaf-feeding resistance of corn or maizeZea mays L. to the southwestern corn borer, SWCB,Diatraea grandiosella Dyar has been attributed at least in part to decreased protein, increased crude fiber, and increased hemicellulose in the whorls of resistant genotypes. In this study, individual amino acids and sugars were evaluated as arrestants, with the objective of identifying those that gave weak or negative responses. Several structure-activity relationships were identified. Larvae responded to three-carbonn alkyl alpha amino acids more than to two-, four-, five-, and six-carbon compounds. Amino acids with terminal isopropyl functions gave decreased responses relative to theirn-alkyl counterparts. Dicarboxylic acids and their amides gave the lowest responses of all classes of amino acids. The normally occurring basic amino acids were all good arrestants. The guanido [HN:C(NH2)NH-] function was somewhat important to an arrestant response, as was the number of methylenes between the alpha and omega amino functions of diaminon-alkyl amino acids. Hydroxy amino acids were generally good arrestants unless the hydroxyl was located on a ring system. The two sugars present in expressed corn whorl juice, glucose and fructose, gave poor responses. However, two other sugars, mannose and arabinose, whose C-2 hydroxyls are conformationally in the axial position, were strongly arrestant. Formulated amino acid mixtures based on their content in whorl juice were as strong arrestants as whorl juice. However, the relative contributions of amino acids and sugars that are weak arrestants to the resistance of corn to SWCB larvae is uncertain because amino acid analyses did not reveal significantly higher contents of these amino acids in the whorl juices of resistant lines.

摘要

玉米对西南玉米螟的叶抗性至少部分归因于抗性基因型轮生组织中蛋白质减少、粗纤维素增加和半纤维素增加。在这项研究中,评估了单个氨基酸和糖作为抑制剂,目的是确定那些反应较弱或呈阴性的物质。确定了几种结构-活性关系。幼虫对三碳烷基α-氨基酸的反应比对二碳、四碳、五碳和六碳化合物的反应更为强烈。具有末端异丙基功能的氨基酸与相应的正烷基氨基酸相比,反应减弱。二羧酸及其酰胺是所有氨基酸类中反应最低的。通常存在的碱性氨基酸都是很好的抑制剂。胍基[HN:C(NH2)NH-]功能对抑制剂反应有些重要,二氨基烷基氨基酸的α和ω氨基功能之间的亚甲基数目也是如此。羟基氨基酸通常是很好的抑制剂,除非羟基位于环系统上。在表达的玉米轮生汁中存在的两种糖,葡萄糖和果糖,反应较差。然而,另外两种糖,甘露糖和阿拉伯糖,其 C-2 羟基处于轴向位置,具有很强的抑制作用。根据其在轮生汁中的含量配制的氨基酸混合物与轮生汁一样具有强烈的抑制作用。然而,这些弱抑制剂的氨基酸和糖对玉米对 SWCB 幼虫的抗性的相对贡献尚不确定,因为氨基酸分析并未显示抗性品系轮生汁中这些氨基酸的含量显著增加。

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