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O-酰基化丝氨酸的合成及其对樱桃番茄乙烯合成量和果实硬度的影响

胡堂路 王春燕 谭伟明 于春欣 刘少金 李召虎 段留生

农药学学报2017,Vol.19Issue(6):688-693,6.
农药学学报2017,Vol.19Issue(6):688-693,6.DOI:10.16801/j.issn.1008-7303.2017.0094

O-酰基化丝氨酸的合成及其对樱桃番茄乙烯合成量和果实硬度的影响

Synthesis of O-acylatedserine and its effect on ethylene synthesis and fruit firmness of cherry tomato

胡堂路 1王春燕 1谭伟明 1于春欣 1刘少金 1李召虎 1段留生1

作者信息

  • 1. 中国农业大学农学院/教育部植物生长调节剂工程研究中心,北京 100193
  • 折叠

摘要

Abstract

The eight novel inhibitors of ethylene biosynthesis were synthesized fromL-serine reactions with acyl chlorides at room temperature, and their structures were confirmed by1H and13C NMR and HRMS. Fruit firmness and ethylene production were measured after cherry tomato (Lycopersivon esculentumMill.) were treated withO-acylatedserines and aminoethoxyvinylglycine (AVG).Furthermore, the probable binding mode of (1-aminocyclopropane-1-carboxylic acid, ACC) synthase(ACS enzyme,1IAY) and target compound was analyzed using Molecular Docking method. The results showed most of the target compounds is able to delay cherry tomato fruit softening and inhibit ethylene biosynthesis. The effects of compounds2c and2h were more prominent, and the fruit firmness was increased by 27.62% and 40.04%, respectively, compared with the blank control on the 5th day after the treatment, and there was no significant difference with AVG treatment.2c and2h inhibited the synthesis of ethylene by 71.89% and 53.28% compared with the blank control, respectively. And the inhibition effect of2c treatment was significantly higher than that of AVG. Analysis result of Molecular Docking method indicated that2c showed strong interactions with tomatos ACC, and the carboxyl group of2c could form hydrogen bonds with the amino groups of Ala54 and Arg412, thus occupying the active cavity of ACS enzyme. This type of compound has a simple structure and is easy to obtain and contributes to the development of ethylene synthesis inhibitors.

关键词

O-酰基化丝氨酸/樱桃番茄/乙烯合成抑制剂/果实硬度/氨乙氧乙烯基甘氨酸(AVG)/1-氨基环丙烷羧酸合成酶

Key words

O-acylatedserines/cherry tomato/inhibitor of ethylene synthesis/fruit firmness/aminoethoxyvinylglycine(AVG)/ACS enzyme

分类

农业科技

引用本文复制引用

胡堂路,王春燕,谭伟明,于春欣,刘少金,李召虎,段留生..O-酰基化丝氨酸的合成及其对樱桃番茄乙烯合成量和果实硬度的影响[J].农药学学报,2017,19(6):688-693,6.

基金项目

高等学校博士学科点专项科研基金(20130008130005). (20130008130005)

农药学学报

OA北大核心CSCDCSTPCD

1008-7303

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