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自然界中的异羟肟酸。

Hydroxamic acids in nature.

作者信息

Neilands J B

出版信息

Science. 1967 Jun 16;156(3781):1443-7. doi: 10.1126/science.156.3781.1443.

DOI:10.1126/science.156.3781.1443
PMID:4304945
Abstract

The hydroxamic acid bond occurs in products from fungi, yeast, bacteria, and plants. The -CON(OH)-bond arises by oxidation of a free or bound amino group in a unit structure which is often closely related to conventional amino acids. Products are known with one, two, or three hydroxamic acid groups per molecule. The chemistry of the ferrichrome type compounds, which are ferric trihydroxamate-containing peptides, has been worked out in detail and includes a complete crystallographic analysis of the ferrichrome A molecule. The trihydroxamates form potent complexes with ferric ion, called siderochromes, and these are believed to play a role in the metabolism of the metal ion in microorganisms. The actual physiological activity observed ranges from that of growth factor, antibiotic, antibiotic antagonist, tumor inhibitor or cell-division factor. The precise molecular mechanism whereby these substances exert their potent beological activity remains to be elucidated.

摘要

异羟肟酸键存在于真菌、酵母、细菌和植物的产物中。-CON(OH)-键是由单元结构中游离或结合的氨基氧化形成的,该单元结构通常与传统氨基酸密切相关。已知每个分子含有一个、两个或三个异羟肟酸基团的产物。含铁色素类型化合物(即含三异羟肟酸铁的肽)的化学性质已得到详细研究,包括对含铁色素A分子的完整晶体学分析。三异羟肟酸与铁离子形成强效络合物,称为铁载体色素,据信这些络合物在微生物中金属离子的代谢中起作用。观察到的实际生理活性范围从生长因子、抗生素、抗生素拮抗剂、肿瘤抑制剂到细胞分裂因子。这些物质发挥其强大生物学活性的确切分子机制仍有待阐明。

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Hydroxamic acids in nature.自然界中的异羟肟酸。
Science. 1967 Jun 16;156(3781):1443-7. doi: 10.1126/science.156.3781.1443.
2
Hydroxamic acids of natural origin.天然来源的异羟肟酸。
Adv Enzymol Relat Areas Mol Biol. 1971;35:135-85. doi: 10.1002/9780470122808.ch4.
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Structures of the naturally occurring hydroxamic acids, fusarinines A and B.天然存在的异羟肟酸(镰刀菌素A和B)的结构。
Biochemistry. 1968 Jan;7(1):184-90. doi: 10.1021/bi00841a023.
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Rhodotorulic acid, a diketopiperazine dihydroxamic acid with growth-factor activity. I. Isolation and characterization.红酵母氨酸,一种具有生长因子活性的二酮哌嗪二异羟肟酸。I. 分离与特性鉴定。
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Iron uptake in Salmonella typhimurium: utilization of exogenous siderochromes as iron carriers.鼠伤寒沙门氏菌中的铁摄取:将外源铁载体作为铁载体的利用
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A hydroxamic acid from Aspergillus nidulans with antibiotic activity against Proteus species.一种来自构巢曲霉的异羟肟酸,对变形杆菌属具有抗菌活性。
J Antibiot (Tokyo). 1978 Nov;31(11):1110-5. doi: 10.7164/antibiotics.31.1110.

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