戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HRID 2211595作成日:2026年10月27日

Phosphoenolpyruvate → 6-Amino-benzene-1,2,4-triol

https://huagongshe.com/reaction/2211595

反応式

関与物質

役割名称HCID仕込み量
反応物PhosphoenolpyruvateHCID 1005—
反応物Erythrose, 4-phosphateHCID 122357—
反応物3-Amino-5-hydroxybenzoic acidHCID 127115—
反応物3-Deoxy-D-arabino-heptulosonate-7-phosphateHCID 160647—
反応物5-Deoxy-5-aminoshikimic acidHCID 443636—
反応物2-Amino-6-hydroxy-[1,4]-benzoquinoneHCID 21962127—
反応物3-Amino-2,5-dihydroxybenzoic acidHCID 21962136—
反応物(4R,5S,6R)-4-amino-5,6-dihydroxy-2-oxo-7-phosphonooxy-heptanoic acidHCID 56928076—
生成物6-Amino-benzene-1,2,4-triolHCID 21962135—

反応手順

Biosynthesis of the 2-amino-6-hydroxy-benzoquinone component of the compound of Formula II, requires components derived from the aminoshikimate pathway. FIG. 14b depicts the series of enzymatic reactions involved in the biosynthesis of this constituent. ORF 21 (ALDB) (SEQ ID NO: 42) resembles aldolases involved in the generation of precursors of D-erythrose-4-phosphate which is part of the aminoshikimate pathway used for the generation of 2-amino-6-hydroxy-[1,4]-benzoquinone. ORF 33 (DAHP) (SEQ ID NO: 67) catalyzes the initial step in the aminoshikimate pathway that corresponds to the formation of 3,4-dideoxy-4-amino-D-arabino-heptulosonic acid 7-phosphate (amino DAHP) from phosphoenolpyruvate (PEP) and erythrose 4-phosphate (E-4Ph). Subsequent reactions leading to 3-amino-5-hydroxy-benzoic acid are catalyzed by enzymes provided by primary metabolism biosynthetic pathways present in Micromonospora sp. strain 046-ECO11. ORF 25 (HOXV) (SEQ ID NO: 50) hydroxylates 3-amino-5-hydroxy-benzoic acid at position 2, generating 3-amino-2,5-dihydroxy-benzoic acid. This intermediate is further modified by ORF 32 (HOYH) (SEQ ID NO: 65) that catalyzes a decarboxylative oxidation reaction yielding 6-amino-benzene-1,2,4-triol. A final oxidation reaction is performed by ORF 16 (OXDS) (SEQ ID NO: 32) yielding 2-amino-6-hydroxy-[1,4]-benzoquinone (FIG. 14b).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07101872B2
出典データセットuspto-grants-2006_09
ORD IDord-be0d67a550cf4bdd8e6f5dea28caae36
出典メモuspto-grants-2006_09