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L'acide 3-désoxy-7-phospo-D-arabinoheptulo … L'acide 3-désoxy-7-phospo-D-arabinoheptulosonique (DAHP) est un métabolite de la voie du shikimate de production des acides aminés aromatiques. Il est formé par condensation de phosphoénolpyruvate et d'érythrose-4-phosphate sous l'action de la DAHP synthase :sphate sous l'action de la DAHP synthase :
, L'acido 3-deossi-D-arabino-eptulosonico 7-fosfato (DAHP) è un intermedio della via dello shikimato. È il diretto dell'acido 3-deidrochinico. L'enzima 3-deidrochinato sintasi catalizza la seguente reazione:
, 3-deoxy-D-arabino-2-heptulózonová kyselina … 3-deoxy-D-arabino-2-heptulózonová kyselina 7-fosfát (DAHP) je sedmiuhlíkatá karboxylová kyselina. Je součástí a meziproduktem při biosyntéze aromatických aminokyselin. Fosfoenolpyruvát a erythróza-4-fosfát vzájemně reagují za vzniku 3-deoxy-D-arabino-2-heptulózonát-7-fosfátu, reakce je katalyzovaná enzymem : Biosyntéza DAHP z fosfoenolpyruvátu a erythróza-4-fosfátu DAHP je následně přeměněn na 3-dehydrochinát v reakci katalyzované . I když tato reakce vyžaduje nikotinamidadenindinukleotid (NAD) jako kofaktor, enzymatický mechanismus jej obnovuje a celkově tak žádný NAD není spotřebován: Reakce katalyzovaná 3-dehydrochinát syntázou Mechanismus uzavření kruhu je složitý, ovšem zahrnuje aldolovou kondenzaci na druhém a sedmém uhlíku. Metabolickým inženýrstvím byla zlepšena produkce DAHP bakterií Escherichia coli. První reakce, kondenzace DAHP z PEP/E4P, využívá tři isoenzymy AroF, AroG a AroH. Ty jsou regulovány tyrosinem, fenylalaninem, resp. tryptofanem. Když je koncentrace některé z uvedených aminokyselin v buňce příliš vysoká, dojde k alosterickému „vypnutí“ DAHP syntázy. Syntéza DAHP za použití glukózy. Zkratky: GLU: glukóza; G6P: glukóza-6-fosfát; PEP: fosfoenolpyruvát; PYR: pyruvát; F6P: fruktóza-6-fosfát; P5P: pentóza-5-fosfát (ribóza- nebo xylulóza-5-fosfát); T3P: glyceraldehyd-3-fosfát; S7P: ; E4P: Erythróza-4-fosfát; PPS: PEP syntáza E4P: Erythróza-4-fosfát; PPS: PEP syntáza
, 3-Deoxy-D-arabino-heptulosonic acid 7-phos … 3-Deoxy-D-arabino-heptulosonic acid 7-phosphate (DAHP) is a 7-carbon ulonic acid. This compound is found in the shikimic acid biosynthesis pathway and is an intermediate in the production of aromatic amino acids. Phosphoenolpyruvate and erythrose-4-phosphate react to form 3-deoxy-D-arabino-heptulosonate-7-phosphate (DAHP), in a reaction catalyzed by the enzyme DAHP synthase. DAHP is then transformed to 3-dehydroquinate (DHQ), in a reaction catalyzed by DHQ synthase. Although this reaction requires nicotinamide adenine dinucleotide (NAD) as a cofactor, the enzymic mechanism regenerates it, resulting in the net use of no NAD. The mechanism of ring closure is complex, but involves an aldol condensation at C-2 and C-7. Metabolic engineering has improved production of DAHP by Escherichia coli. The first step, condensation of 3-deoxy-D-arabino-heptulosonic acid 7-phosphate (DAHP) from PEP/E4P, uses three isoenzymes AroF, AroG, and AroH. Each one of these has its synthesis regulated from tyrosine, phenylalanine, and tryptophan, respectively. These isoenzymes all have the ability to help regulate synthesis of DAHP by the method of feedback inhibition. This acts in the cell by monitoring the concentrations of each of the three aromatic amino acids. When there is too much of any one of them, that one will allosterically control the DAHP synthetase by “turning it off”. With the first step of the common pathway shut off, synthesis of the three amino acids can not proceed. The rest of the enzymes is in the common pathway (conversion of DAHP to chorismate).athway (conversion of DAHP to chorismate).
, 3-脱氧-D-阿拉伯庚糖酮酸-7-磷酸（英語：3-Deoxy-D-arabino-heptulosonic acid 7-phosphate，缩写DAHP）是一种七碳糖酮酸，是氨基酸生物合成的莽草酸途径的中间体。 磷酸烯醇式丙酮酸和在的催化下生成3-脱氧-D-阿拉伯庚糖酮酸-7-磷酸（DAHP）： DAHP再由催化生成3-脱氢奎尼酸（DHQ）： 此反应需要烟酰胺腺嘌呤二核苷酸（NAD）作为辅因子，但酶会使其再生，不会消耗NAD，其成环机制复杂，涉及2号C原子和7号C原子之间的羟醛缩合。
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3-Deoxy--arabino-heptulosonic acid 7-phosphate
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(4R,5S,6R)-4,5,6-Trihydroxy-2-oxo-7-(phosphonooxy)heptanoic acid
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Chemical structure of 3-deoxy-D-arabino-heptulosonic acid 7-phosphate .
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Fischer projection of DAHP
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3-脱氧-D-阿拉伯庚糖酮酸-7-磷酸（英語：3-Deoxy-D-arabino-heptulosonic acid 7-phosphate，缩写DAHP）是一种七碳糖酮酸，是氨基酸生物合成的莽草酸途径的中间体。 磷酸烯醇式丙酮酸和在的催化下生成3-脱氧-D-阿拉伯庚糖酮酸-7-磷酸（DAHP）： DAHP再由催化生成3-脱氢奎尼酸（DHQ）： 此反应需要烟酰胺腺嘌呤二核苷酸（NAD）作为辅因子，但酶会使其再生，不会消耗NAD，其成环机制复杂，涉及2号C原子和7号C原子之间的羟醛缩合。
, 3-deoxy-D-arabino-2-heptulózonová kyselina … 3-deoxy-D-arabino-2-heptulózonová kyselina 7-fosfát (DAHP) je sedmiuhlíkatá karboxylová kyselina. Je součástí a meziproduktem při biosyntéze aromatických aminokyselin. Fosfoenolpyruvát a erythróza-4-fosfát vzájemně reagují za vzniku 3-deoxy-D-arabino-2-heptulózonát-7-fosfátu, reakce je katalyzovaná enzymem : Biosyntéza DAHP z fosfoenolpyruvátu a erythróza-4-fosfátu DAHP je následně přeměněn na 3-dehydrochinát v reakci katalyzované . I když tato reakce vyžaduje nikotinamidadenindinukleotid (NAD) jako kofaktor, enzymatický mechanismus jej obnovuje a celkově tak žádný NAD není spotřebován: a celkově tak žádný NAD není spotřebován:
, L'acide 3-désoxy-7-phospo-D-arabinoheptulo … L'acide 3-désoxy-7-phospo-D-arabinoheptulosonique (DAHP) est un métabolite de la voie du shikimate de production des acides aminés aromatiques. Il est formé par condensation de phosphoénolpyruvate et d'érythrose-4-phosphate sous l'action de la DAHP synthase :sphate sous l'action de la DAHP synthase :
, L'acido 3-deossi-D-arabino-eptulosonico 7-fosfato (DAHP) è un intermedio della via dello shikimato. È il diretto dell'acido 3-deidrochinico. L'enzima 3-deidrochinato sintasi catalizza la seguente reazione:
, 3-Deoxy-D-arabino-heptulosonic acid 7-phos … 3-Deoxy-D-arabino-heptulosonic acid 7-phosphate (DAHP) is a 7-carbon ulonic acid. This compound is found in the shikimic acid biosynthesis pathway and is an intermediate in the production of aromatic amino acids. Phosphoenolpyruvate and erythrose-4-phosphate react to form 3-deoxy-D-arabino-heptulosonate-7-phosphate (DAHP), in a reaction catalyzed by the enzyme DAHP synthase. The mechanism of ring closure is complex, but involves an aldol condensation at C-2 and C-7.lves an aldol condensation at C-2 and C-7.
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| rdfs:label |
3-Deoxy-D-arabino-heptulosonic acid 7-phosphate
, Acido 3-deossi-D-arabino-eptulosonico 7-fosfato
, 3-脱氧-D-阿拉伯庚糖酮酸-7-磷酸
, 3-deoxy-D-arabino-2-heptulózonová kyselina 7-fosfát
, Acide 3-désoxy-7-phospo-D-arabinoheptulosonique
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