85(P79) 放線菌由来ベンゾイソクロマンキノン系抗生物質生合成における立体化学の制御(ポスター発表の部)
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概要
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The aromatic polyketide, actinorhodin, belongs to a class of benzoiso-chromanequinone (BIQ) antibiotics whose other examples include nanaomycins, frenolicins, and dihydrogranaticin. Streochemical control in pyran ring formation involved in BIQ biosynthesis was investigated in the actinorhodin producer, Streptomyces ceolicolor. The relevant genetic region (5.7kbp), the actVI of the act cluster (actinorhodin biosynthetic genes), was sequenced. Six open reading frames (ORFs) were identified: ORFB, ORFA, ORF1, ORF2, ORF3, ORF4. The deduced ORFs' products show some significant similarities with other known proteins: ORF1/b-hydroxybutyrylCoA dehydrogenase (Clostridium acetobacterium), ORF2 (4)/deoxyerythronolideB synthase (DEBS) enoyl reductase domain (Saccharopolyspora erythrea). These fmdings together with gene disruption studies on each ORF allow a scheme to be proposed (Scheme1) for the middle steps of the actinorhodin biosynthesis, leading to the BIQ chromophore. It was suggested that the actVI-ORF1 and ORF2/4 products reduce stereospecifically at C-3 and C-15, respectively. Functional assignment of actVI ORFs was carried out using a series of engineered derivatives of Streptomyces expression plasmid, pRM5 which carries the Polyketide Synthase (PKS) genes and the others involved in the early biosynthetic steps. The act cluster deficient strain, CH999 was transformed with the engineered plasmids followed by the chemical analysis of the metabolites. The transformants carrying pIJ5660 (pRM5 + actVI-ORF1) produced the yellow pigment 4, suggesting that actVI-ORF1 indeed functions as a reductase which determines the C-3 chiral centre. Present address: Faculty of Pharmaceutical Sciences, The University of Tokyo
- 天然有機化合物討論会の論文
- 1996-09-02
著者
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市瀬 浩志
武蔵野大薬研
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Hopwood David
ジョン・イネスセンター遺伝
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Booker-milburn Kevin
イーストアングリア大化
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市瀬 浩志
ジョン・イネスセンター遺伝
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Surti Chandres
イーストアングリア大化
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Malpartida Francisco
マドリッド国立生物工学センター
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Stephenson George
イーストアングリア大化
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