Biosynthesis of the Formycin Family

Kunimoto, Takehiko; Sawa, Tsutomu; Wakashiro, Takashi; Hori, Makoto; Umezawa, Hamao

doi:10.7164/antibiotics.24.253

Cited by 22 publications

(12 citation statements)

References 6 publications

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“…8 Feeding experiments in N. interforma showed that the ribosyl moiety of formycin A is derived directly from ribose likely via an intermediary produced from phosphoribosyl pyrophosphate (PRPP, 3 ). 9 However, the N3 and N8 nitrogen centers of formycin A originate from the ε-amino group of l -lysine ( 5 ). 10 Importantly, l -glutamate ( 4 ) was found to be asymmetrically incorporated into formycin A such that the C6, C5, C4, and C9 carbons of formycin A are derived from the C1, C2, C3, and C4 carbons of glutamate (see Figure 1).…”

mentioning

confidence: 99%

Identification and Characterization of Enzymes Catalyzing Pyrazolopyrimidine Formation in the Biosynthesis of Formycin A

Wang

Ogasawara

et al. 2017

Org. Lett.

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Genome scanning of Streptomyces kaniharaensis, the producer of formcyin A, reveals two sets of purA, purB, purC, and purH genes. The Pur enzymes catalyze pyrimidine assembly of purine nucleobases. To test whether enzymes encoded by the second set of pur genes catalyze analogous transformations in formycin biosynthesis, formycin B 5′-phosphate was synthesized and shown to be converted by ForA and ForB to formycin A 5′-phosphate. These results support that For enzymes are responsible for formycin formation.

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mentioning

confidence: 99%

Identification and Characterization of Enzymes Catalyzing Pyrazolopyrimidine Formation in the Biosynthesis of Formycin A

Wang

Ogasawara

et al. 2017

Org. Lett.

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“…By contrast, biosynthesis of the heterocyclic portion is different, with the carbon and nitrogen atoms being derived from sources other than that for purines [64][65][66][67]. On the basis of published data regarding biosynthesis in Nocardia interforma and Streptomyces sp.…”

Section: Natural Sources and Biosynthesismentioning

confidence: 99%

“…As an antitumor agent, FA displays activity against several experimental tumors, including Ehrlich and Yoshida carcinomas, mouse leukemia L-1210 and HeLa cells [77][78][79][80]. By contrast, FB has little antitumor activity, except towards L-5178Y in mice [81].…”

Section: The Biological Activity Of Formycins: a Brief Summarymentioning

confidence: 99%

Formycins and their Analogues: Purine Nucleoside Phosphorylase Inhibitors and their Potential Application in Immunosuppression and Cancer

Bzowska

2008

Modified Nucleosides

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“…The renal ferredoxin was labelled by using the ICl method described by Kunimoto et al (1972). Iron-sulphur content Non-haem iron was determined as the ferrous o-phenanthroline complex (Kimura & Suzuki, 1967).…”

Section: Radioiodinationmentioning

confidence: 99%

Purification and characterization of the ferredoxin component of 25-hydroxycholecalciferol 1α-hydroxylase

Kulkoski¹,

Ghazarian²

1979

Biochemical Journal

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The chick kidney mitochondrial iron--sulphur protein (ferredoxin), a component of the NADPH--cytochrome P-450 reductase functional in the 1 alpha-hydroxylation of 25-hydroxycholecalciferol, was purified to homogeneity by chromatography on DEAE-cellulose, gel filtration on Sephadex G-100 and preparative electrophoresis on polyacrylamide gel. A novel NADPH--cytochrome c reductase assay utilizing crude renal NADPH--ferredoxin reductase was used for the detection of the ferredoxin. A mol. wt. of 53 000 was determined by sodium dodecyl sulphate/polyacrylamide-gel electrophoresis and by Sephadex G-100 gel filtration of the 125I-labelled ferredoxin. The ferredoxin has a sedimentation constant (S 20, w) of 2.66S, an A411/A280 of 0.4, and a molar absorptivity of 7300 cm-1 . M-1. The electron-paramagnetic-resonance spectrum after reduction with Methyl Viologen and dithionite was characteristic of ferredoxins with signals at g = 1.956 and 2.025. Two iron and two labile sulphur atoms per molecule of ferredoxin were released by acid. Ouchterlony immunodiffusion tests by using goat anti-(bovine adrenal ferredoxin) antiserum showed precipitin reactions with the bovine adrenal ferredoxin and the chick renal ferredoxin as antigens, suggesting that the renal ferredoxin shares antigenic determinants(s) with the natural adrenal antigen. Amino acid analysis showed that of the total number of residues per molecule of ferredoxin, glutamic acid and aspartic acid are the most abundant residues, comprising 17 and 15% respectively.

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Biosynthesis of the Formycin Family

Cited by 22 publications

References 6 publications

Identification and Characterization of Enzymes Catalyzing Pyrazolopyrimidine Formation in the Biosynthesis of Formycin A

Identification and Characterization of Enzymes Catalyzing Pyrazolopyrimidine Formation in the Biosynthesis of Formycin A

Formycins and their Analogues: Purine Nucleoside Phosphorylase Inhibitors and their Potential Application in Immunosuppression and Cancer

Purification and characterization of the ferredoxin component of 25-hydroxycholecalciferol 1α-hydroxylase

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