pubmed-article:17887753 | rdf:type | pubmed:Citation | lld:pubmed |
pubmed-article:17887753 | lifeskim:mentions | umls-concept:C0033684 | lld:lifeskim |
pubmed-article:17887753 | lifeskim:mentions | umls-concept:C0003236 | lld:lifeskim |
pubmed-article:17887753 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
pubmed-article:17887753 | lifeskim:mentions | umls-concept:C0175961 | lld:lifeskim |
pubmed-article:17887753 | lifeskim:mentions | umls-concept:C0054362 | lld:lifeskim |
pubmed-article:17887753 | pubmed:issue | 41 | lld:pubmed |
pubmed-article:17887753 | pubmed:dateCreated | 2007-10-10 | lld:pubmed |
pubmed-article:17887753 | pubmed:abstractText | C-1027 is a potent antitumor antibiotic composed of an apo-protein and a reactive enediyne chromophore. The chromophore consists of four different chemical subunits including an (S)-3-chloro-4,5-dihydroxy-beta-phenylalanine moiety, the biosynthesis of which from l-alpha-tyrosine is catalyzed by six proteins, SgcC, SgcC1, SgcC2, SgcC3, SgcC4, and SgcC5. Biochemical characterization of SgcC3 unveiled the following: (i) SgcC3 is a flavin adenine dinucleotide (FAD)-dependent halogenase; (ii) SgcC3 acts only on the SgcC2 peptidyl carrier protein-tethered substrates; (iii) SgcC3-catalyzed halogenation requires O2 and reduced FAD and either the C-1027 pathway-specific flavin reductase SgcE6 or E. coli flavin reductase (Fre) can support the SgcC3 activity; (iv) SgcC3 also efficiently catalyzes bromination but not fluorination or iodination; (v) SgcC3 can utilize both (S)- and (R)-beta-tyrosyl-S-SgcC2 but not 3-hydroxy-beta-tyrosyl-S-SgcC2 as a substrate. These results establish that SgcC3 catalyzes the third enzymatic transformation during the biosynthesis of the (S)-3-chloro-4,5-dihydroxy-beta-phenylalanine moiety of C-1027 from l-alpha-tyrosine. SgcC3 now represents the second biochemically characterized flavin-dependent halogenase that acts on a carrier protein-tethered substrate. These findings will facilitate the engineering of new C-1027 analogs by combinatorial biosynthesis methods. | lld:pubmed |
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pubmed-article:17887753 | pubmed:language | eng | lld:pubmed |
pubmed-article:17887753 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
pubmed-article:17887753 | pubmed:citationSubset | IM | lld:pubmed |
pubmed-article:17887753 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
pubmed-article:17887753 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
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pubmed-article:17887753 | pubmed:status | MEDLINE | lld:pubmed |
pubmed-article:17887753 | pubmed:month | Oct | lld:pubmed |
pubmed-article:17887753 | pubmed:issn | 0002-7863 | lld:pubmed |
pubmed-article:17887753 | pubmed:author | pubmed-author:SUMIW TWT | lld:pubmed |
pubmed-article:17887753 | pubmed:author | pubmed-author:Van... | lld:pubmed |
pubmed-article:17887753 | pubmed:author | pubmed-author:LinShuangjunS | lld:pubmed |
pubmed-article:17887753 | pubmed:issnType | Print | lld:pubmed |
pubmed-article:17887753 | pubmed:day | 17 | lld:pubmed |
pubmed-article:17887753 | pubmed:volume | 129 | lld:pubmed |
pubmed-article:17887753 | pubmed:owner | NLM | lld:pubmed |
pubmed-article:17887753 | pubmed:authorsComplete | Y | lld:pubmed |
pubmed-article:17887753 | pubmed:pagination | 12432-8 | lld:pubmed |
pubmed-article:17887753 | pubmed:dateRevised | 2009-11-18 | lld:pubmed |
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pubmed-article:17887753 | pubmed:meshHeading | pubmed-meshheading:17887753... | lld:pubmed |
pubmed-article:17887753 | pubmed:year | 2007 | lld:pubmed |
pubmed-article:17887753 | pubmed:articleTitle | Regiospecific chlorination of (S)-beta-tyrosyl-S-carrier protein catalyzed by SgcC3 in the biosynthesis of the enediyne antitumor antibiotic C-1027. | lld:pubmed |
pubmed-article:17887753 | pubmed:affiliation | Division of Pharmaceutical Sciences, University of Wisconsin National Cooperative Drug Discovery Group, and Department of Chemistry, University of Wisconsin-Madison, Madison, Wisconsin 53705, USA. | lld:pubmed |
pubmed-article:17887753 | pubmed:publicationType | Journal Article | lld:pubmed |
pubmed-article:17887753 | pubmed:publicationType | Research Support, N.I.H., Extramural | lld:pubmed |
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