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      73666-84-9
      • names:

        Tetrocarcin A

      • CAS號:

        73666-84-9

        MDL Number:
      • MF(分子式): C54H72N2O182 MW(分子量): 1037.17
      • EINECS: Reaxys Number:
      • Pubchem ID: Brand:BIOFOUNT
      Tetrocarcin A
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      中文別名 IUPAC Name (1S,3S,4S,4aS,6aS,7Z,10S,11E,12aR,13S,20aS,20bR)-15-Formyl-13,18-dihydroxy-1,3,7,11,20a-pentamethyl-20,21-dioxo-10-({2,3,4,6-tetradeoxy-4-[(methoxycarbonyl)amino]-3-methyl-3-nitro-beta-D-xylo-hexopyra nosyl}oxy)-1,2,3,4,4a,6a,9,10,12a,13,14,20,20a,20b-tetradecahydro-16a,19-methanobenzo[b]naphtho[2,1-j]oxacyclotetradecin-4-yl 4-O-acetyl-2,6-dideoxy-3-O-[(2S,5R,6S)-5-({2,6-dideoxy-4-O-[(2S,5R,6S)-5-h ydroxy-6-methyltetrahydro-2H-pyran-2-yl]-alpha-L-ribo-hexopyranosyl}oxy)-6-methyltetrahydro-2H-pyran-2-yl]-alpha-L-ribo-hexopyranoside
      英文別名 Tetrocarcin A; DC-11; Antlermicin A; Antibiotic DC 11;
      CAS號 73666-84-9
      Inchi InChI=1S/C67H96N2O24/c1-30-14-18-47(88-54-28-65(11,69(79)80)60(38(9)86-54)68-64(78)81-13)31(2)23-43-45(73)24-40(29-70)27-67(43)62(76)55(63(77)93-67)61(75)66(12)42(30)16-15-41-56(66)32(3)22-33(4)57(41)92-53-26-49(59(37(8)85-53)87-39(10)71)90-50-21-19-48(35(6)83-50)89-52-25-46(74)58(36(7)84-52)91-51-20-17-44(72)34(5)82-51/h14-16,23,27,29,32-38,41-54,56-60,72-74,76H,17-22,24-26,28H2,1-13H3,(H,68,78)/b30-14-,31-23+/t32-,33-,34-,35-,36-,37-,38+,41-,42-,43+,44+,45-,46+,47-,48+,49+,50-,51-,52-,53-,54-,56+,57-,58-,59-,60-,65-,66+,67?/m0/s1
      InchiKey ADRKQFXFMTYGSI-HCQSHQBASA-N
      分子式 Formula C54H72N2O182
      分子量 Molecular Weight 1037.17
      溶解度Solubility
      性狀 Solid powder
      儲藏條件 Storage conditions Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).
      產品說明 Tetrocarcin A(CAS:73666-84-9):僅限應用于工業或者科學研究過程中非醫療目的,不應用于人類或動物的臨床診斷以及治過程療,該產品非藥用,非食用。
      IntroductionTetrocarcin A is from cultures of strain No. T-90 designated as Micromonospora chalcea KY11091. Tetrocarcin has bacteriocidal activity against Bacillus subtilis, is new antitumor antibiotics.
      Application1
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      [1]Gong T, Zhen X, Li XL, Chen JJ, Chen TJ, Yang JL, Zhu P. Tetrocarcin Q, a New Spirotetronate with a Unique Glycosyl Group from a Marine-Derived Actinomycete Micromonospora carbonacea LS276. Mar Drugs. 2018 Feb 24;16(2). pii: E74. doi: 10.3390/md16020074. PubMed PMID: 29495293; PubMed Central PMCID: PMC5852502.
      [2]Gui C, Zhang S, Zhu X, Ding W, Huang H, Gu YC, Duan Y, Ju J. Antimicrobial Spirotetronate Metabolites from Marine-Derived Micromonospora harpali SCSIO GJ089. J Nat Prod. 2017 May 26;80(5):1594-1603. doi: 10.1021/acs.jnatprod.7b00176. Epub 2017 May 10. PubMed PMID: 28489382.
      [3] Bruender NA, Holden HM. Probing the catalytic mechanism of a C-3'-methyltransferase involved in the biosynthesis of D-tetronitrose. Protein Sci. 2012 Jun;21(6):876-86. doi: 10.1002/pro.2074. Epub 2012 Apr 24. PubMed PMID: 22495991; PubMed Central PMCID: PMC3403422.
      [4] Kubiak RL, Holden HM. Combined structural and functional investigation of a C-3''-ketoreductase involved in the biosynthesis of dTDP-L-digitoxose. Biochemistry. 2011 Jul 5;50(26):5905-17. doi: 10.1021/bi200514b. Epub 2011 Jun 8. PubMed PMID: 21598943.
      [5] Bruender NA, Thoden JB, Kaur M, Avey MK, Holden HM. Molecular architecture of a C-3'-methyltransferase involved in the biosynthesis of D-tetronitrose. Biochemistry. 2010 Jul 20;49(28):5891-8. doi: 10.1021/bi100782b. PubMed PMID: 20527922.
      6: Fang J, Zhang Y, Huang L, Jia X, Zhang Q, Zhang X, Tang G, Liu W. Cloning and characterization of the tetrocarcin A gene cluster from Micromonospora chalcea NRRL 11289 reveals a highly conserved strategy for tetronate biosynthesis in spirotetronate antibiotics. J Bacteriol. 2008 Sep;190(17):6014-25. doi: 10.1128/JB.00533-08. Epub 2008 Jun 27. PubMed PMID: 18586939; PubMed Central PMCID: PMC2519530.7: Nakajima H, Sakaguchi K, Fujiwara I, Mizuta M, Tsuruga M, Magae J, Mizuta N. Apoptosis and inactivation of the PI3-kinase pathway by tetrocarcin A in breast cancers. Biochem Biophys Res Commun. 2007 Apr 27;356(1):260-5. Epub 2007 Mar 2. PubMed PMID: 17350598.8: Hara T, Omura-Minamisawa M, Chao C, Nakagami Y, Ito M, Inoue T. Bcl-2 inhibitors potentiate the cytotoxic effects of radiation in Bcl-2 overexpressing radioresistant tumor cells. Int J Radiat Oncol Biol Phys. 2005 Feb 1;61(2):517-28. PubMed PMID: 15667975.9: Anether G, Tinhofer I, Senfter M, Greil R. Tetrocarcin-A--induced ER stress mediates apoptosis in B-CLL cells via a Bcl-2--independent pathway. Blood. 2003 Jun 1;101(11):4561-8. Epub 2003 Jan 30. PubMed PMID: 12560233.10: Tinhofer I, Anether G, Senfter M, Pfaller K, Bernhard D, Hara M, Greil R. Stressful death of T-ALL tumor cells after treatment with the anti-tumor agent Tetrocarcin-A. FASEB J. 2002 Aug;16(10):1295-7. Epub 2002 Jun 7. PubMed PMID: 12060673.1
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