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Chemical Compound Review

Biotin-11-dutp     [[[(2R,3S,5R)-5-[2,4-dioxo-5- [(E)-3-[6-[5...

Synonyms: AC1O5LL5, 86303-25-5
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Disease relevance of Biotin-11-dutp

  • M13 bacteriophage was labelled by primer extension with biotin-11-dUTP and was successfully used as probe to study human hypervariable minisatellites (DNA fingerprints) in Southern blots [1].
  • The probe sequence to be used was first cloned into the M13 vector, and the minus strand of the template DNA was then synthesized with the Klenow fragment of E. coli DNA polymerase I in the presence of the biotinylated nucleotide, biotin-11-dUTP, as a label [2].

High impact information on Biotin-11-dutp


Biological context of Biotin-11-dutp


Anatomical context of Biotin-11-dutp

  • That these observations reflected nicking specifically in myotube nuclei was determined by immunocytochemical localization of nicked sites after repair with a biotinylated nucleotide analog (biotin-11-dUTP) [12].
  • After 2, 15, and 24 h of culture in 8 nM PMA, megakaryocytes were probed by in situ hybridization with biotin-11-dUTP-labeled cDNA probes for human c-myc, beta-actin, and coagulation cofactor V (FV) mRNA [13].

Associations of Biotin-11-dutp with other chemical compounds

  • During the arrayed anchored multiplex PCR, 5[N-(N-biotinylaminocaproyl)-epsilon-3-aminoallyl]-2-deoxy-uridine-5-triphosphate (biotin-11-dUTP) was incorporated into the extended DNA chains in order to bind avidin alkaline phosphatase via avidin and biotin [14].

Gene context of Biotin-11-dutp

  • A 998 bp fragment of plasmid pBR322, comprising part of the TEM-1 beta-lactamase gene, was labelled with biotin-11-dUTP for use as a DNA probe in a rapid non-isotopic spot hybridisation test [15].
  • This was obtained by using nick-translated biotin-11-dUTP-labeled DNA probes and streptavidin-alkaline phosphatase conjugates for visualization of the hybridized signals [16].
  • The probe pTZ-E4 was a fragment of the ovine beta-casein gene inserted in the plasmid pTZ18R and labeled with biotin-11-dUTP [17].
  • The control ISPCR tests on the HCMV DNA positive specimens without adding either biotin-11-dUTP or Taq DNA polymerase or the primers for HCMV DNA showed negative results [18].

Analytical, diagnostic and therapeutic context of Biotin-11-dutp


  1. M13 Bioprints: non-isotopic detection of individual-specific human DNA fingerprints with biotinylated M13 bacteriophage. Medeiros, A.C., Macedo, A.M., Pena, S.D. Forensic Sci. Int. (1989) [Pubmed]
  2. Non-radioactive hybridization probes prepared using M13 phage vector and the universal sequencing primer. Ikeda, S., Yamamoto, M., Nagao, K., Zhang, B., Watanabe, S., Oda, T. Acta Med. Okayama (1989) [Pubmed]
  3. Visualization of replication factories attached to nucleoskeleton. Hozák, P., Hassan, A.B., Jackson, D.A., Cook, P.R. Cell (1993) [Pubmed]
  4. The timing of the formation and usage of replicase clusters in S-phase nuclei of human diploid fibroblasts. Kill, I.R., Bridger, J.M., Campbell, K.H., Maldonado-Codina, G., Hutchison, C.J. J. Cell. Sci. (1991) [Pubmed]
  5. The role of lamin LIII in nuclear assembly and DNA replication, in cell-free extracts of Xenopus eggs. Meier, J., Campbell, K.H., Ford, C.C., Stick, R., Hutchison, C.J. J. Cell. Sci. (1991) [Pubmed]
  6. In situ hybridization demonstration of poly-adenylated RNA sequences in formalin-fixed paraffin sections using a biotinylated oligonucleotide poly d(T) probe. Pringle, J.H., Primrose, L., Kind, C.N., Talbot, I.C., Lauder, I. J. Pathol. (1989) [Pubmed]
  7. Comparison of biotinylated DNA and RNA probes for rapid detection of varicella-zoster virus genome by in situ hybridization. Forghani, B., Yu, G.J., Hurst, J.W. J. Clin. Microbiol. (1991) [Pubmed]
  8. Development of a biotinylated probe for the rapid detection of Mycoplasma gallisepticum. Geary, S.J. Isr. J. Med. Sci. (1987) [Pubmed]
  9. Fluorescence in situ hybridization landmarks for chromosomes of culicoides variipennis (Diptera: Ceratopogonidae). Nunamaker, R.A., Brown, S.E., Knudson, D.L. J. Med. Entomol. (1999) [Pubmed]
  10. In situ detection of a PCR-synthesized human pancentromeric DNA hybridization probe by color pigment immunostaining: application for dicentric assay automation. Kolanko, C.J., Pyle, M.D., Nath, J., Prasanna, P.G., Loats, H., Blakely, W.F. Biotechnic & histochemistry : official publication of the Biological Stain Commission. (2000) [Pubmed]
  11. A method for biotinylating oligonucleotide probes for use in molecular hybridizations. Riley, L.K., Marshall, M.E., Coleman, M.S. DNA (1986) [Pubmed]
  12. Arabinosylcytosine-induced accumulation of DNA nicks in myotube nuclei detected by in situ nick translation. Masuck, T.M., Taylor, A.R., Lough, J. J. Cell. Physiol. (1990) [Pubmed]
  13. Effect of phorbol myristate acetate on c-myc, beta-actin, and FV gene expression in morphologically recognizable human megakaryocytes: a kinetic analysis employing in situ hybridization. Gewirtz, A.M., Shen, Y.M. Exp. Hematol. (1990) [Pubmed]
  14. A visual DNA chip for simultaneous detection of hepatitis B virus, hepatitis C virus and human immunodeficiency virus type-1. Wen, J.K., Zhang, X.E., Cheng, Z., Liu, H., Zhou, Y.F., Zhang, Z.P., Yang, J.H., Deng, J.Y. Biosensors & bioelectronics. (2004) [Pubmed]
  15. Detection of TEM beta-lactamase genes by non-isotopic spot hybridisation. Carter, G.I., Towner, K.J., Slack, R.C. Eur. J. Clin. Microbiol. (1987) [Pubmed]
  16. Detection of bacteria in phagocyte-smears from septicemia-suspected blood by in situ hybridization using biotinylated probes. Matsuhisa, A., Saito, Y., Sakamoto, Y., Keshi, H., Ueyama, H., Aikawa, Y., Kishi, Y., Ohno, T. Microbiol. Immunol. (1994) [Pubmed]
  17. Chromosomal localization of the ovine beta-casein gene by non-isotopic in situ hybridization and R-banding. Hayes, H., Petit, E., Lemieux, N., Dutrillaux, B. Cytogenet. Cell Genet. (1992) [Pubmed]
  18. Detection of cytomegalovirus DNA in paraffin-embedded lung tissue specimens using in situ polymerase chain reaction. Zhaori, G., Shen, K., Jiang, Z., Li, P., Liu, Y. Chin. Med. J. (1996) [Pubmed]
  19. The control of DNA replication in a cell-free extract that recapitulates a basic cell cycle in vitro. Hutchison, C.J., Cox, R., Ford, C.C. Development (1988) [Pubmed]
  20. Delineation of marker chromosomes by reverse chromosome painting using only a small number of DOP-PCR amplified microdissected chromosomes. Viersbach, R., Schwanitz, G., Nöthen, M.M. Hum. Genet. (1994) [Pubmed]
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