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CAS 11031-11-1

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Zeocin

Description:
Zeocin is a glycopeptide antibiotic that is primarily used as a selection agent in molecular biology and genetic engineering. It is derived from the bacterium *Streptomyces griseus* and is known for its ability to inhibit protein synthesis by binding to the ribosomal RNA. Zeocin exhibits cytotoxic properties, making it effective against a variety of eukaryotic cells, including mammalian cells, which is why it is often employed in the selection of genetically modified organisms that have been engineered to express resistance to this compound. The substance is characterized by its ability to induce DNA damage, leading to cell death, particularly in cells that lack the appropriate resistance mechanisms. Zeocin is typically used in conjunction with other selection markers in transfection experiments, allowing researchers to isolate successfully modified cells. Its effectiveness and specificity make it a valuable tool in the fields of molecular biology, genetics, and biotechnology. However, due to its cytotoxic nature, appropriate safety measures should be taken when handling this compound in laboratory settings.
Formula:C55H86N20O21S2
InChI:InChI=1S/C55H86N20O21S2/c1-19-32(72-45(75-43(19)58)24(11-30(57)79)67-12-23(56)44(59)85)49(89)74-34(40(25-13-63-18-68-25)94-53-42(38(83)36(81)28(14-76)93-53)95-52-39(84)41(96-55(62)91)37(82)29(15-77)92-52)50(90)69-21(3)35(80)20(2)46(86)73-33(22(4)78)48(88)65-10-7-31-70-27(17-97-31)51-71-26(16-98-51)47(87)64-8-5-6-9-66-54(60)61/h13,16,18,20-24,27-29,33-42,52-53,67,76-78,80-84H,5-12,14-15,17,56H2,1-4H3,(H2,57,79)(H2,59,85)(H2,62,91)(H,63,68)(H,64,87)(H,65,88)(H,69,90)(H,73,86)(H,74,89)(H2,58,72,75)(H4,60,61,66)/t20-,21+,22+,23-,24-,27+,28-,29+,33-,34-,35-,36+,37+,38-,39-,40-,41-,42-,52+,53-/m0/s1
InChI key:InChIKey=CWCMIVBLVUHDHK-ZSNHEYEWSA-N
SMILES:[C@H]([C@H](NC(=O)C1=NC([C@@H](NC[C@@H](C(N)=O)N)CC(N)=O)=NC(N)=C1C)C(N[C@@H]([C@H]([C@@H](C(N[C@H](C(NCCC2=N[C@H](CS2)C3=NC(C(NCCCCNC(=N)N)=O)=CS3)=O)[C@@H](C)O)=O)C)O)C)=O)(O[C@H]4[C@@H](O[C@@H]5[C@@H](O)[C@@H](OC(N)=O)[C@H](O)[C@@H](CO)O5)[C@@H](O)[C@H](O)[C@H](CO)O4)C6=CN=CN6
Synonyms:
  • Zeocine
  • Phleomycin D1
  • Zeocin
  • N1-[4-[(Aminoiminomethyl)amino]butyl]-7,8-dihydrobleomycinamide
  • Bleomycinamide, N1-[4-[(aminoiminomethyl)amino]butyl]-7,8-dihydro-
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