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	<id>http://debianws.lexgopc.com/wiki143/index.php?action=history&amp;feed=atom&amp;title=Esperamicin</id>
	<title>Esperamicin - Revision history</title>
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	<updated>2026-06-01T23:16:07Z</updated>
	<subtitle>Revision history for this page on the wiki</subtitle>
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	<entry>
		<id>http://debianws.lexgopc.com/wiki143/index.php?title=Esperamicin&amp;diff=7785539&amp;oldid=prev</id>
		<title>imported&gt;Boghog: removed duplicate parameter</title>
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		<updated>2024-10-21T05:55:59Z</updated>

		<summary type="html">&lt;p&gt;removed duplicate parameter&lt;/p&gt;
&lt;p&gt;&lt;b&gt;New page&lt;/b&gt;&lt;/p&gt;&lt;div&gt;{{cs1 config|name-list-style=vanc|display-authors=6}}&lt;br /&gt;
{{chembox&lt;br /&gt;
|Verifiedfields = changed&lt;br /&gt;
|Watchedfields = changed&lt;br /&gt;
|verifiedrevid = 399920724&lt;br /&gt;
|Name = Esperamicin A1&lt;br /&gt;
|ImageFile=Esperamicin.png&lt;br /&gt;
|ImageSize=230px&lt;br /&gt;
|ImageAlt = Structural formula of esperamicin A1&lt;br /&gt;
|ImageFile1 = Esperamicin A1 3D spacefill.png&lt;br /&gt;
|ImageAlt1 = Ball-and-stick model of the Esperamicin A1 molecule&lt;br /&gt;
|Section1={{Chembox Identifiers&lt;br /&gt;
|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}&lt;br /&gt;
|ChemSpiderID = 4940320&lt;br /&gt;
|ChEMBL_Ref = {{ebicite|changed|EBI}}&lt;br /&gt;
|ChEMBL = 449274 &lt;br /&gt;
|InChI = 1/C59H80N4O22S4/c1-28(2)60-36-27-77-43(25-39(36)73-8)83-52-50(66)47(63-85-45-24-37(64)53(86-12)31(5)79-45)29(3)80-57(52)82-38-18-16-14-15-17-20-59(71)34(19-21-88-89-87-13)46(38)48(62-58(70)76-11)51(67)54(59)84-44-26-42(49(65)30(4)78-44)81-56(69)33-22-40(74-9)41(75-10)23-35(33)61-55(68)32(6)72-7/h14-15,19,22-23,28-31,36-39,42-45,47,49-50,52-54,57,60,63-66,71H,6,21,24-27H2,1-5,7-13H3,(H,61,68)(H,62,70)/b15-14-,34-19+&lt;br /&gt;
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|CASNo=99674-26-7&lt;br /&gt;
|UNII_Ref = {{fdacite|correct|FDA}}&lt;br /&gt;
|UNII = PLX8T21X8G&lt;br /&gt;
|PubChem = 6435576&lt;br /&gt;
|SMILES = O=C(C(\OC)=C)Nc1cc(OC)c(OC)cc1C(=O)OC2CC(OC(C)C2O)OC7C(=O)C(\NC(=O)OC)=C6/C(=C\CSSSC)C7(O)C#C\C=C/C#CC6OC5OC(C)C(NOC3OC(C)C(SC)C(O)C3)C(O)C5OC4OCC(NC(C)C)C(OC)C4&lt;br /&gt;
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&lt;br /&gt;
The &amp;#039;&amp;#039;&amp;#039;esperamicins&amp;#039;&amp;#039;&amp;#039; are [[chromoprotein]] [[enediyne]] [[Chemotherapy#Cytotoxic antibiotics|antitumor antibiotics]] of bacterial origin. Esperamicin A1 is the most well studied compound in this class.  Esperamcin A1 and the related enediyne [[calicheamicin]] are the two most potent antitumor agents known.&amp;lt;ref&amp;gt;[http://jlstasal.myweb.uga.edu/CaliEsp.htm Calicheamicin and Esperamicin are the two most potent antitumor agents known to man], Univ Of Georgia Chem 4500 {{webarchive |url=https://web.archive.org/web/20080921160531/http://jlstasal.myweb.uga.edu/CaliEsp.htm |date=September 21, 2008 }}&amp;lt;/ref&amp;gt;  The esperamicins are extremely toxic DNA splicing compounds.&amp;lt;ref&amp;gt;{{cite journal | vauthors = Long BH, Golik J, Forenza S, Ward B, Rehfuss R, Dabrowiak JC, Catino JJ, Musial ST, Brookshire KW, Doyle TW | title = Esperamicins, a class of potent antitumor antibiotics: mechanism of action | journal = Proceedings of the National Academy of Sciences of the United States of America | volume = 86 | issue = 1 | pages = 2–6 | date = January 1989 | pmid = 2643098 | pmc = 286391 | doi = 10.1073/pnas.86.1.2 | doi-access = free | bibcode = 1989PNAS...86....2L }}&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
Oxygen and active oxygen-radical scavengers have no significant influence upon [[DNA replication|DNA]] strand breakage by esperamicin, but the cleavage of DNA by esperamicin is greatly accelerated in the presence of [[thiol]] compounds.  The preferential cutting sites of esperamicin are at [[thymidylate]] residues, and the frequency of [[nucleobase]] attacked (T greater than C greater than A greater than G) is different from that of calicheamicin (C much greater than T greater than A = G), [[neocarzinostatin]] (T greater than A greater than C greater than G), or [[bleomycin]] (C greater than T greater than A greater than G).&amp;lt;ref&amp;gt;{{cite journal | vauthors = Sugiura Y, Uesawa Y, Takahashi Y, Kuwahara J, Golik J, Doyle TW | title = Nucleotide-specific cleavage and minor-groove interaction of DNA with esperamicin antitumor antibiotics | journal = Proceedings of the National Academy of Sciences of the United States of America | volume = 86 | issue = 20 | pages = 7672–7676 | date = October 1989 | pmid = 2813351 | pmc = 298132 | doi = 10.1073/pnas.86.20.7672 | doi-access = free | bibcode = 1989PNAS...86.7672S }}&amp;lt;/ref&amp;gt;&lt;br /&gt;
&lt;br /&gt;
== References ==&lt;br /&gt;
{{reflist}}&lt;br /&gt;
&lt;br /&gt;
{{Enediynes}}&lt;br /&gt;
&lt;br /&gt;
[[Category:Antibiotics]]&lt;br /&gt;
[[Category:Cancer research]]&lt;br /&gt;
[[Category:Enediynes]]&lt;br /&gt;
[[Category:Isopropylamino compounds]]&lt;br /&gt;
[[Category:Carbamates]]&lt;br /&gt;
[[Category:Secondary alcohols]]&lt;br /&gt;
[[Category:Amines]]&lt;br /&gt;
[[Category:Phenol ethers]]&lt;br /&gt;
[[Category:Ethers]]&lt;br /&gt;
[[Category:Thioethers]]&lt;br /&gt;
[[Category:Alkene derivatives]]&lt;br /&gt;
[[Category:Anilides]]&lt;br /&gt;
[[Category:Benzoate esters]]&lt;br /&gt;
[[Category:Methyl esters]]&lt;br /&gt;
[[Category:Ketones]]&lt;br /&gt;
[[Category:Ten-membered rings]]&lt;/div&gt;</summary>
		<author><name>imported&gt;Boghog</name></author>
	</entry>
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