CSPD (molecule): Difference between revisions
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| ImageFile = CSPD.svg |
| ImageFile = CSPD structure.svg |
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| ImageSize = |
| ImageSize = 200px |
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| Name = CSPD |
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| IUPACName = |
| IUPACName = 3-(1-Chloro-3'-methoxyspiro[adamantane-4,4'-dioxetane]-3'-yl)phenyl] dihydrogen phosphate |
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| OtherNames = |
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|Section1={{Chembox Identifiers |
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| CASNo = 142456-88-0 |
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| CASNo1 = 142849-53-4 |
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| CASNo1_Comment = (disodium salt) |
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| PubChem = 64633 |
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| ChemSpiderID = 58191 |
| ChemSpiderID = 58191 |
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| SMILES = COC1(C2(C3CC4CC2CC(C4)(C3)Cl)OO1)c5cccc(c5)OP(=O)(O)O |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI=1S/C18H22ClO7P/c1-23-18(12-3-2-4-15(7-12)24-27(20,21)22)17(25-26-18)13-5-11-6-14(17)10-16(19,8-11)9-13/h2-4,7,11,13-14H,5-6,8-10H2,1H3,(H2,20,21,22) |
| StdInChI=1S/C18H22ClO7P/c1-23-18(12-3-2-4-15(7-12)24-27(20,21)22)17(25-26-18)13-5-11-6-14(17)10-16(19,8-11)9-13/h2-4,7,11,13-14H,5-6,8-10H2,1H3,(H2,20,21,22) |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = QWXOJIDBSHLIFI-UHFFFAOYSA-N |
| StdInChIKey = QWXOJIDBSHLIFI-UHFFFAOYSA-N |
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|Section2={{Chembox Properties |
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| C=18 | H=22 | Cl=1 | O=7 | P=1 |
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|Section3={{Chembox Hazards |
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''' |
'''CSPD''' ('''[3-(1-chloro-3'-methoxyspiro[adamantane-4,4'-dioxetane]-3'-yl)phenyl] dihydrogen phosphate''') is a [[chemical substance]] with formula C<sub>18</sub>H<sub>22</sub>ClO<sub>7</sub>P. It is a component of [[enhanced chemiluminescence]] [[enzyme-linked immunosorbent assay]] (ELISA) kits, used for the detection of minute amounts of various substances such as proteins.<ref>{{Cite journal | doi = 10.1016/0009-9120(93)90108-I| title = Ultrasensitive immunoassay techniques| journal = Clinical Biochemistry| volume = 26| issue = 5| pages = 325–331| year = 1993| last1 = Kricka| first1 = Larry J| pmid = 8299202| doi-access = free}}</ref> |
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==Properties== |
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The molecule CSPD has the following functional groups in the structure: phosphate group, phenyl group, spiro group, methyl ether group, and chlorine group. The ones worth noting are the ones above. None of these groups carry a charge. If there was a charge this would have had a change in the compound's pH, 3D structure, mass and bond angles.<ref>{{Cite web|last=PubChem|title=[3-(1-Chloro-3'-methoxyspiro[adamantane-4,4'-dioxetane]-3'-yl)phenyl] dihydrogen phosphate|url=https://pubchem.ncbi.nlm.nih.gov/compound/64633|access-date=2021-11-18|website=pubchem.ncbi.nlm.nih.gov|language=en}}</ref> |
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* [[3-(2'-spiroadamantane)-4-methoxy-4-(3"-phosphoryloxy) phenyl-1,2-dioxetane]] (AMPPD) |
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The toxin CSPD effect persister cell formation using MqsR (MqsR, a crucial regulator for quorum sensing and biofilm formation, is a GCU-specific mRNA interferase in ''Escherichia coli''<ref>{{Cite web|title=mqsR - mRNA interferase toxin MqsR - Escherichia coli (strain K12) - mqsR gene & protein|url=https://www.uniprot.org/uniprot/Q46865#:~:text=%22MqsR,%20a%20crucial%20regulator%20for,mRNA%20interferase%20in%20Escherichia%20coli.%22|access-date=2021-11-19|website=www.uniprot.org|language=en}}</ref>) and persister cells are cells that avoid stress and are characterized by reduced metabolism and other factors.<ref>{{Cite journal|last1=Kim|first1=Younghoon|last2=Wood|first2=Thomas K.|date=2010-01-01|title=Toxins Hha and CspD and small RNA regulator Hfq are involved in persister cell formation through MqsR in Escherichia coli|journal=Biochemical and Biophysical Research Communications|language=en|volume=391|issue=1|pages=209–213|doi=10.1016/j.bbrc.2009.11.033|pmid=19909729|pmc=2812665|issn=0006-291X}}</ref>{{Clarify|date=May 2023}} |
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==References== |
==References== |
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{{reflist}} |
{{reflist}} |
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<!--Bronstein, WO 88/00695; Schaap, et al. EPO 254,051; and Schaap, et al. (1987)--><!-- Enhancement of chemiluminescent 1,2-dioxetane-based assays and kits for conducting said assays. United States Patent 5654154 [http://www.freepatentsonline.com/5654154.html]--> |
<!--Bronstein, WO 88/00695; Schaap, et al. EPO 254,051; and Schaap, et al. (1987)--> |
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<!-- Enhancement of chemiluminescent 1,2-dioxetane-based assays and kits for conducting said assays. United States Patent 5654154 [http://www.freepatentsonline.com/5654154.html]--> |
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==External links== |
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*http://web.mit.edu/7.02/resources/CSPD.pdf |
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<!-- gone? *http://biochem.roche.com/pack-insert/1759779a.pdf --> |
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*http://www.jenobiotech.com/techsupport/Protocol/ELISA1-15.pdf |
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[[Category:Organic peroxides]] |
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[[Category:Organochlorides]] |
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[[Category:Organophosphates]] |
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[[Category:Phenol esters]] |
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[[Category:Spiro compounds]] |
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