http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-11339175-B2

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filingDate 2019-11-06-04:00^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 2022-05-24-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_79066ef69aacf127b5efe813b84a6300
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publicationDate 2022-05-24-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber US-11339175-B2
titleOfInvention Thiol-based fluorescent probe for reactive species
abstract Detection of nitroxyl (HNO), the transient one-electron reduced form of nitric oxide, is a significant challenge owing to its high reactivity with biological thiols (rate constants as high as 10 9 M −1 s −1 ). Reported herein is a new thiol-based HNO-responsive trigger that can compete against reactive thiols for HNO. This process forms an N-hydroxysulfenamide intermediate which cyclizes to release a masked fluorophore leading to fluorescence enhancement. To ensure a rapid cyclization step, the disclosed design capitalizes on two established physical organic phenomena: the alpha-effect and the Thorpe-Ingold effect. Using this new trigger, NitroxylFluor was developed; a selective HNO-responsive fluorescent probe. Treatment of NitroxylFluor with an HNO donor results in a 16-fold turn-on. This probe also exhibits excellent selectivity over various reactive nitrogen, oxygen, and sulfur species and efficacy in the presence of thiols (e.g., glutathione in mM concentrations). Also, live cell imaging of HNO using NitroxylFluor was performed.
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http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID14433
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP50321
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCA9A6M9
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID380259
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID456690405
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID456711995
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID458393800
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226393830
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419526493
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226395971
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226397779
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID962
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCC6A312
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID10608
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID456690383
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ9V1P1
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID456718547
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226481917
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP50322
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226393829
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID456712120
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCO59494
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID4344564
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID158263270
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226400160
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID454110207
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID9836994
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ48335
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID453996104
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226400161
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419556970
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID2597
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCB0R2M2
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID8053
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID227014910
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID158590199
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID411860674
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID134601
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID420263293
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID61739
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID20144512
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID411295451
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID447757059
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226396296
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID374193
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID45051774
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID420037448
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ58546
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP09124
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226398599
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226511976
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419567911
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP64179
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID522220
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP46713
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP46795
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID12035
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID8079
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID406367
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP51009
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP52987
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ9HJ69
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID415869577
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID14276
http://rdf.ncbi.nlm.nih.gov/pubchem/taxonomy/TAXID6604
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID471667848
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ9PJN6
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID14284
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP46796
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP0DB18
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ9YFS9
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID471667849
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419532434
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP0DB19
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID945
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID146580964
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID226489282
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCQ2FNA2
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID7456
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID146580963
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID6457
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID160985959
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID74924
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID449499810
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCA0A0H3MAB5
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID229850102
http://rdf.ncbi.nlm.nih.gov/pubchem/gene/GID396823
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID419519429
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID5977
http://rdf.ncbi.nlm.nih.gov/pubchem/protein/ACCP19315
http://rdf.ncbi.nlm.nih.gov/pubchem/substance/SID458394891
http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID745

Total number of triples: 397.