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Abenacianine

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Chemical compound
This article is an orphan, as no other articles link to it . Please introduce links to this page from related articles . (November 2023)
Pharmaceutical compound
Abenacianine
Clinical data
Other namesVGT-309
Identifiers
  • 2-[(E)-2-[(3E)-3-[(2E)-2-[5-[bis(3-sulfopropyl)amino]-3,3-dimethyl-1-(3-sulfopropyl)indol-2-ylidene]ethylidene]-2-chlorocyclohexen-1-yl]ethenyl]-3-[6-[2-[[4-[(3S)-7-[6-[2-[(1E,3E,5E,7E)-7-[1,1-dimethyl-3-(4-sulfonatobutyl)benzo[e]indol-2-ylidene]hepta-1,3,5-trienyl]-1,1-dimethylbenzo[e]indol-3-ium-3-yl]hexanoylamino]-2-oxo-3-[[(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]heptoxy]-2,3,5,6-tetrafluorobenzoyl]amino]ethylamino]-6-oxohexyl]-1,1-dimethylbenzo[e]indol-3-ium-7-sulfonate
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
Formula C127H145ClF4N10O23S5
Molar mass 2451.35g·mol−1
3D model (JSmol)
  • CC1円(C2=C(C=CC(=C2)N(CCCS(=O)(=O)O)CCCS(=O)(=O)O)N(/C1=C/C=C/3\CCCC(=C3Cl)/C=C/C4=[N+](C5=C(C4(C)C)C6=C(C=C5)C=C(C=C6)S(=O)(=O)[O-])CCCCCC(=O)NCCNC(=O)C7=C(C(=C(C(=C7F)F)OCC(=O)[C@H](CCCCNC(=O)CCCCC[N+]8=C(C(C9=C8C=CC1=CC=CC=C19)(C)C)/C=C/C=C/C=C/C=C/1\C(C2=C(N1CCCCS(=O)(=O)[O-])C=CC1=CC=CC=C12)(C)C)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)OCC1=CC=CC=C1)F)F)CCCS(=O)(=O)O)C
  • InChI=InChI=1S/C127H145ClF4N10O23S5/c1-124(2)97-82-92(138(70-35-77-167(152,153)154)71-36-78-168(155,156)157)58-64-100(97)139(75-37-79-169(158,159)160)107(124)65-56-89-44-34-45-90(115(89)128)57-66-108-127(7,8)114-96-60-59-93(170(161,162)163)81-91(96)55-63-103(114)142(108)73-31-15-23-52-110(145)134-68-69-135-122(147)111-116(129)118(131)120(119(132)117(111)130)164-84-104(143)98(136-121(146)99(80-85-38-16-12-17-39-85)137-123(148)165-83-86-40-18-13-19-41-86)48-28-29-67-133-109(144)51-22-14-30-72-140-101-61-53-87-42-24-26-46-94(87)112(101)125(3,4)105(140)49-20-10-9-11-21-50-106-126(5,6)113-95-47-27-25-43-88(95)54-62-102(113)141(106)74-32-33-76-166(149,150)151/h9-13,16-21,24-27,38-43,46-47,49-50,53-66,81-82,98-99H,14-15,22-23,28-37,44-45,48,51-52,67-80,83-84H2,1-8H3,(H8-2,133,134,135,136,137,144,145,146,147,148,149,150,151,152,153,154,155,156,157,158,159,160,161,162,163)/t98-,99-/m0/s1
  • Key:NSTNPRUQYXIYCN-WQLOVQMRSA-N

Abenacianine for injection, also known as VGT-309, is a tumor-targeted fluorescent imaging agent developed by Vergent Bioscience to enhance tumor visualization during cancer surgeries.[1] This compound binds to cathepsins, a family of proteases that are over expressed in various solid tumors, facilitating the detection tumors.[2] [3] [4] [5]

References

[edit ]
  1. ↑ "Technology Overview". Vergent Bioscience.
  2. ↑ Bou-Samra P, Chang A, Guo E, Azari F, Kennedy G, Santini JT, Bensen ES, Jarrar D, Singhal S (December 2023). "Cathepsin detection to identify malignant cells during robotic pulmonary resection". Translational Lung Cancer Research. 12 (12): 2370–2380. doi:10.21037/tlcr-23-370 . PMC 10775009 . PMID 38205214.
  3. ↑ Suurs, Frans V.; Qiu, Si-Qi; Yim, Joshua J.; Schröder, Carolien P.; Timmer-Bosscha, Hetty; Bensen, Eric S.; Santini, John T.; de Vries, Elisabeth G. E.; Bogyo, Matthew; van Dam, Gooitzen M. (29 September 2020). "Fluorescent image-guided surgery in breast cancer by intravenous application of a quenched fluorescence activity-based probe for cysteine cathepsins in a syngeneic mouse model". EJNMMI Research. 10 (1): 111. doi:10.1186/s13550-020-00688-0 . ISSN 2191-219X. PMC 7524956 . PMID 32990883.
  4. ↑ Santiago, Nicole Lugo; Wen, Wei; Kohut, Adrian; Bensen, Eric; Santini, John; Yim, John; Fong, Yuman; Han, Ernest (1 August 2022). "Preclinical evaluation of a novel cathepsin-activated fluorescent probe VGT-309 for identification of ovarian cancer in a mouse model (248)" . Gynecologic Oncology. 166: S134. doi:10.1016/S0090-8258(22)01471-8. ISSN 0090-8258. S2CID 252192082.
  5. ↑ Kennedy, Gregory T.; Holt, David E.; Azari, Feredun S.; Bernstein, Elizabeth; Nadeem, Bilal; Chang, Ashley; Sullivan, Neil T.; Segil, Alix; Desphande, Charuhas; Bensen, Eric; Santini, John T.; Kucharczuk, John C.; Delikatny, Edward J.; Bogyo, Matthew; Egan, A. J. Matthew; Bradley, Charles W.; Eruslanov, Evgeniy; Lickliter, Jason D.; Wright, Gavin; Singhal, Sunil (1 September 2022). "A Cathepsin-Targeted Quenched Activity-Based Probe Facilitates Enhanced Detection of Human Tumors during Resection". Clinical Cancer Research. 28 (17): 3729–3741. doi:10.1158/1078-0432.CCR-22-1215. ISSN 1557-3265. PMC 10257858 . PMID 35792882.

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