WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 206003
Description: TPCS2a, also know as, tetraphenyl chlorin disulfonate, is a meso-tetraphenylchlorin substituted by two adjacent sulfonated groups with potential photosensitizing activity. Upon administration, tetraphenyl chlorin disulfonate incorporates into the cellÂ’s endosome and lysosome membranes. Subsequently, cytotoxic agents are administered and accumulate in endosomal and lysosomal compartments; upon local activation by light, tetraphenyl chlorin disulfonate produces reactive oxygen species (ROS), such as singlet oxygen, damaging endo/lysosomal membranes and accumulated cytotoxic agents are released into the tumor cell cytosol.
MedKoo Cat#: 206003
Chemical Formula: C44H32N4O6S2
Exact Mass: 776.17633
Molecular Weight: 776.88
Elemental Analysis: C, 68.02; H, 4.15; N, 7.21; O, 12.36; S, 8.25
This product is not in stock, which may be available by custom synthesis.
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Synonym: TPCS2a; Tetraphenyl chlorin disulfonate; Amphinex
IUPAC/Chemical Name: Benzenesulfonic acid, 4,4'-(7,8-dihydro-15,20-diphenyl-21H,23H-porphine-5,10-diyl)bis-
InChi Key: MVBCOYVJSZKRIV-JAAFTSFNSA-N
InChi Code: InChI=1S/C44H32N4O6S2/c49-55(50,51)31-15-11-29(12-16-31)43-37-23-21-35(46-37)41(27-7-3-1-4-8-27)33-19-20-34(45-33)42(28-9-5-2-6-10-28)36-22-24-38(47-36)44(40-26-25-39(43)48-40)30-13-17-32(18-14-30)56(52,53)54/h1-24,46-47H,25-26H2,(H,49,50,51)(H,52,53,54)/b41-33-,41-35-,42-34-,42-36-,43-37-,43-39-,44-38-,44-40-
SMILES Code: O=S(C1=CC=C(/C2=C3CCC(/C(C4=CC=C(S(=O)(O)=O)C=C4)=C5C=C/C(N/5)=C(C6=CC=CC=C6)/C(C=C/7)=NC7=C(C8=CC=CC=C8)/C9=CC=C2N9)=N\3)C=C1)(O)=O
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >5 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 776.88 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
|Concentration / Solvent Volume / Mass||1 mg||5 mg||10 mg|
|1 mM||1.15 mL||5.76 mL||11.51 mL|
|5 mM||0.23 mL||1.15 mL||2.3 mL|
|10 mM||0.12 mL||0.58 mL||1.15 mL|
|50 mM||0.02 mL||0.12 mL||0.23 mL|
1: Berg K, Nordstrand S, Selbo PK, Tran DT, Angell-Petersen E, HÃ¸gset A. Disulfonated tetraphenyl chlorin (TPCS2a), a novel photosensitizer developed for clinical utilization of photochemical internalization. Photochem Photobiol Sci. 2011 Oct;10(10):1637-51. doi: 10.1039/c1pp05128h. Epub 2011 Jul 20. PubMed PMID: 21773635.
2: Lilletvedt M, TÃ¸nnesen HH, HÃ¸gset A, Sande SA, Kristensen S. Evaluation of physicochemical properties and aggregation of the photosensitizers TPCS2a and TPPS2a in aqueous media. Pharmazie. 2011 May;66(5):325-33. PubMed PMID: 21699065.
3: Lilletvedt M, TÃ¸nnesen HH, HÃ¸gset A, Nardo L, Kristensen S. Physicochemical characterization of the photosensitizers TPCS2a and TPPS2a 1. Spectroscopic evaluation of drug--solvent interactions. Pharmazie. 2010 Aug;65(8):588-95. PubMed PMID: 20824959.