TPCS2a

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MedKoo CAT#: 206003

CAS#: 501083-97-2

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.

Chemical Structure

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TPCS2a
CAS# 501083-97-2
Instruction

Theoretical Analysis

MedKoo Cat#: 206003
Name: TPCS2a
CAS#: 501083-97-2
Chemical Formula: C44H32N4O6S2
Exact Mass: 776.18
Molecular Weight: 776.880
Elemental Analysis: C, 68.02; H, 4.15; N, 7.21; O, 12.36; S, 8.25

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: TPCS2a; Tetraphenyl chlorin disulfonate; Amphinex; Fimaporfin; Fimaporfin A;

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

More Info:         

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Berg K, Nordstrand S, Selbo PK, Tran DT, Angell-Petersen E, Høgset 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, Tønnesen HH, Høgset 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, Tønnesen HH, Høgset 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.