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477567

Sigma-Aldrich

5,10,15,20-Tetrakis(4-hydroxyphenyl)-21H,23H-porphine

Dye content 95 %

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About This Item

Empirical Formula (Hill Notation):
C44H30N4O4
CAS Number:
51094-17-8
Molecular Weight:
678.73
MDL number:
MFCD00191501
UNSPSC Code:
12171500
PubChem Substance ID:
24871388
NACRES:
NA.47

form

powder

composition

Dye content, 95%

mp

>300 °C (lit.)

λmax

421 nm

ε (extinction coefficient)

≥285000 at 417-423 nm in methanol at 0.001 g/L

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Oc1ccc(cc1)-c2c3ccc(n3)c(-c4ccc(O)cc4)c5ccc([nH]5)c(-c6ccc(O)cc6)c7ccc(n7)c(-c8ccc(O)cc8)c9ccc2[nH]9

InChI

1S/C44H30N4O4/c49-29-9-1-25(2-10-29)41-33-17-19-35(45-33)42(26-3-11-30(50)12-4-26)37-21-23-39(47-37)44(28-7-15-32(52)16-8-28)40-24-22-38(48-40)43(36-20-18-34(41)46-36)27-5-13-31(51)14-6-27/h1-24,45,48-52H/b41-33-,41-34-,42-35-,42-37-,43-36-,43-38-,44-39-,44-40-

InChI key

VFHDWGAEEDVVPD-LWQDQPMZSA-N

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General description

5,10,15,20-Tetrakis(4-hydroxyphenyl)-21H,23H-porphine (TPPOH, 2H-OHTPP) is an achiral porphyrin derivative.

Application

It may be used to prepare porphyrin based matrices for the detection of water soluble vitamins by matrix-assisted laser desorption/ionization (MALDI) mass spectrometry. It may be used to prepare 5,10,15,20-tetrakis (4-polyethyleneoxy)phenyl)) porphyrin. Nanoporous silica inserted with 2H-OHTPP imparts gas sensitivity, and it could be useful to detect NO2 by surface plasmon resonance.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1A - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kinga Nawalany et al.
The journal of physical chemistry. B, 112(39), 12231-12239 (2008-09-09)
5,10,15,20-Tetrakis(4-hydroxyphenyl)porphyrin was functionalized by covalent attachment of poly(ethylene glycol) (PEG) chains of various molecular weights, 350, 2000, and 5000 Da. The properties of PEG-functionalized tetraarylporphyrins in aqueous solution and their interactions with liposomes have been studied. Electronic absorption spectroscopy, dynamic
Kinga Nawalany et al.
International journal of pharmaceutics, 430(1-2), 129-140 (2012-04-25)
Photosensitizing properties of 5,10,15,20-tetrakis(4-hydroxyphenyl)porphyrin (p-THPP) functionalized by covalent attachment of one chain of poly(ethylene glycol) (PEG) with a molecular weight of 350, 2000, or 5000 Da (p-THPP-PEG(350), p-THPP-PEG(2000), p-THPP-PEG(5000)) were studied in vitro. Dark and photo cytotoxicity of these photosensitizers
F Fischer et al.
Clinica chimica acta; international journal of clinical chemistry, 274(1), 89-104 (1998-07-29)
Uric acid a known singlet oxygen scavenger, was investigated as a chemical dosimeter in physiological aqueous solution for use in photodynamic therapy. The uric acid test takes the decrease in uric acid (UA) absorbance at 293 nm after laser light
Detection of water?soluble vitamins by matrix?assisted laser desorption/ionization time?of?flight mass spectrometry using porphyrin matrices.
Chen YT and Ling YC
Journal of Mass Spectrometry : Jms, 37(7), 716-730 (2002)
Yvette Niamien Konan et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 55(1), 115-124 (2003-01-29)
A photosensitizer, meso-tetra(4-hydroxyphenyl)porphyrin, was incorporated into sub-150 nm nanoparticles using the emulsification-diffusion technique in order to perform sterilization by filtration using 0.22 microm membranes. The three selected polyesters (poly(D,L-lactide-co-glycolide), (50:50 PLGA, 75:25 PLGA) and poly(D,L-lactide (PLA)) for the nanoparticle production
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