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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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M C Berenbaum et al.
British journal of cancer, 54(5), 717-725 (1986-11-01)
We compared para-, meta- and ortho-isomers of meso-tetra(hydroxyphenyl)porphyrin (p-, m- and o-THPP) and the potassium salt of the para compound (K-p-THPP) with haematoporphyrin derivative (HpD) and Photofrin II in their ability to sensitise tumours, skin and brain to light. HpD
Yanli Quan et al.
The Analyst, 137(4), 944-952 (2011-12-21)
A novel idea on the basis of 5,10,15,20-tetrakis(4-hydroxyphenyl)porphyrin (THPP) functionalized carbon nanotubes (CNTs) film was developed to simulate the chromatographic separation, which was able to rapidly and simultaneously detect dihydroxybenzene isomers based on their different oxidation potentials and corresponding currents.
R Bonnett et al.
The Biochemical journal, 261(1), 277-280 (1989-07-01)
Four new hydroporphyrins [the o, m and p isomers of 5,10,15,20-tetra(hydroxyphenyl)chlorin and 5,10,15,20-tetra(m-hydroxyphenyl)bacteriochlorin] related to the tetra(hydroxyphenyl)porphyrins have been prepared. They show the expected strong absorption bands in the red region of the visible spectrum and are found to be
P Ziółkowski et al.
Patologia polska, 41(4), 187-192 (1990-01-01)
Results of investigation of para-tetra-hydroxyphenyl-porphyrin and red light on treatment of kidney clear cell carcinoma in Wistar rats have been assessed. Positive influence of photodynamic therapy was confirmed.
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
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