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477567

Sigma-Aldrich

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

Dye content 95 %

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Empirical Formula (Hill Notation):
C44H30N4O4
CAS Number:
Molecular Weight:
678.73
MDL number:
PubChem Substance ID:
NACRES:
NA.47

form

powder

Quality Level

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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This Item
247367428361252883
application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

ε (extinction coefficient)

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

ε (extinction coefficient)

-

ε (extinction coefficient)

-

ε (extinction coefficient)

-

λmax

421 nm

λmax

415 nm

λmax

618.0-624.0 nm in hexane

λmax

424 nm, 653 nm (2nd)

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

composition

Dye content, 95%

composition

-

composition

Dye content, 85%

composition

Dye content, 95%

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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)
Xiwen Li et al.
The journal of physical chemistry. B, 111(17), 4342-4348 (2007-04-06)
J-aggregates of the diacid form of tetra(p-hydroxyphenyl)porphyrin (THPP) were found to be stable in nonionic micellar solution in the presence of trace ionic surfactant with an oxyacid headgroup. The excitation energy of exciton coupling depends systematically on the headgroups of

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