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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

Quality Level

100

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

477567-250MG:4548173981529
477567-1G:4548173981512
477567-BULK:
477567-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCK6660
MKCH6735
MKCG0282
MKBR1307V
MKBQ6916V

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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
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
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)
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
Anna Synak et al.
The journal of physical chemistry. B, 114(49), 16567-16573 (2010-11-26)
The relaxation dynamics of 5,10,15,20-tetrakis(4-hydroxyphenyl)-porphyrin (p-THPP) in tetrahydrofuran (THF) and encapsulated within the human serum albumin (HSA) protein in water solution was investigated. The protein environment affects the B→Q(y) and Q(x)→Q(y) transition dynamics (from 80 and 140-200 fs in THF
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