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Protoporphyrin IX

Product Name
Protoporphyrin IX
CAS No.
553-12-8
Chemical Name
Protoporphyrin IX
Synonyms
PPIX;PROTOPORPHYRIN;ZINC PROTOPORPHYRIN;ZINC PROTOPORPHYRIN-9;ZINC PROTOPORPHYRIN IX;2,18-Porphinedipropionic acid, 3,8,13,17-tetramethyl-7,12-divinyl-;ZNPP-9;185646;OOPORPHYRIN;PROTOPORPHYRIN-9
CBNumber
CB0723565
Molecular Formula
C34H34N4O4
Formula Weight
562.66
MOL File
553-12-8.mol
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Protoporphyrin IX Property

Melting point:
>300 °C(Solv: acetone (67-64-1))
Boiling point:
629.06°C (rough estimate)
Density 
1.1829 (rough estimate)
refractive index 
1.6000 (estimate)
storage temp. 
2-8°C
solubility 
DMSO (Slightly)
form 
Powder
color 
purple
Water Solubility 
106.9mg/L(25 ºC)
Sensitive 
light sensitive
Merck 
13,7990
BRN 
380795
Stability:
Light Sensitive
InChIKey
FEDYMSUPMFCVOD-UJJXFSCMSA-N
CAS DataBase Reference
553-12-8
NIST Chemistry Reference
Protoporphyrin-1x(553-12-8)
EPA Substance Registry System
Protoporphyrin IX (553-12-8)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
8-10-23
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P8293
Product name
Protoporphyrin IX
Purity
≥95%
Packaging
1g
Price
$130
Updated
2024/03/01
Strem Chemicals
Product number
07-1820
Product name
Protoporphyrin IX
Packaging
250mg
Price
$91
Updated
2024/03/01
Strem Chemicals
Product number
07-1820
Product name
Protoporphyrin IX
Packaging
1g
Price
$267
Updated
2024/03/01
Usbiological
Product number
257164
Product name
Zinc protoporphyrin IX
Packaging
10mg
Price
$375
Updated
2021/12/16
TRC
Product number
P839138
Product name
Protoporphyrin-9
Packaging
100mg
Price
$80
Updated
2021/12/16
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Protoporphyrin IX Chemical Properties,Usage,Production

Uses

hepatoprotectant

Uses

Protoporphyrin IX has been used:

  • as a standard in protoporphyrin assays
  • in fluorescence spectra analysis
  • to treat cells in cell culture to study heme-mediated ferroportin 1 transcription

Definition

ChEBI: A cyclic tetrapyrrole that consists of porphyrin bearing four methyl substituents at positions 3, 8, 13 and 17, two vinyl substituents at positions 7 and 12 and two 2-carboxyethyl substituents at positions 2 and 18. The parent of the class of protoporphyri s.

General Description

Protoporphyrin IX belongs to the porphyrin family, which are a class of tetrapyrroles. It is the iron-free form of hemin and amphiphilic in nature. It is the precursor of heme in its biosynthetic pathway.

Biochem/physiol Actions

Protoporphyrin IX?levels are elevated in?tumor?cells due to?metabolism anomalies?compared to normal?cells.

Enzyme inhibitor

This iiron-free, immediate precusor of heme (FWfree-acid = 562.67 g/mol; CAS 553-12-8; brownish-yellow solid; soluble in a number of organic solvents; disodium and dipotassium salts solublized in the presence of Tween 80) has lmax values in 25% HCl are 602.4, 582.2, and 557.2 nm. Protoporphryrin IX is also an activator of guanylate cyclase. See also Iron Protoporphyrin IX; Heme; Hemin Target(s): aminolevulinate aminotransferase; 5-aminolevulinate synthase; glutamate: glyoxylate aminotransferase; glutathione S-transferase; glyoxalase I, or lactoylglutathione lyase; guanylate cyclase; heme oxygenase; hydroxymethylbilane synthase, or porphobilinogen deaminase; nitric-oxide synthase; porphobilinogen synthase, or 5-aminolevulinate dehydratase; succinyl-CoA synthetase; tryptophan pyrrolase, or tryptophan 2,3-dioxygenase; and uroporphyrinogen decarboxylase.

Purification Methods

Protoporphyrin IX (3,18-divinyl-2,7,13,17-tetramethylporphin-8,12-dipropionic acid, ooporphyrin) [553-12-8] M 562.7, pKEst ~ 4.8. Protoporphyrin IX is purified by dissolving (4g) in 98-100% HCOOH (85mL), diluting with dry Et2O (700mL) and keeping at 0o overnight. The precipitate is collected and washed with Et2O, then H2O, and dried in a vacuum at 50o over P2O5. It crystallises from aqueous pyridine and from Et2O in monoclinic, brownish-yellow prisms. The UV max values in 25% HCl are 557.2, 582.2 and 602.4nm. It is freely soluble in ethanolic HCl, AcOH, CHCl3, and Et2O containing AcOH. It forms sparingly soluble diNa and diK salts. [Ramsey Biochemical Preparations 3 39 1953, UV: Holden Aust J. Exptl Biol and Med Sci 15 412 1937, Garnick J Biol Chem 175 333 1948, IR: Falk & Willis Aust J Sci Res [A] 4 579 1951, Beilstein 26 IV 3042.]

Toxicity evaluation

protoporphyrin IX, is highly toxic in the presence of light and molecular oxygen, killing photosynthetic plants very quickly through the generation of singlet oxygen.

Protoporphyrin IX Preparation Products And Raw materials

Raw materials

Preparation Products

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Protoporphyrin IX Suppliers

SIGMA-RBI
Tel
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Fax
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Country
Switzerland
ProdList
6896
Advantage
91
Alexis Corporation
Tel
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Fax
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Email
alexis-ch@alexis-corp.ch
Country
Switzerland
ProdList
3599
Advantage
74
Biosynth AG
Tel
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Fax
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Email
welcome@biosynth.ch
Country
Switzerland
ProdList
3324
Advantage
72
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View Lastest Price from Protoporphyrin IX manufacturers

Baoji Guokang Bio-Technology Co., Ltd.
Product
Protoporphyrin IX 553-12-8
Price
US $110.00/g
Min. Order
10g/Bag
Purity
99
Supply Ability
10KG
Release date
2021-06-03
Hebei Yanxi Chemical Co., Ltd.
Product
Protoporphyrin IX 553-12-8
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20tons
Release date
2023-10-16
Hebei Yanxi Chemical Co., Ltd.
Product
Protoporphyrin IX 553-12-8
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20tons
Release date
2023-10-16

553-12-8, Protoporphyrin IXRelated Search:


  • KAMMERER'S PORPHYRIN
  • 2,18-Porphinedipropionic acid, 3,8,13,17-tetramethyl-7,12-divinyl-
  • 21H,23H-Porphine-2,18-dipropanoic acid, 7,12-diethenyl-3,8,13,17-tetramethyl-
  • 7,12-Diethenyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoic acid
  • Kammerer's prophyrin
  • PROTOPORPHYRIN-'IX', FOR FLUORESCENCE
  • ProtoporphyrinIXforfluorescence95+%
  • PROTOPORPHYRINIX,FREEACID
  • Kammerers porphyrin, Ooporphyrin, 3,7,12,17-Tetramethyl-8,13-divinyl-2,18-porphinedipropionic acid
  • 18-porphinedipropionic acid
  • 3,7,12,17-Tetramethyl-8,13-divinyl-2
  • 3,3-(3,7,12,17-tetramethyl-8,13-divinylporphine-2,18-diyl)di(propionic acid)
  • ProtoporphyrinIXpurplepowder
  • OOPORPHYRIN
  • PROTOPORPHYRIN
  • PROTOPORPHYRIN-9
  • PROTOPORPHYRIN IX ZINC (II)
  • PROTOPORPHYRIN IX ZINC(II) COMPLEX
  • PROTOPORPHYRIN IX
  • PROTOPORPHYRIN-'IX'
  • (SP-4-2)-[7,12-DIETHENYL-3,8,13,17-TETRAMETHYL-21H,23H-PORPHINE-2,18-DIPROPANOATO(4-)-N21,N22,N23,N24]-DIHYDROGEN ZINCATE(2-)
  • ZNPP-9
  • ZN(II) PROTOPORPHYRIN IX
  • ZINC(II) PROTOPORPHYRIN IX
  • ZINC PROTOPORPHYRIN
  • ZINC PROTOPORPHYRIN-9
  • ZINC PROTOPORPHYRIN IX
  • 3,18-DIVINYL-2,7,13,17-TETRAMETHYLPORPHINE-8, 12-DIPROPIONIC ACID
  • 3,7,12,17-TETRAMETHYL-8,13-DIVINYL-2,18-PORPHINE-DIPROPIONIC ACID
  • 8,13-DIVINYL-3,7,12,17-TETRAMETHYL-21H,23H-PORPHINE-2,18-DIPROPIONIC ACID ZINC DERIVATIVE
  • 8,13-DIVINYL-3,7,12,17-TETRAMETHYL-21H,23H-PORPHINE-2,18-DIPROPIONIC ACID
  • 8,13-BIS(VINYL)-3,7,12,17-TETRAMETHYL-21H,23H-PORPHINE-2,18-DIPROPIONIC ACID
  • 8,13-BIS(VINYL)-3,7,12,17-TETRAMETHYL-21H,23H-PORPHINE-2,18-DIPROPIONIC ACID ZINC(II)
  • 7,12-DIETHENYL-3,8,13,17-TETRAMETHYL-21H,23H-PORPHINE-2,18-DIPROPIONIC ACID, ZINC COMPLEX
  • Protoporphyrin IX, ≥95%
  • 3,3'-(3,8,13,17-tetramethyl-7,12-divinylporphyrin-2,18-diyl)dipropionic acid
  • 185646
  • PPIX
  • Protoporphyrin IX USP/EP/BP
  • 3,3'-(3,8,13,17-Ttramethyl-7,12-divinylporphyrin-2,18-diyl)dipropionic acid
  • rotoporphyrin IX
  • 2H6]-Protoporphyrin IX
  • Protoporphyrin IX (6CI)
  • 3,3'-(3,8,13,17-Tetramethyl-7,12-divinylporphyrin-2,18-diyl)dipropionic acid
  • 2H6]-Protoporphyrin lX
  • 553-12-8
  • 15442-64-3
  • C34H34N4O4
  • Cell Signaling and Neuroscience
  • Cell Biology
  • Biochemicals and Reagents
  • BioChemical
  • Cyclic Nucleotide Metabolism
  • Detection
  • G Proteins and Cyclic Nucleotides
  • Guanylyl Cyclase Activators
  • Fluorescent Probes, Labels, Particles and Stains
  • Inhibitors