| Identification | Back Directory | [Name]
Protoporphyrin IX | [CAS]
553-12-8 | [Synonyms]
ZNPP-9
OOPORPHYRIN
PROTOPORPHYRIN
PROTOPORPHYRIN-9
PROTOPORPHYRIN IX
PROTOPORPHYRIN-'IX'
ZINC PROTOPORPHYRIN
KAMMERER'S PORPHYRIN
Kammerer's prophyrin
ZINC PROTOPORPHYRIN-9
ZINC PROTOPORPHYRIN IX
ZN(II) PROTOPORPHYRIN IX
PROTOPORPHYRINIX,FREEACID
ZINC(II) PROTOPORPHYRIN IX
PROTOPORPHYRIN IX ZINC (II)
18-porphinedipropionic acid
ProtoporphyrinIXpurplepowder
PROTOPORPHYRIN IX ZINC(II) COMPLEX
ProtoporphyrinIXforfluorescence95+%
3,7,12,17-Tetramethyl-8,13-divinyl-2
PROTOPORPHYRIN-'IX', FOR FLUORESCENCE
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
2,18-Porphinedipropionic acid, 3,8,13,17-tetramethyl-7,12-divinyl-
8,13-DIVINYL-3,7,12,17-TETRAMETHYL-21H,23H-PORPHINE-2,18-DIPROPIONIC ACID
7,12-Diethenyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoic acid
3,3-(3,7,12,17-tetramethyl-8,13-divinylporphine-2,18-diyl)di(propionic acid)
8,13-BIS(VINYL)-3,7,12,17-TETRAMETHYL-21H,23H-PORPHINE-2,18-DIPROPIONIC ACID
21H,23H-Porphine-2,18-dipropanoic acid, 7,12-diethenyl-3,8,13,17-tetramethyl-
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
8,13-DIVINYL-3,7,12,17-TETRAMETHYL-21H,23H-PORPHINE-2,18-DIPROPIONIC ACID ZINC DERIVATIVE
Kammerers porphyrin, Ooporphyrin, 3,7,12,17-Tetramethyl-8,13-divinyl-2,18-porphinedipropionic acid
(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-) | [EINECS(EC#)]
209-033-7 | [Molecular Formula]
C34H34N4O4 | [MDL Number]
MFCD00151109 | [MOL File]
553-12-8.mol | [Molecular Weight]
562.66 |
| Hazard Information | Back Directory | [Uses]
hepatoprotectant | [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. | [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.] | [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. | [storage]
Store at 2-8°C | [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. |
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