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448-71-5

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448-71-5 Usage

Uses

Etioporphyrin I is used as a phosporescent when complexed with certain metals.

Purification Methods

Purify it by chromatography on an Al2O3 column (300g/300mg of porphyrin) and elute with CH2Cl2, evaporate the eluate and crystallise the residue from CH2Cl2/MeOH, pyridine or CHCl3/pet ether(purple prisms, m > 300o) [Smith J Chem Soc Perkin Trans 1 1471 1972]. The copper salt crystallises as red needles from pyridine/AcOH. It complexes with metals. The dihydrobromide [69150-58-9] M 640.5 separates from aetioporphyrin I in Et2O on addition of 10% of aqueous HBr after 2days [Fischer & Treibs Justus Liebigs Ann Chem 457 241 1927, Treibs & Dieter Justus Liebigs Ann Chem 513 88-91 1934]. [Beilstein 26 III/IV 1915.]

Check Digit Verification of cas no

The CAS Registry Mumber 448-71-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,4 and 8 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 448-71:
(5*4)+(4*4)+(3*8)+(2*7)+(1*1)=75
75 % 10 = 5
So 448-71-5 is a valid CAS Registry Number.
InChI:InChI=1/C32H38N4/c1-9-21-17(5)25-14-30-23(11-3)19(7)27(35-30)16-32-24(12-4)20(8)28(36-32)15-31-22(10-2)18(6)26(34-31)13-29(21)33-25/h13-16,33,36H,9-12H2,1-8H3/b25-14-,26-13-,27-16-,28-15-,29-13-,30-14-,31-15-,32-16-

448-71-5Relevant articles and documents

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Corwin,Sydow

, p. 4484 (1953)

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McEwen

, p. 711,713 (1946)

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Studies on the tetramerization of substituted monopyrroles to type I porphyrins

Pichon-Santander,Scott

, p. 6967 - 6969 (2007/10/03)

Investigation of the tetramerization of pyrroles bearing two different electron-donating groups as substituents led to the rapid preparation under slightly acidic conditions of a porphyrin analog family with a high ratio of type I isomer for enzymatic act

Syntheses of type-I porphyrins via monopyrrole tetramerization

Nguyen, Liem T.,Smith, Kevin M.

, p. 7177 - 7180 (2007/10/03)

Treatment of 2-[(N,N-dialkylamino)methyl]pyrrole-5-carboxylic acids (e.g. 10,12 or 11,13) in methanol with K3Fe(CN)6 gives type-I porphyrins (etioporphyrin-I 7, coproporphyrin-I tetramethyl ester 16, respectively); with pyrroles 10,12 the product 7 is contaminated with about 8% of other type-isomer(s).

Syntheses and catalytic activities of new cytochrome P-450 model compounds. Effect of peptide chains

Ohkatsu,Watanabe,Goto,Wakita

, p. 742 - 747 (2007/10/02)

As cytochrome P-450 model compounds with structures similar to heme proteins, we designed and synthesized novel porphyrin iron (III) chloride complexes, 11 and 12, which have three peptide chains (3PCs) and four peptide chains (4PCs), and evaluated their catalytic activities. The asymmetric porphyrin complexes are derived from etioporphyrin and peptide chains equivalent to proteins were provided by ring-opening polymerization of N-carboxy L-amino acid anhydride (L-Phe-NCA, γ-BLG-NCA, and N(ε)-benzyloxycarbonyl-L-Lys-NCA) initiated by amino groups on meso positions. The new asymmetric porphyrin complex, 11 or 12, was used for asymmetric epoxidations of styrene as is done by cytochrome P-450. The iron complex achieved the induction of asymmetry, although it has no special conformation, and gave S-styrene oxide in excess (ca. 60%ee). It was found, furthermore, that asymmetric induction was affected by the kind of amino acid residue, the number of peptide chains, and length of peptide chains.

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