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U3128

Sigma-Aldrich

Uroporphyrin I dihydrochloride

≥95%

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About This Item

Empirical Formula (Hill Notation):
C40H38N4O16 · 2HCl
CAS Number:
68929-06-6
Molecular Weight:
903.67
EC Number:
273-038-0
MDL number:
MFCD00058110
UNSPSC Code:
12352300
PubChem Substance ID:
329827626
NACRES:
NA.22

Assay

≥95%

form

powder

reaction suitability

core: porphyrin
reagent type: catalyst

storage temp.

−20°C

SMILES string

Cl.Cl.OC(=O)CCc1c(CC(O)=O)c2cc3[nH]c(cc4nc(cc5[nH]c(cc1n2)c(CC(O)=O)c5CCC(O)=O)c(CC(O)=O)c4CCC(O)=O)c(CC(O)=O)c3CCC(O)=O

InChI

1S/C40H38N4O16.2ClH/c45-33(46)5-1-17-21(9-37(53)54)29-14-26-19(3-7-35(49)50)23(11-39(57)58)31(43-26)16-28-20(4-8-36(51)52)24(12-40(59)60)32(44-28)15-27-18(2-6-34(47)48)22(10-38(55)56)30(42-27)13-25(17)41-29;;/h13-16,41,44H,1-12H2,(H,45,46)(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60);2*1H/b25-13-,26-14-,27-15-,28-16-,29-14-,30-13-,31-16-,32-15-;;

InChI key

DZLKLVAJOHLPKP-ARSPAUKVSA-N

Preparation Note

Enzymatically prepared

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN3317
MKCM3677
MKCD2958
MKBZ6849V
MKBW6797V

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S G Afonso et al.
The International journal of biochemistry, 26(2), 255-258 (1994-02-01)
1. The action of uroporphyrin I on erythrocytic ALA-D activity under dark and light conditions was examined. 2. Photo and non-photoinactivation of ALA-D induced by uroporphyrin I were observed. 3. Both effects were dependent on uroporphyrin concentration, temperature and time
S G Afonso et al.
The international journal of biochemistry & cell biology, 28(4), 415-420 (1996-04-01)
Aerobic and anaerobic studies have demonstrated that uroporphyrin I-induced inactivation of delta-aminolevulinic acid dehydratase, porphobilinogenase, deaminase and uroporphyrinogen decarboxylase was dependent on oxygen and mediated by reactive oxygen species. The mechanism of photoinactivation of those heme-enzymes from human erythrocytes by
C Ged et al.
Prenatal diagnosis, 16(1), 83-86 (1996-01-01)
Identification of uroporphyrinogen III synthase (UROIIIS) gene mutations in patients with congenital erythropoietic porphyria (CEP) allows fast and reliable carrier detection and prenatal diagnosis. We describe here the first case of prenatal diagnosis by concomitant measurement of uroporphyrin I in
Kenzi Nakano et al.
Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine, 22(2), 345-351 (2008-10-29)
Accumulating evidence, including experiments using cytochrome P450 1a2 (Cyp1a2) gene knock-out mice (Cyp1a2(-/-)), indicates that the development of chemically induced porphyria requires the expression of CYP1A2. It has also been demonstrated that iron enhances and expedites the development of experimental
[Clinical cases in medical mycology. Case no. 20].
Ricardo Negroni et al.
Revista iberoamericana de micologia, 23(2), 116-118 (2006-07-21)
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