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Key Documents

P1134

Sigma-Aldrich

Porphobilinogen

powder

Synonym(s):

5-(Aminomethyl)-4-(carboxymethyl)-1H-pyrrole-3-propanoic acid

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About This Item

Empirical Formula (Hill Notation):
C10H14N2O4
CAS Number:
Molecular Weight:
226.23
Beilstein:
220051
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.83

Assay

≥96% (HPLC)

form

powder

solubility

1 M NH4OH: 10 mg/mL

storage temp.

−20°C

SMILES string

NCc1[nH]cc(CCC(O)=O)c1CC(O)=O

InChI

1S/C10H14N2O4/c11-4-8-7(3-10(15)16)6(5-12-8)1-2-9(13)14/h5,12H,1-4,11H2,(H,13,14)(H,15,16)

InChI key

QSHWIQZFGQKFMA-UHFFFAOYSA-N

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Biochem/physiol Actions

Intermediate in the biosynthesis of heme.

Preparation Note

Enzymatically prepared.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Tijana Jokic et al.
Analytical chemistry, 84(15), 6723-6730 (2012-06-29)
In this study, a series of new BF(2)-chelated tetraarylazadipyrromethane dyes are synthesized and are shown to be suitable for the preparation of on/off photoinduced electron transfer modulated fluorescent sensors. The new indicators are noncovalently entrapped in polyurethane hydrogel D4 and
Lei Gao et al.
Inorganic chemistry, 51(14), 7682-7688 (2012-07-05)
Azadipyrromethenes are luminescent, red-light absorbing dyes that readily bind BF(2)(+) and metals. Their framework allows for structural modification at the phenyl arms and the two pyrrolic carbon positions. Here we report five new gold(I) complexes with azadipyrromethene ligands brominated at
Kristiina Kanerva et al.
Developmental cell, 27(3), 249-262 (2013-11-12)
Mammalian cells acquire cholesterol, a major membrane constituent, via low-density lipoprotein (LDL) uptake. However, the mechanisms by which LDL cholesterol reaches the plasma membrane (PM) have remained obscure. Here, we applied LDL labeled with BODIPY cholesteryl linoleate to identify this
Cilly Bernardette Schnider et al.
Frontiers in cellular and infection microbiology, 10, 464-464 (2020-10-06)
An important component in host resistance to malaria infection are inherited mutations that give rise to abnormalities and deficiencies in erythrocyte proteins and enzymes. Understanding how such mutations confer protection against the disease may be useful for developing new treatment
Takuya Myochin et al.
Journal of the American Chemical Society, 134(33), 13730-13737 (2012-07-27)
Near-infrared (NIR) fluorescence probes are especially useful for simple and noninvasive in vivo imaging inside the body because of low autofluorescence and high tissue transparency in the NIR region compared with other wavelength regions. However, existing NIR fluorescence probes for

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