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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:
487-90-1
Molecular Weight:
226.23
Beilstein:
220051
EC Number:
207-666-3
MDL number:
MFCD00005224
UNSPSC Code:
12352204
PubChem Substance ID:
24898159
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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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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Bingshuai Wang et al.
Chemical communications (Cambridge, England), 49(10), 1014-1016 (2012-12-22)
We have developed a new reversible fluorescence probe MPhSe-BOD for the redox cycle process between hypochlorous acid and hydrogen sulfide in solution and in living cells. Confocal microscopy imaging using RAW264.7 cell lines shows that the probe has good cell
Ton Schoenmaker et al.
Frontiers in endocrinology, 11, 501-501 (2020-08-08)
Fibrodysplasia Ossificans Progressiva (FOP) is a rare genetic disease characterized by heterotopic ossification (HO) that occurs in muscle tissue, tendons, and ligaments. The disease is caused by mutations in the Activin receptor type I (ACVR1) gene resulting in enhanced responsiveness
Joanne T Marsden et al.
Journal of clinical pathology, 67(1), 60-65 (2013-08-03)
The porphyrias are a group of rare, mainly inherited, diseases caused by a deficiency of one of the enzymes of the haem biosynthesis pathway. The biochemical hallmark of an acute attack is an increase in urine porphobilinogen (PBG), together with
Xinfu Zhang et al.
The Journal of organic chemistry, 77(1), 669-673 (2011-11-25)
In the orignial 1,3,5,7-tetraphenyl aza-BODIPY, replacing the phenyl rings with thiophene achieved significant bathochromic shifts. One of the target molecules, DPDTAB, emitting strong NIR fluorescence with a quantum yield of 0.46 in acetonitrile, is a very competitive NIR fluorophore.
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
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