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Merck

A3785

Sigma-Aldrich

5-Aminolevulinic acid hydrochloride

≥98%, suitable for ligand binding assays

Sinónimos:

δ-Aminolevulinic acid hydrochloride, 5-Amino-4-oxopentanoic acid hydrochloride, 5-Aminolaevulinic acid hydrochloride, ALA

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About This Item

Fórmula lineal:
NH2CH2C(O)CH2CH2COOH · HCl
Número de CAS:
Peso molecular:
167.59
Beilstein/REAXYS Number:
3690651
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

5-Aminolevulinic acid hydrochloride, ≥98%

Quality Level

assay

≥98%

form

powder

technique(s)

ligand binding assay: suitable

mp

150 °C

storage temp.

−20°C

SMILES string

Cl[H].NCC(=O)CCC(O)=O

InChI

1S/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9;/h1-3,6H2,(H,8,9);1H

InChI key

ZLHFONARZHCSET-UHFFFAOYSA-N

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Application

5-Aminolevulinic acid hydrochloride has been used to activate or inhibit heme biosynthesis in HeLa and K562 cell lines. It has also been used in photodynamic therapy for A431 tumor bearing mice.

Biochem/physiol Actions

5-Aminolevulinic acid (5-ALA) is an intermediate in heme biosynthesis and is useful in cancer treatment. It is a non-protein amino acid. 5-ALA also has applications in the field of agriculture. It is being studied as an inducing reagent for protoporphyrin IX (PPIX) dependent fluorescence diagnosis of metastatic lymph nodes. 5-ALA is used for photodynamic therapy of diseases, such as Paget′s disease and HPV infection-associated cervical condylomata acuminata.
Intermediate in heme biosynthesis.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

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Visite la Librería de documentos

The mitochondrial heme exporter FLVCR1b mediates erythroid differentiation
Deborah Chiabrando, et.al
The Journal of Clinical Investigation, 122(12), 4569-4579 (2012)
ALA-PpIX variability quantitatively imaged in A431
epidermoid tumors using in vivo ultrasoundfluorescence
tomography and ex vivo assay
Alisha V DSouza
SPIE Proc., 8931 null
Treatment of HPV infection-associated cervical condylomata acuminata with 5-aminolevulinic acid-mediated photodynamic therapy.
Wang HW
Photochemistry and Photobiology, 88(3), 565-569 (2012)
Francesca Bertino et al.
Pain, 160(12), 2766-2775 (2019-08-14)
Hereditary sensory and autonomic neuropathies (HSANs) are a group of clinically and genetically heterogeneous disorders of the peripheral nervous system mainly characterized by impaired nociception and autonomic dysfunction. We previously identified heme metabolism as a novel pathway contributing to sensory
Optimization of the heme biosynthesis pathway for the production of 5-aminolevulinic acid in Escherichia coli
Junli Zhang
Scientific Reports, 5 (2015)

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