A3785
5-Aminolevulinic acid hydrochloride
≥98%, suitable for ligand binding assays
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All Photos(4)
Synonym(s):
δ-Aminolevulinic acid hydrochloride, 5-Amino-4-oxopentanoic acid hydrochloride, 5-Aminolaevulinic acid hydrochloride, ALA
Linear Formula:
NH2CH2C(O)CH2CH2COOH · HCl
CAS Number:
Molecular Weight:
167.59
Beilstein:
3690651
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
Recommended Products
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.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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Certificates of Analysis (COA)
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ALA-PpIX variability quantitatively imaged in A431
epidermoid tumors using in vivo ultrasoundfluorescence
tomography and ex vivo assay
epidermoid tumors using in vivo ultrasoundfluorescence
tomography and ex vivo assay
Alisha V DSouza
SPIE Proc., 8931 null
The mitochondrial heme exporter FLVCR1b mediates erythroid differentiation
Deborah Chiabrando, et.al
The Journal of Clinical Investigation, 122(12), 4569-4579 (2012)
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)
Carla S Santos et al.
Plants (Basel, Switzerland), 8(9) (2019-09-22)
Iron deficiency chlorosis (IDC) is an abiotic stress often experienced by soybean, owing to the low solubility of iron in alkaline soils. Here, soybean lines with contrasting Fe efficiencies were analyzed to test the hypothesis that the Fe efficiency trait
Shigeru Kato et al.
The Journal of surgical research, 176(2), 430-436 (2012-01-10)
Lymph node metastasis is one of the most critical prognostic factors in patients with colorectal cancer. Although regional lymph nodes should be surgically resected and pathologically examined, techniques for the intraoperative diagnosis of lymph node metastasis remain to be well
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