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Merck
CN

A3785

5-Aminolevulinic acid hydrochloride

≥98%, suitable for ligand binding assays

Synonym(s):

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

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About This Item

Linear Formula:
NH2CH2C(O)CH2CH2COOH · HCl
CAS Number:
5451-09-2
Molecular Weight:
167.59
NACRES:
NA.26
PubChem Substance ID:
24890811
UNSPSC Code:
12352209
EC Number:
226-679-5
MDL number:
MFCD00012869
Beilstein/REAXYS Number:
3690651

Key Documents

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Product Name

5-Aminolevulinic acid hydrochloride, ≥98%

InChI key

ZLHFONARZHCSET-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

≥98%

form

powder

technique(s)

ligand binding assay: suitable

mp

150 °C

storage temp.

−20°C

Quality Level

300

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

农药列管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000521972
0000521972
0000505945
0000505909
0000505909

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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)
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
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)
View All Related Papers

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Product Information Sheet - A3785

Product Information Sheet

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