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A7793

Sigma-Aldrich

5-Aminolevulinic acid hydrochloride

BioReagent, suitable for cell culture, powder, ≥98%

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
Beilstein:
3690651
EC Number:
226-679-5
MDL number:
MFCD00012869
UNSPSC Code:
12352209
PubChem Substance ID:
24891281
NACRES:
NA.75

product line

BioReagent

Quality Level

200

Assay

≥98%

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

H2O: 50 mg/mL

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 formed from glycine and succinyl CoA by ALA synthase is the first compound in prophyrin biosynthesis pathway. 5-Aminolevulinic acid is used in photodynamic therapy. This compound may be used to study the effects of photodynamic therapy in vitro.

Biochem/physiol Actions

Intermediate in heme biosynthesis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J D Bastian et al.
Osteoarthritis and cartilage, 17(4), 539-546 (2008-10-08)
Outcome in osteochondral allografting is limited by the immunological incompatibility of the grafted tissue. Based on a resistance of chondrocytes to photodynamic therapy in cell culture it is proposed that 5-aminolevulinic acid-based photodynamic therapy (5-ALA-PDT) might be used to inactivate
Firas Şueki et al.
Photodiagnosis and photodynamic therapy, 27, 95-99 (2019-05-18)
Photodynamic Therapy (PDT) is a promising antitumor and anti-bacterial treatment method for its high selectivity, non-invasiveness, and minimal side effects. However, cellular mechanisms may lead to PDT resistance and thus effect efficacy. The aim of this study is to test
Ruiqi Liao et al.
Cell reports, 31(13), 107832-107832 (2020-07-02)
Protein ensembles control genome function by establishing, maintaining, and deconstructing cell-type-specific chromosomal landscapes. A plethora of small molecules orchestrate cellular functions and therefore may link physiological processes with genome biology. The metabolic enzyme and hemoglobin cofactor heme induces proteolysis of
Michael Jermyn et al.
Biomedical optics express, 6(12), 5063-5074 (2015-12-30)
In glioma surgery, Protoporphyrin IX (PpIX) fluorescence may identify residual tumor that could be resected while minimizing damage to normal brain. We demonstrate that improved sensitivity for wide-field spectroscopic fluorescence imaging is achieved with minimal disruption to the neurosurgical workflow
Pablo A Valdés et al.
Journal of neurosurgery, 123(3), 771-780 (2015-07-04)
Previous studies in high-grade gliomas (HGGs) have indicated that protoporphyrin IX (PpIX) accumulates in higher concentrations in tumor tissue, and, when used to guide surgery, it has enabled improved resection leading to increased progression-free survival. Despite the benefits of complete
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