A porphyrin precursor
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Pro-drug Form(s)
23949Hexaminolevulinate (hydrochloride)
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Product Categories

Product Type

Biochemicals
Labeling & Detection
Fluorescent Probes

Research Area

Cancer

Application

Fluorescence

5-Aminolevulinic Acid (hydrochloride)

Item No. 9001902

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-amino-4-oxo-pentanoic acid, monohydrochloride
CAS Number
5451-09-2
Synonyms
  • 5-ALA
  • δ-Aminolevulinic Acid
Molecular Formula
C5H9NO3 • HCl
Formula Weight
167.6
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
265 nm
SMILES
NCC(CCC(O)=O)=O.Cl
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    500 mg

    $75

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    1 g

    $128

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    5 g

    $442

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    Cayman Chemical
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    Product Description

    5-Aminolevulinic acid (5-ALA) is a precursor in the biosynthesis of porphyrins, including heme. The conversion of 5-ALA to protoporphyrins within tissues produces a photosensitive target that produces reactive oxygen species upon exposure to light.1 In this way, it is used in photodynamic therapy for a range of dermatological conditions, cancers, and other diseases.1,2,3 Also, oral administration of 5-ALA leads to the preferential accumulation of the fluorescent molecule protoporphyrin IX within certain types of cancer cells.4,5 This allows fluorescence-based identification of tumor tissue for accurate resection of diseased tissue.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Matei, C., Tampa, M., Poteca, T., et al. Photodynamic therapy in the treatment of basal cell carcinoma. J. Med. Life 6(1), 50-54 (2013).

    2. Anand, S., Ortel, B.J., Pereira, S.P., et al. Biomodulatory approaches to photodynamic therapy for solid tumors. Cancer Lett. 326(1), 8-16 (2012).

    3. Issa, M.C., and Manela-Azulay, M. Photodynamic therapy: A review of the literature and image documentation. An. Bras. Dermatol. 85(4), 501-511 (2010).

    4. Roberts, D.W., Valdés, P.A., Harris, B.T., et al. Glioblastoma multiforme treatment with clinical trials for surgical resection (aminolevulinic acid). Neurosurg. Clin. N. Am. 23(3), 371-377 (2012).

    5. Zhao, S., Wu, J., Wang, C., et al. Intraoperative fluorescence-guided resection of high-grade malignant gliomas using 5-aminolevulinic acid-induced porphyrins: A systematic review and meta-analysis of prospective studies. PLoS One 8(5), e63682 (2013).