Specifications
- Purity
- ≥98% (HPLC)
- Appearance
- White to off-white powder
- Identity
- 1H-NMR
Properties
- Solvents
- DMSO (10mg/ml), methanol (10mg/ml), water (10mg/ml)
- Melting Point
- 144-151 °C
Category: Metabolites
5-Aminolevulinic acid (5-ALA) is a non-proteinogenic five carbon amino acid, which is the precursor for the biosynthesis of tetrapyrrole compounds, such as heme, chlorophyll and vitamin B12 and has broad applications in the medical and agricultural fields. The conversion of 5-ALA to protoporphyrins within tissues produces a photosensitive target that produces reactive oxygen species upon exposure to light. In this way, it is used in photodynamic therapy for a range of dermatological conditions, cancers, and other diseases. Oral administration of 5-ALA leads to the preferential accumulation of the fluorescent molecule protoporphyrin IX within certain types of cancer cells. This allows fluorescence-based identification of tumor tissue for accurate resection of diseased tissue. In addition to tumor therapy, 5-ALA has been implicated in the treatment of inflammatory disease, autoimmune disease and transplantation due to the anti-inflammation and immunoregulation properties that are elicited with the expression of heme oxygenase (HO)-1. ALA-based photodynamic therapy (PDT) has also a role in the treatment of microbial infections.
Synonyms | delta-Aminolevulinic acid hydrochloride, 5-Amino-4-oxopentanoic acid hydrochloride, 5-Aminolaevulinic acid hydrochloride, 5-ALA |
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Purity | ≥98% (HPLC) |
Appearance | White to off-white powder |
CAS-Number | 5451-09-2 |
Molecular Formula | C5H9NO3 . HCl |
Molecular Weight | 131.13 . 36.46 |
Identity | 1H-NMR |
Solvents | DMSO (10mg/ml), methanol (10mg/ml), water (10mg/ml) |
Melting Point | 144-151 °C |
Smiles | [NH3+]CC(CCC(O)=O)=O.[Cl-] |
InChi Key | ZLHFONARZHCSET-UHFFFAOYSA-N |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice | Very hygroscopic. Store under inert gas. |
Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Transportation | Not dangerous goods |
References | (1) S.L. Marcus, et al., J. Clin. Laser Med. Surg. 14, 59 (1996), (2) Q. Peng, et al., Photochem. Photobiol. 65, 235 (1997), (3) S.A. Friesen, et al., Int. J. Oncol. 21, 577 (2002), (4) M.C. Issa & M. Manela-Azulay, An. Bras. Dermatol. 85, 501 (2010), (5) F. Harris & L. Pierpoint, Med. Res. Rev. 32, 1292 (2012), (6) M. Fujino, et al., Int. Immunopharmacol. 37, 71 (2016), (7) S.H. Halani & D.C. Adamson, Onco. Targets Ther. 9, 5629 (2016), (8) M.O. Chohan & M.S. Berger, J. Neurooncol. (Epub ahead of print) (2018) |
InChi | InChI=1S/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9, /h1-3,6H2,(H,8,9), 1H |
Quantity | 500 mg, 1 g, Bulk |