5-Aminolevulinic acid hydrochloride

Chemodex
Product Code: CDX-A0364
Product Group: Other Biochemicals
Supplier: Chemodex
CodeSizePrice
CDX-A0364-M500500 mg£72.00
Quantity:
CDX-A0364-G0011 g£108.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
+4°C

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
delta-Aminolevulinic acid hydrochloride; 5-Amino-4-oxopentanoic acid hydrochloride; 5-Aminolaevulinic acid hydrochloride; 5-ALA
Appearance:
White to off-white powder.
CAS:
02/09/5451
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep under inert gas.Very hygroscopic.
InChi:
InChI=1S/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9;/h1-3,6H2,(H,8,9);1H
InChiKey:
ZLHFONARZHCSET-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 5451-09-2. Formula: C5H9NO3 . HCl. MW: 131.13 . 36.46. 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.
MDL:
MFCD00012869
Molecular Formula:
C5H9NO3 . HCl
Molecular Weight:
131.13 . 36.46
Package Type:
Vial
Product Description:
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.
Purity:
>98% (HPLC)
SMILES:
[NH3+]CC(CCC(O)=O)=O.[Cl-]
Solubility Chemicals:
Soluble in DMSO (10mg/ml), methanol (10mg/ml) or water (10mg/ml).
Source / Host:
Synthetic
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

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)