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5-Aminolevulinic acid HCl

CAS# 5451-09-2

5-Aminolevulinic acid HCl

2D Structure

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5-Aminolevulinic acid HCl

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Chemical Properties of 5-Aminolevulinic acid HCl

Cas No. 5451-09-2 SDF Download SDF
PubChem ID 123608 Appearance Powder
Formula C5H10ClNO3 M.Wt 167.59
Type of Compound N/A Storage Desiccate at -20°C
Synonyms ALA; 5-ALA
Solubility DMSO : ≥ 150 mg/mL (895.04 mM)
H2O : ≥ 50 mg/mL (298.35 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name 5-amino-4-oxopentanoic acid;hydrochloride
SMILES [H+].[Cl-].NCC(=O)CCC(O)=O
Standard InChIKey ZLHFONARZHCSET-UHFFFAOYSA-N
Standard InChI InChI=1S/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9;/h1-3,6H2,(H,8,9);1H
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of 5-Aminolevulinic acid HCl

DescriptionSubstrate for detection of δ-aminolevulinic acid dehydratase. Used in fluorescence guided resection of tumors.

5-Aminolevulinic acid HCl Dilution Calculator

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5-Aminolevulinic acid HCl Molarity Calculator

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Preparing Stock Solutions of 5-Aminolevulinic acid HCl

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.9669 mL 29.8347 mL 59.6694 mL 119.3389 mL 149.1736 mL
5 mM 1.1934 mL 5.9669 mL 11.9339 mL 23.8678 mL 29.8347 mL
10 mM 0.5967 mL 2.9835 mL 5.9669 mL 11.9339 mL 14.9174 mL
50 mM 0.1193 mL 0.5967 mL 1.1934 mL 2.3868 mL 2.9835 mL
100 mM 0.0597 mL 0.2983 mL 0.5967 mL 1.1934 mL 1.4917 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on 5-Aminolevulinic acid HCl

5-Aminolevulinic acid HCl is an intermediate in heme biosynthesis in the body and the universal precursor of tetrapyrroles.

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References on 5-Aminolevulinic acid HCl

A HCl/alcohol formulation increased 5-aminolevulinic acid skin distribution using an ex vivo full thickness porcine skin model.[Pubmed:18380780]

Exp Dermatol. 2008 Oct;17(10):813-20.

Topical photodynamic therapy with 5-aminolevulinic acid (5-ALA) is a newly established treatment modality for epithelial skin cancer. Skin distribution of different 20% 5-ALA formulations was investigated by detection of protoporphyrin IX (PpIX) using an ex vivo porcine skin model. Fluorescence of PpIX was first detectable at 2 h after application of a 5-ALA/HCl-alcohol solution, followed by a 5-ALA gel +/- 40% DMSO > 5-ALA lipophilic ointment > 5-ALA hydrophilic ointment at 4 h after application. Intensity of PpIX was 10-fold higher after 5-ALA/HCl-alcohol application in contrast to 5-ALA hydrophilic ointment. Maxima of PpIX fluorescence were measured between 18 and 24 h after application. PpIX accumulation induced by 5-ALA within the lower parts of the epidermis was increased in order of 5-ALA hydrophilic ointment < 5-ALA lipophilic ointment < 5-ALA gel w/o DMSO < 5-ALA gel with DMSO < 5-ALA/HCl-alcohol. Illumination of skin incubated with different 5-ALA formulations led to a marked increase of apoptotic cells in the epidermis depending on the penetration depth of the 5-ALA formulations. A formulation containing short chain alcohols have been observed to increase the permeation and distribution of 5-ALA. PpIX fluorescence was detected earlier yielding to photodynamic effective amounts of PpIX in the epidermis as compared with all other 5-ALA formulations used. These data emphasizes the potential of investigating properties of new formulations using such a full thickness porcine skin model.

Clinical utility of 5-aminolevulinic acid HCl to better visualize and more completely remove gliomas.[Pubmed:27672334]

Onco Targets Ther. 2016 Sep 12;9:5629-42.

Surgical resection is typically the first line of treatment for gliomas. However, the neurosurgeon faces a major challenge in achieving maximal resection in high-grade gliomas as these infiltrative tumors make it difficult to discern tumor margins from normal brain with conventional white-light microscopy alone. To aid in resection of these infiltrative tumors, fluorescence-guided surgery has gained much popularity in intraoperative visualization of malignant gliomas, with 5-aminolevulinic acid (5-ALA) leading the way. First introduced in an article in Neurosurgery, 5-ALA has since become a safe, effective, and inexpensive method to visualize and improve resection of gliomas. This has undoubtedly led to improvements in the clinical course of patients as demonstrated by the increased overall and progression-free survival in patients with such devastating disease. This literature review aims to discuss the major studies and trials demonstrating the clinical utility of 5-ALA and its ability to aid in complete resection of malignant gliomas.

Description

5-Aminolevulinic acid hydrochloride (ALA) is an intermediate in heme biosynthesis in the body and the universal precursor of tetrapyrroles.

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