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Appearance:white to pale yellow crystals
Purity:99%
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5451-09-2 Name |
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Name |
5-Aminolevulinic acid hydrochloride |
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Synonym |
5-AminoL;evuL;inic acid hydrochL;TIMTEC-BB SBB003880;DELTA-AMINOLEVULINIC ACID HYDROCHLORIDE CELL CULTUR;5-AminolevulinicAcidHydrochloride(5-Ala);5-Ala;5-Aminolevulinicacidhydrochloride |
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5451-09-2 Biological Activity |
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Related Catalog |
Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Autophagy >> Mitophagy Research Areas >> Metabolic Disease Natural Products >> Others |
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References |
[1]. Stummer, W., et al., Fluorescence-guided surgery with 5-aminolevulinic acid for resection of malignant glioma: a randomised controlled multicentre phase III trial. Lancet Oncol, 2006. 7(5): p. 392-401. [2]. Eyupoglu, I.Y., et al., Improving the extent of malignant glioma resection by dual intraoperative visualization approach. PLoS One, 2012. 7(9): p. e44885. |
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5451-09-2 Chemical & Physical Properties |
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Melting point |
~150 °C (dec.) |
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Boiling point |
311.5±27.0 °C at 760 mmHg |
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Density |
1.2±0.1 g/cm3 |
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Molecular Formula |
C5H10ClNO3 |
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Molecular Weight |
167.59 |
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Flash Point |
142.2±23.7 °C |
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PSA |
80.39000 |
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LogP |
-0.79 |
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Appearance of Characters |
powder |
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Vapour Pressure |
0.0±1.4 mmHg at 25°C |
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Index of Refraction |
1.482 |
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Storage condition |
2-8°C |
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Water Solubility |
H2O: 50 mg/mL |
5-aminolevulinic acid (5-ALA), an endogenous non-proteinogenic five-carbon amino acid, is the indispensable intermediate which involves in the tetrapyrrole biosynthesis and is the first compound from the porphyrin synthesis to heme. 5-Aminolevulinic acid hydrochloride is white to pale yellow crystals. Aminolevulinic acid HCl (5-aminolevulinic acid HCl; ALA) is a prodrug that is metabolized intracellularly to form the photosensitizing molecule protoporphyrin (PpIX). 5-Aminolevulinic acid hydrochloride has been used as a supplement for culturing Escherichia coli cells for heme biosynthesis.
InChI:InChI=1/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9;/h1-3,6H2,(H,8,9);1H
Oral administration of 5-aminolevulinic acid hydrochloride (5-ALA-HCl) has been reported to enhance the hypotensive effects associated with anesthetics, especially in elderly hypertensive patients treated with antihypertensive agents. Administration of 5-ALA is considered to enhance the effects of antihypertensive agents- and anesthetics-induced hypotension; reportedly via the binding of protoporphyrin IX from 5-ALA to soluble guanylate cyclase, with resultant increase in cGMP and concomitant vasodilation.
Patient selection for transurethral resection of the bladder tumor using photodynamic diagnosis (PDD-TURBT) with oral 5-aminolevulinic acid (5-ALA) hydrochloride for non-muscle-invasive bladder cancer (NMIBC) is still unclear as to the best balance of risks (adverse events including hypotension) and benefits (reduction of intravesical recurrence). In this study, PDD-TURBT with oral 5-ALA hydrochloride for NMIBC resulted in significantly better short-term intravesical recurrence-free survival than WL-TURBT. Intravesical recurrence-free survival within 500 days was significantly better in the PDD-TURBT cases than in the WL-TURBT cases.
5-phthalimidyl levulinic acid
5-aminolevulinic acid hydrochloride
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5-phthalimidyl levulinic acid
5-aminolevulinic acid hydrochloride
| Conditions | Yield |
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With hydrogenchloride; In water; for 6h; Reflux;
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96.6% |
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With hydrogenchloride; In water; for 10h; Reflux;
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85% |
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With hydrogenchloride; In water; for 16h; Reflux;
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83% |
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With hydrogenchloride; for 8h; Heating;
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63.8% |
piperidine-2,5-dione
5-phthalimidyl levulinic acid
methyl 5-(1,3-dioxoisoindolin-2-yl)-4-oxopentanoate
N-acetyl-5-aminolevulinic acid methyl ester
methyl aminolevulinate
4-(2-carboxyethyl)imidazolin-2-one
porphobilinogen
pseudo-porphobilinogen
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