1. Immunology/Inflammation NF-κB Metabolic Enzyme/Protease
  2. Reactive Oxygen Species (ROS)
  3. 5-Aminolevulinic acid

5-Aminolevulinic acid  (Synonyms: 5-ALA; δ-Aminolevulinic acid; 5-Amino-4-oxopentanoic acid)

Cat. No.: HY-W000450 Purity: 99.92%
Handling Instructions Technical Support

5-Aminolevulinic acid (5-ALA; δ-Aminolevulinic acid; 5-Amino-4-oxopentanoic acid) is an orally active heme precursor. 5-Aminolevulinic acid promotes aerobic energy metabolism and increases ATP levels by enhancing the activity of cytochrome c oxidase. 5-Aminolevulinic acid enhances LPS-induced proinflammatory cytokine production and gene activation, and restores the phagocytic activity and ROS generation capacity of neutrophils. 5-Aminolevulinic acid selectively accumulates protoporphyrin IX in tumor cells; as a photosensitizer and radiosensitizer, it induces ROS burst upon light or X-ray irradiation to inhibit tumor growth. 5-Aminolevulinic acid can be applied to the research of septic shock, melanoma, and cancer radiotherapy.

For research use only. We do not sell to patients.

CAS No. : 106-60-5

Size Price Stock Quantity
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
In-stock
Solution
10 mM * 1 mL in DMSO In-stock
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25 mg In-stock
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Customer Review

Based on 20 publication(s) in Google Scholar

Other Forms of 5-Aminolevulinic acid:

Top Publications Citing Use of Products

    5-Aminolevulinic acid purchased from MedChemExpress. Usage Cited in: Adv Sci (Weinh). 2019 Jan 20;6(5):1802057.  [Abstract]

    Fluorescence intensity of PpIX produced by various CAH complexes at varying molar ratios of amine to carboxyl in B16 and A375 melanoma cells, was measured in comparison with that of free 5-ALA (8 μg/mL; 12 h).

    5-Aminolevulinic acid purchased from MedChemExpress. Usage Cited in: Adv Sci (Weinh). 2019 Jan 20;6(5):1802057.  [Abstract]

    Inhibitory effects of light does and illumination time on cell viability of B16 cells and A375 cells treated with 5-ALA (8 µg/mL; 48 h) or CAH were evaluated by MTT assay.

    5-Aminolevulinic acid purchased from MedChemExpress. Usage Cited in: Adv Sci (Weinh). 2019 Jan 20;6(5):1802057.  [Abstract]

    CAH specifically induced melanoma cells apoptosis in correlation with elevated intracellular ROS levels. Melanoma cell lines B16 cells and A375 cells were treated with 5-ALA (8 μg/mL; 12 h) or CAH under their optimal PDT conditions. Afterward, the cells were incubated with Annexin V-FITC (green)/PI (red), followed by FACS analysis.

    5-Aminolevulinic acid purchased from MedChemExpress. Usage Cited in: Adv Sci (Weinh). 2019 Jan 20;6(5):1802057.  [Abstract]

    Cellular ROS levels (green) of B16 cells and A375 cells (treated with 5-ALA (8 μg/mL; 12 h) or CAH) were monitored using DCFH-DA assay with a fluorescent microscope.

    5-Aminolevulinic acid purchased from MedChemExpress. Usage Cited in: Adv Sci (Weinh). 2019 Jan 20;6(5):1802057.  [Abstract]

    Trans-epidermal water loss (TEWL) was measured from the mice skin before and 12 h after topically applied with blank cream, 20% w/w 5-ALA cream, 20% CDG2/HA cream and 20% CAH cream with 5 min of light irradiation.
    • Biological Activity

    • Purity & Documentation

    • References

    • Customer Review

    Description

    5-Aminolevulinic acid (5-ALA; δ-Aminolevulinic acid; 5-Amino-4-oxopentanoic acid) is an orally active heme precursor. 5-Aminolevulinic acid promotes aerobic energy metabolism and increases ATP levels by enhancing the activity of cytochrome c oxidase. 5-Aminolevulinic acid enhances LPS-induced proinflammatory cytokine production and gene activation, and restores the phagocytic activity and ROS generation capacity of neutrophils. 5-Aminolevulinic acid selectively accumulates protoporphyrin IX in tumor cells; as a photosensitizer and radiosensitizer, it induces ROS burst upon light or X-ray irradiation to inhibit tumor growth. 5-Aminolevulinic acid can be applied to the research of septic shock, melanoma, and cancer radiotherapy[1][2][3].

    IC50 & Target

    Human Endogenous Metabolite

     

    Cellular Effect
    Cell Line Type Value Description References
    A-375 IC50
    27.24 μM
    Compound: ALA
    Cytotoxicity against human A-375 cells assessed as reduction in cell viability preincubated for 4 hrs under dark condition in presence of deferiprone followed by irradiation with blue light at 2.5 J.cm^-2 energy level for 5 mins and measured after 18 hrs by MTT assay
    Cytotoxicity against human A-375 cells assessed as reduction in cell viability preincubated for 4 hrs under dark condition in presence of deferiprone followed by irradiation with blue light at 2.5 J.cm^-2 energy level for 5 mins and measured after 18 hrs by MTT assay
    [PMID: 38626642]
    A-375 IC50
    > 100 μM
    Compound: ALA
    Cytotoxicity against human A-375 cells assessed as reduction in cell viability preincubated for 4 hrs under dark condition followed by irradiation with blue light at 2.5 J.cm^-2 energy level for 5 mins and measured after 18 hrs by MTT assay
    Cytotoxicity against human A-375 cells assessed as reduction in cell viability preincubated for 4 hrs under dark condition followed by irradiation with blue light at 2.5 J.cm^-2 energy level for 5 mins and measured after 18 hrs by MTT assay
    [PMID: 38626642]
    HL-60 IC50
    1570 μM
    Compound: 5-ALA
    Cytotoxicity against human HL60 cells after 72 hrs by MTT assay
    Cytotoxicity against human HL60 cells after 72 hrs by MTT assay
    [PMID: 19007111]
    HeLa IC50
    230 μM
    Compound: 5-ALA
    Photosensitization activity against human HeLa cells assessed as reduction in cell viability incubated for 4 hrs followed by LED light array irradiation followed by further incubation for 24 hrs by MTT assay
    Photosensitization activity against human HeLa cells assessed as reduction in cell viability incubated for 4 hrs followed by LED light array irradiation followed by further incubation for 24 hrs by MTT assay
    [PMID: 31398615]
    HeLa IC50
    61.84 μM
    Compound: ALA
    Cytotoxicity against human HeLa cells assessed as reduction in cell viability preincubated for 4 hrs under dark condition in presence of deferiprone followed by irradiation with blue light at 2.5 J.cm^-2 energy level for 5 mins and measured after 18 hrs by MTT assay
    Cytotoxicity against human HeLa cells assessed as reduction in cell viability preincubated for 4 hrs under dark condition in presence of deferiprone followed by irradiation with blue light at 2.5 J.cm^-2 energy level for 5 mins and measured after 18 hrs by MTT assay
    [PMID: 38626642]
    HeLa IC50
    > 100 μM
    Compound: ALA
    Cytotoxicity against human HeLa cells assessed as reduction in cell viability preincubated for 4 hrs under dark condition followed by irradiation with blue light at 2.5 J.cm^-2 energy level for 5 mins and measured after 18 hrs by MTT assay
    Cytotoxicity against human HeLa cells assessed as reduction in cell viability preincubated for 4 hrs under dark condition followed by irradiation with blue light at 2.5 J.cm^-2 energy level for 5 mins and measured after 18 hrs by MTT assay
    [PMID: 38626642]
    MCF7 IC50
    1735 μM
    Compound: 5-ALA
    Cytotoxicity against human MCF7 cells after 72 hrs by Hoechst test
    Cytotoxicity against human MCF7 cells after 72 hrs by Hoechst test
    [PMID: 19007111]
    MCF7 IC50
    64.95 μM
    Compound: ALA
    Cytotoxicity against human MCF7 cells assessed as reduction in cell viability preincubated for 4 hrs under dark condition in presence of deferiprone followed by irradiation with blue light at 2.5 J.cm^-2 energy level for 5 mins and measured after 18 hrs by MTT assay
    Cytotoxicity against human MCF7 cells assessed as reduction in cell viability preincubated for 4 hrs under dark condition in presence of deferiprone followed by irradiation with blue light at 2.5 J.cm^-2 energy level for 5 mins and measured after 18 hrs by MTT assay
    [PMID: 38626642]
    MCF7 IC50
    > 100 μM
    Compound: ALA
    Cytotoxicity against human MCF7 cells assessed as reduction in cell viability preincubated for 4 hrs under dark condition followed by irradiation with blue light at 2.5 J.cm^-2 energy level for 5 mins and measured after 18 hrs by MTT assay
    Cytotoxicity against human MCF7 cells assessed as reduction in cell viability preincubated for 4 hrs under dark condition followed by irradiation with blue light at 2.5 J.cm^-2 energy level for 5 mins and measured after 18 hrs by MTT assay
    [PMID: 38626642]
    Oocyte IC50
    12.9 μM
    Compound: DALA
    Antagonist activity at human GABAc Rho1 receptor expressed in Xenopus oocytes assessed as whole cell current production by two electrode voltage clamp method
    Antagonist activity at human GABAc Rho1 receptor expressed in Xenopus oocytes assessed as whole cell current production by two electrode voltage clamp method
    [PMID: 18528996]
    U-251 IC50
    2665 μM
    Compound: 5-ALA
    Cytotoxicity against human U251 cells after 72 hrs by Hoechst test
    Cytotoxicity against human U251 cells after 72 hrs by Hoechst test
    [PMID: 19007111]
    U-251 IC50
    2715 μM
    Compound: 5-ALA
    Antiproliferative activity against human U251 cells assessed as PpIX release pretreated 72 hrs before 360-410 nm light photosensitization measured after 48 hrs by Hoechst test
    Antiproliferative activity against human U251 cells assessed as PpIX release pretreated 72 hrs before 360-410 nm light photosensitization measured after 48 hrs by Hoechst test
    [PMID: 19007111]
    U-251 IC50
    2719 μM
    Compound: 5-ALA
    Antiproliferative activity against human U251 cells assessed as PpIX release after 72 hrs by Hoechst test
    Antiproliferative activity against human U251 cells assessed as PpIX release after 72 hrs by Hoechst test
    [PMID: 19007111]
    In Vitro

    5-Aminolevulinic acid (hydrochloride) (100 μM; 24 h pre-treatment) significantly enhances LPS-induced expression of pro-inflammatory cytokine (Il1b, Il6, Tnfa) and mitochondrial (mt-Nd1, Pgc1a) genes in GM-CSF-differentiated bone marrow-derived cells from C57BL/6 mice[2].
    5-Aminolevulinic acid (hydrochloride) (0.1-100 μg/mL; 2-24 h) induces time- and concentration-dependent accumulation of porphyrins (predominantly PpIX) in B16-BL6 mouse melanoma cells in vitro[3].
    5-Aminolevulinic acid (hydrochloride) (1-100 μg/mL; 24 h prior to X-ray irradiation) enhances X-ray-induced intracellular reactive oxygen species generation in B16-BL6 mouse melanoma cells in vitro in a concentration-dependent manner, with significant increases observed at doses as low as 1 μg/mL under high X-ray exposure[3].

    MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

    In Vivo

    5-Aminolevulinic acid (10 mg/kg/day; p.o.; daily administration; for 15 consecutive weeks) increases liver mitochondrial COX activity by 1.5-fold, COX IV protein level by 1.6-fold, and liver ATP level by 1.6-fold in female C57BL/6N mice, without inducing toxicity[1].
    5-Aminolevulinic acid (12 mg per mouse; p.o.; daily administration; for 2 consecutive weeks) fully restores the impaired neutrophil phagocytic activity and reactive oxygen species production in 5-ALA-deficient Alas1± mice to wild-type levels[2].
    5-Aminolevulinic acid (50 mg/kg; topical administration) significantly enhances the tumor inhibitory effect in the mouse B16-BL6 melanoma model, with no systemic toxicity observed[3].

    MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

    Clinical Trial
    Molecular Weight

    131.13

    Formula

    C5H9NO3

    CAS No.
    Appearance

    Solid

    Color

    White to light yellow

    SMILES

    O=C(O)CCC(CN)=O

    Structure Classification
    Initial Source
    Shipping

    Room temperature in continental US; may vary elsewhere.

    Storage
    Powder -20°C 3 years
    In solvent -80°C 6 months
    -20°C 1 month
    Solvent & Solubility
    In Vitro: 

    DMSO : 50 mg/mL (381.30 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

    Preparing
    Stock Solutions
    Concentration Solvent Mass 1 mg 5 mg 10 mg
    1 mM 7.6260 mL 38.1301 mL 76.2602 mL
    5 mM 1.5252 mL 7.6260 mL 15.2520 mL
    View the Complete Stock Solution Preparation Table

    * Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
    Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

    • Molarity Calculator

    • Dilution Calculator

    Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

    Mass
    =
    Concentration
    ×
    Volume
    ×
    Molecular Weight *

    Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

    This equation is commonly abbreviated as: C1V1 = C2V2

    Concentration (start)

    C1

    ×
    Volume (start)

    V1

    =
    Concentration (final)

    C2

    ×
    Volume (final)

    V2

    In Vivo:

    Select the appropriate dissolution method based on your experimental animal and administration route.

    For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
    To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
    The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

    • Protocol 1

      Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

      Solubility: ≥ 2.5 mg/mL (19.07 mM); Clear solution

      This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

      Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

      Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
    • Protocol 2

      Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

      Solubility: ≥ 2.5 mg/mL (19.07 mM); Clear solution

      This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

      Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

      Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
    In Vivo Dissolution Calculator
    Please enter the basic information of animal experiments:

    Dosage

    mg/kg

    Animal weight
    (per animal)

    g

    Dosing volume
    (per animal)

    μL

    Number of animals

    Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
    Please enter your animal formula composition:
    %
    DMSO +
    +
    %
    Tween-80 +
    %
    Saline
    Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
    The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
    Calculation results:
    Working solution concentration: mg/mL
    Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).
    The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
    Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
     If the continuous dosing period exceeds half a month, please choose this protocol carefully.
    Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
    Purity & Documentation

    Purity: 99.92%

    References

    Complete Stock Solution Preparation Table

    * Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
    Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

    Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
    DMSO 1 mM 7.6260 mL 38.1301 mL 76.2602 mL 190.6505 mL
    5 mM 1.5252 mL 7.6260 mL 15.2520 mL 38.1301 mL
    10 mM 0.7626 mL 3.8130 mL 7.6260 mL 19.0650 mL
    15 mM 0.5084 mL 2.5420 mL 5.0840 mL 12.7100 mL
    20 mM 0.3813 mL 1.9065 mL 3.8130 mL 9.5325 mL
    25 mM 0.3050 mL 1.5252 mL 3.0504 mL 7.6260 mL
    30 mM 0.2542 mL 1.2710 mL 2.5420 mL 6.3550 mL
    40 mM 0.1907 mL 0.9533 mL 1.9065 mL 4.7663 mL
    50 mM 0.1525 mL 0.7626 mL 1.5252 mL 3.8130 mL
    60 mM 0.1271 mL 0.6355 mL 1.2710 mL 3.1775 mL
    80 mM 0.0953 mL 0.4766 mL 0.9533 mL 2.3831 mL
    100 mM 0.0763 mL 0.3813 mL 0.7626 mL 1.9065 mL
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    • Do most proteins show cross-species activity?

      Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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    Product Name:
    5-Aminolevulinic acid
    Cat. No.:
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