BioViotica

Kojic acid

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BVT-0019-M01010 mgCHF 55.00

Specifications / Handling

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Product Details
Synonyms 5-Hydroxy-2-(hydroxymethyl)-4H-pyran-4-one; KOJ
Product Type Chemical
Properties
Formula

C6H6O4

MW 142.1
Merck Index 14: 5317
CAS 501-30-4
RTECS UQ0875000
Source/Host Chemicals Isolated from Aspergillus sp.
Purity Chemicals ≥99% (NMR)
Appearance White solid.
Solubility Soluble in DMSO, methanol or water.
Identity Determined by 1H-NMR.
Declaration Manufactured by BioViotica.
InChi Key BEJNERDRQOWKJM-UHFFFAOYSA-N
Smiles OCC1=CC(=O)C(O)=CO1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage +4°C
Handling Advice Protect from light when in solution.
Use/Stability Stable for at least 1 year after receipt when stored at +4°C.
Documents
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Product Specification Sheet
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Scientific Background Information

Product Description

Kojic acid is a naturally occurring fungal metabolite (mycotoxin) and potent inhibitor of tyrosinase with applications in melanogenesis, melanoma and tumor immunology research. By inhibiting tyrosinase-dependent melanin synthesis, kojic acid suppresses melanogenesis and melanosome formation and is widely used as a research tool to study pigmentation/cosmetic research and melanocyte biology.

Recent research has uncovered an important link between melanosomes and melanoma immune escape. Melanoma-derived melanosomes can carry HLA/MHC molecules loaded with tumor-associated antigens and act as decoys for tumor-reactive CD8⁺ T cells, resulting in impaired T-cell cytotoxicity and promoting tumor immune evasion. Kojic acid was used to inhibit the melanosome pathway in melanoma models, highlighting its utility as an experimental tool for investigating melanosome-dependent tumor–immune interactions and making this reagent relevant to current cancer immunology and tumor microenvironment research.

Beyond melanogenesis, kojic acid exhibits diverse biological activities, including antioxidant and reactive oxygen species (ROS)-scavenging properties, inhibition of NF-κB activation and D-amino acid oxidase (DAAO), and immunomodulatory, antimicrobial, antifungal and antileishmanial activities. Its polyfunctional γ-pyrone structure and metal-chelating properties additionally make kojic acid a useful scaffold for the development of biologically active compounds.

Research areas: Melanogenesis - Melanoma - Melanosome Biology - Tumor Immune Evasion - CD8⁺ T-cell Biology - Tyrosinase - Oxidative Stress - Inflammation

Product-specific References
  1. The contitution of kojic acid, a gamma-pyrone derivative of Aspergillus oryzae from carbohydrates: T. Yabuta; J. Chem. Soc. 125, 575 (1924)
  2. Toxicity and Antibiotic Activity of Kojic Acid Produced by Aspergillus luteo-virescens: H.E. Morton, et al.; J. Bacteriol. 50, 579 (1945)
  3. Kojic acid scavenges free radicals while potentiating leukocyte functions including free radical generation: Y. Niwa & H. Akamatsu; Inflammation 15, 303 (1991)
  4. Kojic acid, a cosmetic skin whitening agent, is a slow-binding inhibitor of catecholase activity of tyrosinase: J. Cabanes, et al.; J. Pharm. Pharmacol. 46, 982 (1994)
  5. The combination of glycolic acid and hydroquinone or kojic acid for the treatment of melasma and related conditions: A. Garcia & J.E. Fulton Jr.; Dermatol. Surg. 22, 443 (1996)
  6. Kojic acid--a new leading molecule for a preparation of compounds with an anti-neoplastic potential: L.  Novotny, et al.; Neoplasma 46, 89 (1999) (Review)
  7. Kojic acid, a potential inhibitor of NF-kappaB activation in transfectant human HaCaT and SCC-13 cells: K.Y. Moon, et al.; Arch. Pharm. Res. 24, 307 (2001)
  8. Effects of mycotoxins, kojic acid and oxalic acid, on biological fitness of Lygus hesperus (Heteroptera: Miridae): J. Alverson; J. Invertebr. Pathol. 83, 60 (2003)
  9. From miso, sake and skoyu to cosmetics: a century of science for kojic acid: R. Bentley; Nat. Prod. Rep. 23, 1046 (2006) (Review)
  10. Kojic acid and its manganese and zinc complexes as potential radioprotective agents: S. Emami, et al.; Bioorg. Med. Chem. Lett. 17, 45 (2007)
  11. Kojic acid, a secondary metabolite from Aspergillus sp., acts as an inducer of macrophage activation: A.P. Rodrigues, et al.; Cell Biol. Int. 35, 335 (2011)
  12. Synthesis of kojic acid derivatives as secondary binding site probes of D-amino acid oxidase: M. Raje, et al.; Bioorg. Med. Chem. Lett. 23, 3910 (2013)
  13. Synergism of antifungal activity between mitochondrial respiration inhibitors and kojic acid: J.H. Kim, et al.; Molecules 18, 1564 (2013)
  14. A novel function for kojic acid, a secondary metabolite from Aspergillus fungi, as antileishmanial agent: A.P. Rodrigues, et al.; PLoS One 9, e91259 (2014)
  15. A tyrosinase inhibitor from Aspergillus niger: K.Y. Vasantha, et al.; J. Food Sci. Tech. 51, 2877 (2014)
  16. Application of FTIR microspectroscopy for characterization of biomolecular changes in human melanoma cells treated by sesamol and kojic acid: M. Srisayam, et al.; J. Dermatol. Sci. 73, 241 (2014)
  17. Feeding Deterrence, acute toxicity and sublethal growth effects of kojic acid isolated from Aspergillus funiculosus: S. Busi, et al.; Nat. Prod. J. 4, 18 (2014)
  18. HLA export by melanoma cells decoys cytotoxic T cells to promote immune evasion: Y. Chemla, et al.; Cell 189, 233 (2026)
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