N-Acetyl-L-tyrosine is a modified form of the amino acid L-tyrosine, which is known for its role in the production of neurotransmitters and proteins in the body. In cosmetic formulations, N-Acetyl-L-tyrosine is valued for its potential antioxidant properties and its ability to enhance skin hydration.
This ingredient is often included in products aimed at improving skin tone and texture, as well as in formulations targeting the signs of aging. Its incorporation into skincare products may help support skin health and maintain a youthful appearance, making it a notable component in various cosmetic applications.
CAS Number: 537-55-3
Molecular Formula: C11H13NO4
Synonyms:
- N-acetyltyrosine
- acetyl-L-tyrosine
- N-acetyltyrosine, (D)-isomer
- N-acetyltyrosine, (DL)-isomer
Uses of N-Acetyl-L-tyrosine in Cosmetics
Functional role in cosmetics:
- N-Acetyl-L-tyrosine is used as a tanning agent in cosmetics.
Cosmetic Products Containing N-Acetyl-L-tyrosine
Recent products using N-Acetyl-L-tyrosine in their cosmetic formulations
- Kleida Kleida Ir
- The Mom’s Co. Natural Vita Rich Face Cream
- Pilgrim Anti-grey Hair Serum
- Cellex-C Fade Away Gel
- Intas Pharmaceuticals Ltd Morr Pro – Procapil Hair Serum.
- Johnny B Beard Booster Topical Lotion
- O’Care Love More Hair Shampoo
- Olecule Vitamin C
- Orchidia Integrado Hair Lotion
- The Fox Tan Banana Whip Tanning Accelerator
- Beauty by earth Self Tanner Tanning Drops
- Bougas Beauty Advanced Serum
- Ruutos Hair Serum
- The Earth Collective Hair Density Tonic – Hair Growth & Anti-hair Fall Serum
- Aurelderma UVedge SPF 50 Sunscreen Gel
- Gluta-C Acne Control Toner
- OASE Hair Thickening Conditioner
- Perricone MD Pre:Empt Refreshing Shower Mask
- Airnderm Advance Brightener Essence
- ElsheSkin Radiant Skin Serum
- Merle Norman Gentle Solutions Toner
- NOAH Treatment For Weak Hair
Top companies using N-Acetyl-L-tyrosine in their cosmetic products
- Kleida
- The Mom’s Co.
- Pilgrim
- Cellex-C
- Intas Pharmaceuticals Ltd
- Johnny B
- O’Care
- Olecule
- Orchidia
- The Fox Tan
- Beauty by earth
- Bougas Beauty
- Ruutos
- The Earth Collective
- Aurelderma
- Gluta-C
- OASE
- Perricone MD
- Airnderm
- ElsheSkin
- Merle Norman
Regulatory Considerations for Using N-Acetyl-L-tyrosine in Cosmetic Formulations
Few regulatory considerations are to be taken into account before using N-Acetyl-L-tyrosine as an ingredient. Given below is the list of those regulations:
New Zealand EPA Inventory of Chemical Status: N-Acetyl-L-Tyrosine does not have individual approval but may be used under an appropriate group standard.
The Australian Inventory of Industrial Chemicals: Listed as L-Tyrosine, N-acetyl- in the Australian Inventory of Industrial Chemicals.
Alternatives of N-Acetyl-L-tyrosine and Comparative Analysis
Given below is the list of alternative ingredients that can be used in place of N-Acetyl-L-tyrosine in cosmetic formulations:
- L-Tyrosine
- Acetyl Glucosamine
- Niacinamide (Vitamin B3)
- Hydrolyzed Collagen Peptides
- Copper Peptides
Comparative analysis of N-Acetyl-L-tyrosine alternative ingredients:
| Ingredients | Strengths | Limitations | Efficacy | Cost | Stability | Compatibility | Safety |
| L-Tyrosine | Naturally occurring amino acid involved in melanin synthesis Supports skin pigmentation and overall skin health Widely available and cost-effective | Lower water solubility compared to N-Acetyl-L-Tyrosine Requires higher concentrations for topical efficacy | Moderate for skin conditioning and pigmentation support | Low to moderate | Moderate | Good with aqueous and emulsion systems | Generally safe with low irritation potential |
| Acetyl Glucosamine | Enhances skin hydration and barrier function Promotes even skin tone and reduces hyperpigmentation Synergistic with other brightening agents like niacinamide | Does not directly stimulate melanin production Higher cost compared to simple amino acids | High for brightening and hydration | Moderate to high | High | Excellent in anti-aging and brightening formulations | Safe and well tolerated |
| Niacinamide (Vitamin B3) | Improves skin tone and texture by reducing pigmentation irregularities Boosts skin barrier and hydration Anti-inflammatory and antioxidant properties | Does not directly promote melanin synthesis May cause mild irritation in sensitive skin | High for brightening and skin barrier support | Low to moderate | High | Good with most cosmetic formulations | Generally safe |
| Hydrolyzed Collagen Peptides | Enhances skin elasticity and hydration Promotes smoother, youthful skin appearance Widely used in anti-aging products | Does not affect melanin production Animal-derived, not suitable for vegan products | High for hydration and anti-aging | Moderate to high | Moderate | Good with aqueous systems | Generally safe |
| Copper Peptides | Promotes collagen synthesis and skin repair Improves skin firmness and elasticity Antioxidant properties support skin health | Higher cost Potential for sensitivity in some individuals | High for skin rejuvenation and repair | High | Moderate | Good in various cosmetic formulations | Generally safe with low irritation risk |
How Benzenesulfonic Acid Works in Formulations
N-Acetyl-L-tyrosine is a valuable ingredient in cosmetics, known for its ability to improve skin texture, provide moisturization, and enhance skin elasticity. It’s commonly used in moisturizers, serums, and hair care products to address signs of aging and promote healthier skin and hair.
Ideal Concentration and Benefits in Different Formulations
Moisturizers and Serums
N-Acetyl-L-tyrosine is commonly added to moisturizers and serums to improve hydration and skin elasticity.
- Concentration: 0.5%–2%
- Benefit: Helps reduce fine lines and wrinkles by supporting collagen synthesis, leaving the skin smoother and more youthful.
Anti-Aging Products
This ingredient is a key component in anti-aging formulations, where it helps boost collagen production and improve skin firmness.
- Concentration: 0.5% to 2%
- Benefit: Contributes to firmer, more youthful-looking skin by enhancing collagen synthesis.
Hair Care Products (e.g., Hair Masks)
N-Acetyl-L-tyrosine is used in hair care products to condition and strengthen hair, improving its texture and elasticity.
- Concentration: below 2%
- Benefit: Helps reduce hair breakage and promotes stronger, more elastic hair.
Compatibility with Other Ingredients
N-Acetyl-L-tyrosine is soluble in water and compatible with most cosmetic ingredients, making it versatile for various formulations. It is sensitive to high heat and requires careful temperature control during processing. May cause mild irritation in sensitive skin; patch testing is recommended.
Stability and Shelf Life
N-Acetyl-L-tyrosine is stable when stored properly but should be kept in conditions that protect it from environmental factors.
- Shelf life: 12–24 months
- Best storage: Store in airtight containers, away from moisture and heat to preserve its efficacy. Use sealed bottles or containers that minimize exposure to air to maintain product stability.
Formulation Challenges and Troubleshooting
N-Acetyl-L-tyrosine presents several formulation challenges due to its sensitivity to heat and potential for irritation:
Heat Sensitivity
N-Acetyl-L-tyrosine is sensitive to high temperatures, which can affect its stability in formulations.
Solution: Use low-temperature processing techniques to maintain its stability and efficacy.
Skin Irritation Potential
At higher concentrations or in sensitive individuals, N-Acetyl-L-tyrosine may cause mild irritation.
Solution: Limit use to recommended concentrations and conduct patch testing before introduction to the market.
Solubility Issues
N-Acetyl-L-tyrosine may have solubility issues in certain formulations, requiring proper solubilization.
Solution: Use appropriate solubilizers or adjust formulation pH to ensure compatibility.
Regulatory Compliance
Ensure compliance with local regulations regarding the use of N-Acetyl-L-tyrosine in cosmetics.
Solution: Consult regulatory guidelines for specific applications and regions.
Is N-Acetyl-L-tyrosine Safe in Cosmetics?
Safety reports for N-Acetyl-L-tyrosine are given below:
- Safety Assessment of Amino Acid Alkyl Amides as Used in Cosmetics. Download PDF
Environmental and Sustainability Impact
N-Acetyl-L-tyrosine is an acetylated derivative of L-tyrosine, used in cosmetics primarily for its skin-conditioning properties. Its use raises environmental and sustainability considerations:
Environmental Impact
- Water Pollution: N-Acetyl-L-tyrosine is biodegradable and poses minimal risk to aquatic organisms. However, improper disposal in high concentrations may contribute to localized water contamination.
- Carbon Footprint: The production of N-Acetyl-L-tyrosine involves chemical synthesis from L-tyrosine, which can be derived from natural sources like soybeans. Sustainable production methods can reduce its environmental impact.
Sustainability
The sustainability of N-Acetyl-L-tyrosine depends on its production methods and raw material sourcing.
- Raw Materials: L-tyrosine is often derived from soybeans or other plant sources, which can be sustainable if managed correctly. However, chemical synthesis processes require energy and materials.
- Energy Use: Manufacturing involves moderate energy input. Cleaner energy sources and efficient processes can reduce its environmental footprint.
- End-of-Life Impact: N-Acetyl-L-tyrosine breaks down naturally in the environment, posing minimal long-term ecological risks.
Biodegradability and Toxicity
N-Acetyl-L-tyrosine is readily biodegradable and generally non-toxic to humans and the environment under normal use conditions.
Ammonia Toxicity: Not applicable. N-Acetyl-L-tyrosine does not release ammonia or harmful byproducts during decomposition.
Eco-Friendly Alternatives
For those seeking sustainable alternatives to N-Acetyl-L-tyrosine, the following options may be considered:
- Glycine: A naturally occurring amino acid that provides similar skin-conditioning benefits.
- Proline: Derived from collagen, it offers moisturizing properties similar to N-Acetyl-L-tyrosine.
- Plant-Derived Amino Acids: A blend of amino acids derived from plants like soy or wheat, offering a sustainable alternative with comparable skincare benefits.
N-Acetyl-L-tyrosine Side Effects
Acetyl tyrosine is used in various cosmetic products and is generally recognized as safe. It has low potential for irritation or sensitization. Studies indicate no phototoxicity, and it is not expected to cause systemic toxicity due to its similarity to amino acids found in food.
Potential risks
Given below is the list of potential side effects associated with the use of N-Acetyl-L-tyrosine in cosmetics:
- Aromatic L-amino acid decarboxylase deficiency
- Autosomal dominant polycystic kidney disease
- Colorectal cancer
- Preterm birth
- Tyrosinemia I
Symptoms
- Eye Exposure: May cause mild irritation.
- Skin Exposure: Generally not irritating, but may cause mild irritation in sensitive individuals.
- Ingestion Exposure: No adverse effects expected under normal use.
- Inhalation Exposure: Low risk of respiratory irritation due to its low volatility.
Interactions
No significant interactions with other cosmetic ingredients have been reported. However, formulations should avoid conditions that could lead to the formation of N-nitroso compounds.
Target Organs
Primary target organs include the skin and eyes.
Toxicity Data
No acute toxicity data available for acetyl tyrosine. It is considered safe for use in cosmetics at typical concentrations.
Adverse Effects
Prolonged exposure may cause mild skin irritation in sensitive individuals. No systemic toxicity is expected due to its similarity to dietary amino acids.
Exposure Routes
Dermal exposure is the primary route of contact with acetyl tyrosine in cosmetics.
Antidote and Emergency Treatment
- Immediate First Aid: For eye contact, rinse thoroughly with water. In cases of skin irritation, wash the area with soap and water.
- Basic Treatment: Treat skin irritation with emollients if needed.
- Advanced Treatment: No advanced treatment required under normal circumstances due to low toxicity.
Properties of N-Acetyl-L-tyrosine
Chemical Identifiers
| EC Number | 208-671-3 |
| UNII | DA8G610ZO5 |
| InChIKey | CAHKINHBCWCHCF-JTQLQIEISA-N |
| SMILES | CC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)O |
| IUPAC Name | (2S)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid |
| InChI | InChI=1S/C11H13NO4/c1-7(13)12-10(11(15)16)6-8-2-4-9(14)5-3-8/h2-5,10,14H,6H2,1H3,(H,12,13)(H,15,16)/t10-/m0/s1 |
Physical and Chemical Properties
N-Acetyl-L-tyrosine is a solid compound characterized by its white crystalline appearance. It is a derivative of the amino acid L-tyrosine, with an acetyl group attached to the nitrogen atom. This modification enhances its solubility in water compared to its parent amino acid. N-Acetyl-L-tyrosine has a molecular formula of C9H11NO3 and a molecular weight of approximately 181.19 g/mol.
It is stable under normal conditions and exhibits a melting point in the range of 130-135 degrees Celsius. The compound is often utilized in dietary supplements and has applications in the pharmaceutical industry due to its role in neurotransmitter synthesis.
| Property | Value |
| LogP | 1.320 |
| Solubility | 297 mg/mL |
| Boiling Point | 530.00 to 533.00°C. @ 760.00 mmHg |
| Melting Point | 149-152°C |
| Collision Cross Section | 154.5 Ų [M+Na]+ |
Structural Properties
N-Acetyl-L-tyrosine is a compound with a moderate level of complexity. It consists of 16 atoms and has a molecular weight of around 223 g/mol. The compound has a neutral charge and can form hydrogen bonds with both donor and acceptor groups. It is stable in its canonical form and has a moderate polar surface area.
The molecule contains four rotatable bonds, which contribute to its flexibility. There is one defined stereocenter, indicating the molecule’s chirality, but no undefined stereocenters or bonds. This information provides an overview of its structural characteristics and potential reactivity.
| Property | Value |
| XLogP3 | -0.2 |
| Complexity | 259 |
| Exact Mass | 223.08445790 g/mol |
| Formal Charge | 0 |
| Heavy Atom Count | 16 |
| Molecular Weight | 223.22 g/mol |
| Monoisotopic Mass | 223.08445790 g/mol |
| Isotope Atom Count | 0 |
| Rotatable Bond Count | 4 |
| Compound Is Canonicalized | Yes |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Covalently-Bonded Unit Count | 1 |
| Topological Polar Surface Area | 86.6 Ų |
| Defined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
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