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Decapeptide-12 (skin lightening peptide)

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Catalog Number CI-BP-0044
Product Name Decapeptide-12 (skin lightening peptide)
CAS 137665-91-9
Synonyms Consisting of Arg, Lys, Ser, Trp and Tyr.
IUPAC Name 2-[[2-[[2-[[2-[[2-[[6-amino-2-[[2-[[2-[[2-[[2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-hydroxypropanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]hexanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxypropanoyl]amino]-3-hydroxypropanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-(4-hydroxyphenyl)propanoic acid
Molecular Weight 1395.52 g/mol
Molecular Formula C65H90N18O17
InChI InChI=1S/C65H90N18O17/c66-24-4-3-9-45(76-55(91)47(11-6-26-73-65(70)71)77-60(96)51(32-84)81-57(93)46(10-5-25-72-64(68)69)75-54(90)43(67)27-35-12-18-39(87)19-13-35)56(92)78-48(28-36-14-20-40(88)21-15-36)58(94)82-53(34-86)62(98)83-52(33-85)61(97)79-49(30-38-31-74-44-8-2-1-7-42(38)44)59(95)80-50(63(99)100)29-37-16-22-41(89)23-17-37/h1-2,7-8,12-23,31,43,45-53,74,84-89H,3-6,9-11,24-30,32-34,66-67H2,(H,75,90)(H,76,91)(H,77,96)(H,78,92)(H,79,97)(H,80,95)(H,81,93)(H,82,94)(H,83,98)(H,99,100)(H4,68,69,72)(H4,70,71,73)
InChI Key OYVFAMLECFSFEI-UHFFFAOYSA-N
Purity 0.95
Density 1.51 g/mL
Appearance Lyophilized powder
Isomeric SMILES C1=CC=C2C(=C1)C(=CN2)CC(C(=O)NC(CC3=CC=C(C=C3)O)C(=O)O)NC(=O)C(CO)NC(=O)C(CO)NC(=O)C(CC4=CC=C(C=C4)O)NC(=O)C(CCCCN)NC(=O)C(CCCN=C(N)N)NC(=O)C(CO)NC(=O)C(CCCN=C(N)N)NC(=O)C(CC5=CC=C(C=C5)O)N
pKa 3.07±0.10
Case Study

Efficacy Evaluation of a Skin Brightening System Containing Decapeptide-12

Kassim, Andrea T., et al. Journal of Cosmetic and Laser Therapy, 2012, 14(2), 117-121.

This prospective study tested whether decapeptide-12 was safe and effective along with an antioxidant cleanser, glycolic acid moisturizing cream, and broad-spectrum sunscreen in treating chronic photodamaged facial hyperpigmentation. It works by shutting down melanin formation through tyrosinase inhibition, as the function of decapeptide-12.
Evaluation Methods
Fifteen women with Fitzpatrick skin types I-IV and documented photodamage were recruited, and 13 completed the study. At weeks 4, 8, 12, 18 and 24, they were measured by both participants and researchers through standardised digital photography (as measured by the Global Assessment of Photodamage Severity Scale).
Evaluation Results
By the end of the 24-week period, 38.5% of participants had been completely cleared from moderate (grade 3) initial photodamage to completely cleared (grade 1) condition. In addition, 30.7% recovered from moderate (grade 3) to mild (grade 2) photodamage. An additional 15.4% moved from a severe (grade 4) status at baseline to moderate (grade 3), and an equal share progressed from severe (grade 4) to mild (grade 2) at 24-weeks. The entire treatment protocol of the study was well tolerated.
Advantages of Decapeptide-12
Decapeptide-12 offers several advantages over other skin-brightening agents, such as a low incidence of side effects, non-cytotoxicity, and its safety for use in ethnic skin, as well as for patients who have not responded to other treatments.

Structural Modification, Chemical Enhancement, and Microneedle Enhancement Strategies of Decapeptide-12

Chen, Jungen, et al. International Journal of Pharmaceutics, 2021, 606, 120868.

Decapeptide-12 was found to be safer than hydroquinone in reducing melanin content, with an efficacy of more than 50% after twice-daily treatment for 16 weeks. To improve the transdermal permeability of decapeptide-12, this work investigated the feasibility of enhancing the skin permeability of the peptide by using three methods: molecular modification (addition of palmitic acid chains), chemical permeation enhancers (CPE), microneedles (MN), or any combination of the three methods.
Key conclusions
· Research demonstrated that palm-peptides exhibited superior skin retention due to their higher lipophilicity.
· Furthermore, the use of chemical skin penetration enhancers like oleic acid and menthol significantly improved their permeation.
· While the native peptide's absorption was increased through a microneedle patch, chemical enhancers did not impact its permeation.
· The absorption of palm-peptides was believed to reach therapeutic levels within the skin.
· This multifaceted strategy, combining molecular modifications, chemical enhancements, and microneedle technology, effectively boosts peptide permeation through the skin.

Custom Q&A

What is Decapeptide-12, and how does it work?

Decapeptide-12 is a small oligopeptide composed of twelve amino acids (Tyr-Arg-Ser-Lys-Tyr-Ser-Ser-Trp-Tyr). It acts as a tyrosinase inhibitor by reversibly binding to the tyrosinase enzyme, which is crucial in melanin production. By inhibiting this enzyme, Decapeptide-12 can reduce melanin content in pigment-producing cells, thereby potentially lightening skin tone and addressing hyperpigmentation issues.

What are the potential applications of Decapeptide-12 in cosmetic and medical research?

In both the cosmetic and medical industries, Decapeptide-12 is considered promising for its ability to inhibit tyrosinase, making it a potential treatment for conditions related to hyperpigmentation, such as melasma and other forms of photodamage. Its effectiveness in reducing melanin content and improving skin tone has been demonstrated in studies that show significant reductions in hyperpigmentation.

How does Decapeptide-12 compare to traditional treatments for hyperpigmentation?

Decapeptide-12 has shown to be approximately 17 times more potent than traditional treatments such as hydroquinone. Research indicates a 27%-43% reduction in melanin content in cultured melanocytes over seven days, highlighting its potential as a superior alternative for treating hyperpigmentation.

Are there any additional research applications for Decapeptide-12?

Beyond cosmetics, Decapeptide-12 has been studied in the food industry as a potential preservative and flavor enhancer due to its ability to inhibit tyrosinase, which can affect the oxidation of phenolic compounds in fruits and vegetables. Furthermore, its role as a tyrosinase inhibitor is being explored in the development of insecticides, given tyrosinase's involvement in insect physiology, including wound healing and exoskeleton formation.

What have studies revealed about the effectiveness of Decapeptide-12 on skin tone?

Research, including animal studies and clinical trials, has demonstrated that Decapeptide-12 can significantly reduce hyperpigmentation and improve skin tone. In some cases, subjects achieved a complete reduction in hyperpigmentation, with notable improvements observed across various degrees of photodamage, highlighting the peptide's efficacy as a skin-lightening agent.

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