A form of GHK containing palmitic acid
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Pal-GHK

Item No. 27059

Technical Information
Formal Name
N-(1-oxohexadecyl)glycyl-L-histidyl-L-lysine
CAS Number
147732-56-7
Synonyms
  • C16-GHK
  • C16-GK-3
  • Palmitoyl Oligopeptide
  • Palmitoyl Tripeptide-1
Molecular Formula
C30H54N6O5
Formula Weight
Purity
≥95%
A solid
DMF: 30 mg/mlDMSO: 10 mg/mlEthanol: 30 mg/ml
λmax
283 nm
SMILES
O=C(N[C@H](C(O)=O)CCCCN)[C@@H](NC(CNC(CCCCCCCCCCCCCCC)=O)=O)CC1=CN=CN1
InChi Code
InChI=1S/C30H54N6O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18-27(37)33-22-28(38)35-26(20-24-21-32-23-34-24)29(39)36-25(30(40)41)17-15-16-19-31/h21,23,25-26H,2-20,22,31H2,1H3,(H,32,34)(H,33,37)(H,35,38)(H,36,39)(H,40,41)/t25-,26-/m0/s1
InChi Key
BYUQATUKPXLFLZ-UIOOFZCWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    Pal-GHK is a form of the extracellular matrix-derived peptide GHK (Item No. 27168) containing palmitic acid (Item No. 10006627), which allows it to penetrate the stratum corneum to the epidermal and dermal skin layers.1 Pal-GHK (0.5 µM) increases collagen synthesis in human skin fibroblasts in vitro. It reduces collagen degradation ex vivo in patient-derived human skin samples irradiated with UVA light when used at a concentration of 6 ppm. It has been used with the zwitterionic surfactant C12 dodecyldimethylamine oxide (C12DMAO) to study self-assembly of the mixture into aggregates, ribbons, and nanobelts.2,3 Pal-GHK has also been used as an internal standard for the quantification of pal-KTTKS in anti-wrinkle creams by LC-MS/MS.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lintner, K., and Peschard, O. Biologically active peptides: From a laboratory bench curiosity to a functional skin care product. Int. J. Cosmet. Sci. 22(3), 207-218 (2000).

    2. Zhang, H., Sun, J., Xin, X., et alModulating self-assembly behavior of a salt-free peptide amphiphile (PA) and zwitterionic surfactant mixed system. J. Colloid. Interface Sci. 467, 43-50 (2016).

    3. Castelletto, V., Hamley, I.W., Whitehouse, C., et alSelf-assembly of palmitoyl lipopeptides used in skin care products. Langmuir 29(29), 9149-9155 (2013).

    4. Chirita, R.-I., Chaimbbault, P., Archambault, J.-C., et alDevelopment of a LC-MS/MS method to monitor palmitoyl peptides content in anti-wrinkle cosmetics. Anal. Chim. Acta 641(1-2), 95-100 (2009).