A lipidated pentapeptide
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Pal-KTTKS (acetate)

Item No. 27060

Technical Information
Formal Name
N2-(1-oxohexadecyl)-L-lysyl-L-threonyl-L-threonyl-L-lysyl-L-serine, acetate
Synonyms
  • C16-KTTKS
  • Palmitoyl-KTTKS
Molecular Formula
C39H75N7O10 • XC2H4O2
Formula Weight
Purity
≥90%
A solid
Methanol: Slightly solubleWater: Slightly soluble
SMILES
CCCCCCCCCCCCCCCC(N[C@H](C(N[C@@H]([C@@H](C)O)C(N[C@H](C(N[C@@H](CCCCN)C(N[C@@H](CO)C(O)=O)=O)=O)[C@H](O)C)=O)=O)CCCCN)=O.CC(O)=O
InChi Code
InChI=1S/C39H75N7O10.C2H4O2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-23-32(50)42-29(21-17-19-24-40)36(52)45-34(28(3)49)38(54)46-33(27(2)48)37(53)43-30(22-18-20-25-41)35(51)44-31(26-47)39(55)56;1-2(3)4/h27-31,33-34,47-49H,4-26,40-41H2,1-3H3,(H,42,50)(H,43,53)(H,44,51)(H,45,52)(H,46,54)(H,55,56);1H3,(H,3,4)/t27-,28-,29+,30+,31+,33+,34+;/m1./s1
InChi Key
LGKXAOUSDAHKDF-VIKHUJRRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Pal-KTTKS is a lipidated pentapeptide consisting of a fragment of the type I collagen C-terminal propeptide conjugated to palmitic acid (Item No. 10006627).1 It increases collagen production in human corneal and dermal fibroblasts when used at concentrations of 0.002, 0.004, and 0.008 wt%.2 Following topical administration, pal-KTTKS (50 μg/cm2) is found in the stratum corneum, epidermis, and dermis of isolated hairless mouse skin.1 It can self-assemble into flat tapes and extended fibrillar structures.3 Pal-KTTKS has been detected in anti-wrinkle creams.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Choi, Y.L., Park, E.J., Kim, E., et alDermal stability and in vitro skin permeation of collagen pentapeptides (KTTKS and palmitoyl-KTTKS). Biomol. Ther. (Seoul) 22(4), 321-327 (2014).

    2. Jones, R.R., Castelletto, V., Connon, C.J., et alCollagen stimulating effect of peptide amphiphile C16-KTTKS on human fibroblasts. Mol. Pharm. 10(3), 1063-1069 (2013).

    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).