Hexapeptide-10

Hexapeptide-10
Identifiers
  • (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S,3S)-2-[[(2S)-2-amino-3-hydroxypropanoyl]amino]-3-methylpentanoyl]amino]hexanoyl]amino]-3-methylbutanoyl]amino]propanoyl]amino]-3-methylbutanoic acid
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC28H53N7O8
Molar mass615.773 g·mol−1
3D model (JSmol)
  • CC[C@H](C)[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)O)NC(=O)[C@H](CO)N
  • InChI=1S/C28H53N7O8/c1-8-16(6)22(35-24(38)18(30)13-36)27(41)32-19(11-9-10-12-29)25(39)33-20(14(2)3)26(40)31-17(7)23(37)34-21(15(4)5)28(42)43/h14-22,36H,8-13,29-30H2,1-7H3,(H,31,40)(H,32,41)(H,33,39)(H,34,37)(H,35,38)(H,42,43)/t16-,17-,18-,19-,20-,21-,22-/m0/s1
  • Key:OFGVZFQUFJYSGS-CPDXTSBQSA-N

Hexapeptide-10 (SIKVAV, Serilesine) is a hexapeptide that is composed of a sequence Ser-Ile-Lys-Val-Ala-Val found at the C-terminus of the laminin α1 chain. Unlike other matrikine peptides which primarily act in the epidermis, hexapeptide-10 is active in deeper skin layers and promotes synthesis of laminin and integrin proteins, increases secretion of matrix metalloproteinases MMP2 and MMP9, and has angiogenic effects. Hexapeptide-10 promotes wound healing and tissue remodeling, and is used in skincare products with purported anti-aging effects. It has also been investigated for potential medical applications in the treatment of conditions such as Alzheimer's disease and muscular dystrophy. Due to its ability to promote angiogenesis, it can also promote tumour growth and is used in cancer research, though this requires concentrations many times higher than those used in skincare products.[1][2][3][4][5][6][7][8]

See also

References

  1. ^ Kleinman HK, Weeks BS, Schnaper HW, Kibbey MC, Yamamura K, Grant DS (1993). "The laminins: a family of basement membrane glycoproteins important in cell differentiation and tumor metastases". Vitamins and Hormones. 47: 161–186. doi:10.1016/s0083-6729(08)60446-x. ISBN 978-0-12-709847-0. PMID 8447113.
  2. ^ Corcoran ML, Kibbey MC, Kleinman HK, Wahl LM (May 1995). "Laminin SIKVAV peptide induction of monocyte/macrophage prostaglandin E2 and matrix metalloproteinases". The Journal of Biological Chemistry. 270 (18): 10365–10368. doi:10.1074/jbc.270.18.10365. PMID 7737965.
  3. ^ Grant DS, Zukowska Z (2000). "Revascularization of ischemic tissues with SIKVAV and neuropeptide Y (NPY)". Angiogenesis. Advances in Experimental Medicine and Biology. Vol. 476. pp. 139–154. doi:10.1007/978-1-4615-4221-6_12. ISBN 978-1-4613-6895-3. PMID 10949662.
  4. ^ Kubinová Š, Horák D, Hejčl A, Plichta Z, Kotek J, Proks V, et al. (November 2015). "SIKVAV-modified highly superporous PHEMA scaffolds with oriented pores for spinal cord injury repair". Journal of Tissue Engineering and Regenerative Medicine. 9 (11): 1298–1309. doi:10.1002/term.1694. hdl:11104/0254065. PMID 23401421.
  5. ^ Chen X, Zhang M, Wang X, Chen Y, Yan Y, Zhang L, et al. (2017). "Peptide-modified chitosan hydrogels promote skin wound healing by enhancing wound angiogenesis and inhibiting inflammation". American Journal of Translational Research. 9 (5): 2352–2362. PMC 5446517. PMID 28559985.
  6. ^ Chen X, Fu W, Cao X, Jiang H, Che X, Xu X, et al. (2018). "Peptide SIKVAV-modified chitosan hydrogels promote skin wound healing by accelerating angiogenesis and regulating cytokine secretion". American Journal of Translational Research. 10 (12): 4258–4268. PMC 6325526. PMID 30662668.
  7. ^ Chen X, Zhang J, Cao X, Jiang H, Wu Z, Zeng ZD, et al. (November 2024). "SIKVAV promotion proliferation of vascular endothelial cells and related mechanisms". Bio-Medical Materials and Engineering. 35 (6): 499–508. doi:10.3233/BME-240018. PMID 39240620.
  8. ^ Filgueiras LA, de Andrade FD, Iwao Horita S, Shirsat SD, Achal V, Rai M, et al. (October 2025). "Analysis of SIKVAV's receptor affinity, pharmacokinetics, and pharmacological characteristics: a matrikine with potent biological function". Journal of Biomolecular Structure & Dynamics. 43 (17): 9879–9901. doi:10.1080/07391102.2024.2313709. PMID 38345036.
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