Sequence 3 letters:

naphthylacetic acid-Gly-Phe-Phe-Lys-Glu-His

Sequence:

Nap-GFFKEH

Cas No. :

Molecular Formula:

C₄₉H₅₇N₉O₁₀

Molecular Weight:

932.03

Description

Nap-1 is a noval class of histidine-containing hexapeptide derivatives used for in situ hydrogelation at the zinc ion-rich prostate tissue. Nap-1 displayed excellent self-assembly capability with a high sensitivity to zinc ions at about 0.1 equivalency. The molecular was rationally designed: (1) a dipeptide of phenylalanine (FF) which was utilized to promote molecular self-assembly and gelation; (2) a capping group of naphthalene to tune the hydrophobicity of Nap-1; (3) a terminus with glutamate (E) and histidine (H) to tune the hydrophilicity and to chelate zinc ions to form coordination bonds. Nap-1 was soluble in PBS and would form hydrogels at physiological pH (~pH 7.2) in the presence of zinc ions. The addition of 0.34 equiv. of EDTA destroyed the as-formed hydrogels of Nap-1 in 30 seconds, proving that metal chelations between zinc ions and peptides were vital for the self-assembly process.

Reference

• He S, Mei L, Wu C, et al. In situ hydrogelation of bicalutamide-peptide conjugates at prostate tissue for smart drug release based on pH and enzymatic activity. Nanoscale. 2019