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Table 1 HB-19 and related Nucant pseudopeptides.

From: Targeting surface nucleolin with multivalent HB-19 and related Nucant pseudopeptides results in distinct inhibitory mechanisms depending on the malignant tumor cell type

HB-19

Presents pentavalently the pseudo-tripeptide Lysψ(CH2N)-Pro-Arg coupled to the template: H2NLys-Lys-Lys-Gly-Pro-Lys-Glu-Lys-AhxCONH2.

Nucant 7: N7

Presents hexavalently the pseudo-tripeptide Lysψ(CH2N)-Pro-Arg coupled to a similar template as in HB-19: Ac-Lys-Ala-Lys-Pro-Gly-Lys-Ala-Lys-Pro-Gly-Lys-Ala-Lys-Pro-Gly-CONH2.

Nucant 3: N3

Presents pentavalently the pseudo-tripeptide Lysψ(CH2N)-Pro-Arg coupled to the polypeptide template containing Aib (2-aminoisobutyric acid): Ac-Lys-Aib-Gly-Lys-Aib-Gly-Lys-Aib-Gly-Lys-Aib-Gly-Lys-Aib-Gly-CONH2.

Nucant 6: N6

Presents hexavalently the pseudo-tripeptide Lysψ(CH2N)-Pro-Arg (a mixture in L and D configuration) coupled to the polypeptide template containing Aib: Ac-Lys-Aib-Gly-Lys-Aib-Gly-Lys-Aib-Gly-Lys-Aib-Gly-Lys-Aib-Gly-Lys-Aib-Gly-CONH2.

Nucant 6L: N6L

Presents hexavalently the pseudo-tripeptide Lysψ(CH2N)-Pro-Arg (all bonds in L position) coupled to a polypeptide template as in N6.

  1. HB-19 and related Nucant pseudopeptides present pentavalently or hexavalently the pseudo-tripeptide Lysψ(CH2N)-Pro-Arg; ψ(CH2N) stands for a reduced peptide [9, 16, 43, 44]. N6L has a similar template as N6 but the Lysψ-Pro units of the pseudo-tripeptide Lysψ(CH2N)-Pro-Arg moieties are all in L configuration, while in N6 the Lysψ-Pro units are a mixture in L and D configuration [44, 49]. The nucleolin blocking affinity of constructs that present hexavalently the pseudo-tripeptide Lysψ(CH2N)-Pro-Arg (N6, N6L and N7) is 2-3 fold higher compared to the constructs that present pentavalently the same pseudo-tripeptide (HB-19 and N3).
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BMC Cancer

ISSN: 1471-2407

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