Peptide Information

General Information of This Peptide
Peptide ID
PEP00035
Peptide Name
Fmoc-FKKGSHC
Structure
Sequence
FKKGSHC
Peptide Type
Linear
PDC Transmembrane Types Cell targeting peptides (CTPs)
Formula
C35H55N11O9S
Isosmiles
[H]NCCCC[C@H](NC(=O)[C@H](CCCCN[H])NC(=O)[C@H](Cc1ccccc1)N[H])C(=O)NCC(=O)N[C@@H](CO[H])C(=O)N[C@@H](Cc1cn([H])cn1)C(=O)N[C@@H](CS[H])C(=O)O
InChI
InChI=1S/C35H55N11O9S/c36-12-6-4-10-24(44-32(51)25(11-5-7-13-37)43-30(49)23(38)14-21-8-2-1-3-9-21)31(50)40-17-29(48)42-27(18-47)34(53)45-26(15-22-16-39-20-41-22)33(52)46-28(19-56)35(54)55/h1-3,8-9,16,20,23-28,47,56H,4-7,10-15,17-19,36-38H2,(H,39,41)(H,40,50)(H,42,48)(H,43,49)(H,44,51)(H,45,53)(H,46,52)(H,54,55)/t23-,24-,25-,26-,27-,28-/m0/s1
InChIKey
GZRLWJSRJVEKFD-QUQVWLGBSA-N
Pharmaceutical Properties
Molecule Weight
805.96
Polar area
338.87
Complexity
805.3904933
xlogp Value
-3.6729
Heavy Count
56
Rot Bonds
32
Hbond acc
13
Hbond Donor
13
Each Peptide-drug Conjugate Related to This Peptide
Full Information of The Activity Data of The PDC(s) Related to This Peptide
PNS-SS-DOX [Investigative]
 PDC Info 
Revealed Based on the Cell Line Data
Click To Hide/Show 4 Activity Data Related to This Level
Experiment 1 Reporting the Activity Data of This PDC [1]
Indication Breast cancer
Efficacy Data Cell survival rate
12%
Administration Time 24 h
Administration Dosage 20 µg/mL
Evaluation Method CCK-8 assay
MOA of PDC
Therefore, in this study, we present an intelligent drug delivery system based on 2D PNSs, utilizing a thermosensitive chitosan (CS) hydrogel as a sustained release platform to achieve the goal of long-term and effective drug treatment in the body. Under specific conditions, the peptide denoted by the sequence of Fmoc-FKKGSHC undergoes self-assembly, forming 2D PNSs with uniform nanostructure. PNSs are then successfully covalently linked to the thiol-modified DOX via the disulfide bonds, resulting in the synthesis of a 2D PDCs (PNS-SS-DOX). Subsequently, the PNS-SS-DOX PDCs are encapsulated within the injectable CS-based thermosensitive hydrogels. To validate the feasibility of this novel intelligent responsive drug delivery system, we conduct invitro release testing using the CS hydrogels and tested the GSH-responsive release of the PNS-SS-DOX, simulating the tumor cell environment. The results of the study indicate that the hydrogels exhibited pH-responsive release and swelling, providing favorable conditions for the controlled release of the PNS-SS-DOX. Furthermore, the outstanding sustained release effect also facilitated the effective accumulation of the PNS-SS-DOX at the tumor site, reducing inflammation reactions caused by multiple dosages.

   Click to Show/Hide
Description
Subsequently, the cell toxicity of the DOX, DOX-SH, and PNS-SS-DOX was also investigated using the CCK-8 method. As shown in Figure8b, all three materials display significant concentration-dependent cytotoxicity. Additionally, it can be observed that at the same concentration, the cytotoxicity of DOX-SH to MCF-7 cells was nearly identical to that of DOX, indicating that thiolation did not affect the efficacy of DOX. Furthermore, the PNS-SS-DOX group exhibited stronger cytotoxicity to MCF-7 cells. Particularly, at a material concentration of 20ug mL-1, the cell survival rate for the PNS-SS-DOX group was only 12 %, while that of the DOX-SH group was 20 %. We suggest that this effect is possibly due to the modification of PNSs with DOX-SH. On one hand, the hydrophilic peptides effectively improved the solubility of the hydrophobic drug DOX-SH, and on the other hand, the positively charged PNSs enhanced the drug uptake by cancer cells, thus increasing the cancer cell killing efficacy.

   Click to Show/Hide
In Vitro Model Invasive breast carcinoma MCF-7 cell CVCL_0031
Experiment 2 Reporting the Activity Data of This PDC [1]
Indication Breast cancer
Efficacy Data Cell survival rate
32%
Administration Time 24 h
Administration Dosage 15 µg/mL
Evaluation Method CCK-8 assay
MOA of PDC
Therefore, in this study, we present an intelligent drug delivery system based on 2D PNSs, utilizing a thermosensitive chitosan (CS) hydrogel as a sustained release platform to achieve the goal of long-term and effective drug treatment in the body. Under specific conditions, the peptide denoted by the sequence of Fmoc-FKKGSHC undergoes self-assembly, forming 2D PNSs with uniform nanostructure. PNSs are then successfully covalently linked to the thiol-modified DOX via the disulfide bonds, resulting in the synthesis of a 2D PDCs (PNS-SS-DOX). Subsequently, the PNS-SS-DOX PDCs are encapsulated within the injectable CS-based thermosensitive hydrogels. To validate the feasibility of this novel intelligent responsive drug delivery system, we conduct invitro release testing using the CS hydrogels and tested the GSH-responsive release of the PNS-SS-DOX, simulating the tumor cell environment. The results of the study indicate that the hydrogels exhibited pH-responsive release and swelling, providing favorable conditions for the controlled release of the PNS-SS-DOX. Furthermore, the outstanding sustained release effect also facilitated the effective accumulation of the PNS-SS-DOX at the tumor site, reducing inflammation reactions caused by multiple dosages.

   Click to Show/Hide
Description
Subsequently, the cell toxicity of the DOX, DOX-SH, and PNS-SS-DOX was also investigated using the CCK-8 method. As shown in Figure8b, all three materials display significant concentration-dependent cytotoxicity. Additionally, it can be observed that at the same concentration, the cytotoxicity of DOX-SH to MCF-7 cells was nearly identical to that of DOX, indicating that thiolation did not affect the efficacy of DOX. Furthermore, the PNS-SS-DOX group exhibited stronger cytotoxicity to MCF-7 cells. Particularly, at a material concentration of 20ug mL-1, the cell survival rate for the PNS-SS-DOX group was only 12 %, while that of the DOX-SH group was 20 %. We suggest that this effect is possibly due to the modification of PNSs with DOX-SH. On one hand, the hydrophilic peptides effectively improved the solubility of the hydrophobic drug DOX-SH, and on the other hand, the positively charged PNSs enhanced the drug uptake by cancer cells, thus increasing the cancer cell killing efficacy.

   Click to Show/Hide
In Vitro Model Invasive breast carcinoma MCF-7 cell CVCL_0031
Experiment 3 Reporting the Activity Data of This PDC [1]
Indication Breast cancer
Efficacy Data Cell survival rate
55%
Administration Time 24 h
Administration Dosage 10 µg/mL
Evaluation Method CCK-8 assay
MOA of PDC
Therefore, in this study, we present an intelligent drug delivery system based on 2D PNSs, utilizing a thermosensitive chitosan (CS) hydrogel as a sustained release platform to achieve the goal of long-term and effective drug treatment in the body. Under specific conditions, the peptide denoted by the sequence of Fmoc-FKKGSHC undergoes self-assembly, forming 2D PNSs with uniform nanostructure. PNSs are then successfully covalently linked to the thiol-modified DOX via the disulfide bonds, resulting in the synthesis of a 2D PDCs (PNS-SS-DOX). Subsequently, the PNS-SS-DOX PDCs are encapsulated within the injectable CS-based thermosensitive hydrogels. To validate the feasibility of this novel intelligent responsive drug delivery system, we conduct invitro release testing using the CS hydrogels and tested the GSH-responsive release of the PNS-SS-DOX, simulating the tumor cell environment. The results of the study indicate that the hydrogels exhibited pH-responsive release and swelling, providing favorable conditions for the controlled release of the PNS-SS-DOX. Furthermore, the outstanding sustained release effect also facilitated the effective accumulation of the PNS-SS-DOX at the tumor site, reducing inflammation reactions caused by multiple dosages.

   Click to Show/Hide
Description
Subsequently, the cell toxicity of the DOX, DOX-SH, and PNS-SS-DOX was also investigated using the CCK-8 method. As shown in Figure8b, all three materials display significant concentration-dependent cytotoxicity. Additionally, it can be observed that at the same concentration, the cytotoxicity of DOX-SH to MCF-7 cells was nearly identical to that of DOX, indicating that thiolation did not affect the efficacy of DOX. Furthermore, the PNS-SS-DOX group exhibited stronger cytotoxicity to MCF-7 cells. Particularly, at a material concentration of 20ug mL-1, the cell survival rate for the PNS-SS-DOX group was only 12 %, while that of the DOX-SH group was 20 %. We suggest that this effect is possibly due to the modification of PNSs with DOX-SH. On one hand, the hydrophilic peptides effectively improved the solubility of the hydrophobic drug DOX-SH, and on the other hand, the positively charged PNSs enhanced the drug uptake by cancer cells, thus increasing the cancer cell killing efficacy.

   Click to Show/Hide
In Vitro Model Invasive breast carcinoma MCF-7 cell CVCL_0031
Experiment 4 Reporting the Activity Data of This PDC [1]
Indication Breast cancer
Efficacy Data Cell survival rate
75%
Administration Time 24 h
Administration Dosage 5 µg/mL
Evaluation Method CCK-8 assay
MOA of PDC
Therefore, in this study, we present an intelligent drug delivery system based on 2D PNSs, utilizing a thermosensitive chitosan (CS) hydrogel as a sustained release platform to achieve the goal of long-term and effective drug treatment in the body. Under specific conditions, the peptide denoted by the sequence of Fmoc-FKKGSHC undergoes self-assembly, forming 2D PNSs with uniform nanostructure. PNSs are then successfully covalently linked to the thiol-modified DOX via the disulfide bonds, resulting in the synthesis of a 2D PDCs (PNS-SS-DOX). Subsequently, the PNS-SS-DOX PDCs are encapsulated within the injectable CS-based thermosensitive hydrogels. To validate the feasibility of this novel intelligent responsive drug delivery system, we conduct invitro release testing using the CS hydrogels and tested the GSH-responsive release of the PNS-SS-DOX, simulating the tumor cell environment. The results of the study indicate that the hydrogels exhibited pH-responsive release and swelling, providing favorable conditions for the controlled release of the PNS-SS-DOX. Furthermore, the outstanding sustained release effect also facilitated the effective accumulation of the PNS-SS-DOX at the tumor site, reducing inflammation reactions caused by multiple dosages.

   Click to Show/Hide
Description
Subsequently, the cell toxicity of the DOX, DOX-SH, and PNS-SS-DOX was also investigated using the CCK-8 method. As shown in Figure8b, all three materials display significant concentration-dependent cytotoxicity. Additionally, it can be observed that at the same concentration, the cytotoxicity of DOX-SH to MCF-7 cells was nearly identical to that of DOX, indicating that thiolation did not affect the efficacy of DOX. Furthermore, the PNS-SS-DOX group exhibited stronger cytotoxicity to MCF-7 cells. Particularly, at a material concentration of 20ug mL-1, the cell survival rate for the PNS-SS-DOX group was only 12 %, while that of the DOX-SH group was 20 %. We suggest that this effect is possibly due to the modification of PNSs with DOX-SH. On one hand, the hydrophilic peptides effectively improved the solubility of the hydrophobic drug DOX-SH, and on the other hand, the positively charged PNSs enhanced the drug uptake by cancer cells, thus increasing the cancer cell killing efficacy.

   Click to Show/Hide
In Vitro Model Invasive breast carcinoma MCF-7 cell CVCL_0031
References
Ref 1 Injectable Chitosan Hydrogels Doped with 2D Peptide Nanosheet-Drug Conjugates for Glutathione-Responsive Sustained Drug Delivery. Chemistry. 2024 May 17;30(28):e202400021. doi: 10.1002/chem.202400021. Epub 2024 Apr 10.