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MYP_150167
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Basic Information
A4K14-citropin1.1-Sp5
Anticancer
Anticancer ▸ Cytotoxic anticancer activity ▸ Cytotoxic
Antimicrobial
Antimicrobial ▸ Antibacterial
Toxicity / Safety ▸ Cytotoxicity ▸ Cytotoxic
Venom / Toxin ▸ General toxin ▸ Cytotoxic
Standard
16 amino acids
C79H139N19O18
Standard
Sequence
GLFAVIKKVASVIKGL
Physicochemical Analysis
1643.07 Da
10.30
2.76
2.55
0.1723
1.39
0.64
0.43
-11.85
164.38
0.0625
0.00
0.00
The radar chart summarizes major physicochemical dimensions for quick comparison, while exact numerical values remain listed on the left.
Residue Composition
Amino Acid Composition
Chemical Descriptors
598.11
-2.25
21.0
21.0
57.0
116.0
1.0
15.0
Structural Visualization
3D PDB MODEL
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2D CHEMICAL STRUCTURE
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Experimental Records
RECORD: Rec_0120959 VERIFIED: YES
Provenance & Taxonomy
synthetic construct [Synthetic]
Citropin
32630
Structure & Mods
hydrocarbon-stapled side-chain cyclic peptide [Cyclic]
noncanonical stereochemical modification [Modified]
Acetylation
Amidation
The Ⓧ (position: 5 and 9) in sequence indicate (S)-2-(4-pentenyl)alanine. Ⓧ (5) and Ⓧ (9) are cross-linked by ring-closing metathesis through an oct-4-enyl hydrocarbon staple
Bio-Activity Profile
Anticancer
A549
12.55 μM
IC50
PaperNan Wang, Gang Xie, Chao Liu, Wei Cong, Shipeng He, Yinghua Li, Li Fan, Hong-Gang Hu. Design, Synthesis, and Antitumor Activities Study of Stapled A4K14-Citropin 1.1 Peptides. Front Chem. 2020 Dec 10;8:616147. doi: 10.3389/fchem.2020.616147. eCollection 2020. PMID33363118 Evidence URLhttps://pubmed.ncbi.nlm.nih.gov/33363118/
RECORD: Rec_0121585 VERIFIED: YES
Provenance & Taxonomy
not reported [other]
Amphibian skin secretions
Structure & Mods
linear peptide [Linear]
canonical L-amino-acid peptide [L]
None
Amidation
Bio-Activity Profile
Anticancer Cytotoxic
Brain tumor cell line
5
IC50
PapernNOS inhibition, antimicrobial and anticancer activity of the amphibian skin peptide, citropin 1.1 and synthetic modifications. The solution structure of a modified citropin 1.1 PMID12631273;9266696 Evidence URLhttps://pubmed.ncbi.nlm.nih.gov/12631273/
RECORD: Rec_0122784 VERIFIED: YES
Provenance & Taxonomy
synthetic construct [Synthetic]
Aurein
32630
Structure & Mods
synthetic linear peptide [Linear]
canonical L-amino-acid peptide [L]
Bio-Activity Profile
Antimicrobial Antibacterial
Staphylococcus aureus
12 μg/mL
MIC
PMID12631273;30240951 Evidence URLhttps://pubmed.ncbi.nlm.nih.gov/12631273/
RECORD: Rec_0138969 VERIFIED: YES
Provenance & Taxonomy
synthetic construct [Synthetic]
Aurein
32630
Structure & Mods
synthetic linear peptide [Linear]
canonical L-amino-acid peptide [L]
Bio-Activity Profile
Antimicrobial Antibacterial
Listeria innocua
12 μg/mL
MIC
PMID12631273;30240951 Evidence URLhttps://pubmed.ncbi.nlm.nih.gov/12631273/
RECORD: Rec_0142488 VERIFIED: YES
Provenance & Taxonomy
synthetic construct [Synthetic]
Citropin
32630
Structure & Mods
hydrocarbon-stapled side-chain cyclic peptide [Cyclic]
noncanonical stereochemical modification [Modified]
Acetylation
Amidation
The Ⓧ (position: 2 and 6) in sequence indicate (S)-2-(4-pentenyl)alanine. Ⓧ (2) and Ⓧ (6) are cross-linked by ring-closing metathesis through an oct-4-enyl hydrocarbon staple
Bio-Activity Profile
Anticancer
A549
12.48 μM
IC50
α-chymotrypsin-mediated degradation: >10 h
PaperNan Wang, Gang Xie, Chao Liu, Wei Cong, Shipeng He, Yinghua Li, Li Fan, Hong-Gang Hu. Design, Synthesis, and Antitumor Activities Study of Stapled A4K14-Citropin 1.1 Peptides. Front Chem. 2020 Dec 10;8:616147. doi: 10.3389/fchem.2020.616147. eCollection 2020. PMID33363118 Evidence URLhttps://pubmed.ncbi.nlm.nih.gov/33363118/
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