Peptide Database

Peptide NameEsc(i+4)1,14(A7K)

Function Ontology

Antimicrobial

Antimicrobial ▸ Antibacterial

Toxicity / Safety ▸ Blood cell toxicity ▸ Hemolysis ▸ Hemolytic

Standard StatusStandard

Sequence Length21 amino acids

Chemical FormulaC105H188N28O25

DescriptionStandard

        GIFSKLKGKKIKNLLISGLKG
    

Molecular Weight2242.79 Da

Isoelectric Point (pI)10.70

Net Charge (pH 7.0)5.75

Net Charge (pH 7.4) 5.54

Charge Density (pH 7.0) 0.2740

GRAVY Index0.07

Hydrophobic Moment 0.50

Boman Index0.06

Instability Index-26.86

Aliphatic Index 130.00

Aromaticity 0.0476

Extinction Coeff. Reduced 0.00

Extinction Coeff. Oxidized 0.00

The radar chart summarizes major physicochemical dimensions for quick comparison, while exact numerical values remain listed on the left.

Amino Acid Composition

TPSA 884.99

LogP -6.18

H-bond Donors 31.0

H-bond Acceptors 31.0

Rotatable Bonds 85.0

Heavy Atoms 158.0

Ring Count 1.0

Amide Bonds 21.0

3D PDB MODEL

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2D CHEMICAL STRUCTURE

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RECORD: Rec_0007560 VERIFIED: YES

Provenance & Taxonomy

Organismsynthetic construct [Synthetic]

Tax ID32630

Structure & Mods

Confighydrocarbon-stapled side-chain cyclic peptide [Cyclic]

Chiralitycanonical L-amino-acid peptide [L]

N-TermNone

C-TermAmidation

Other ModsThe Ⓧ (position: 2, 6, 15 and 19) in sequence indicates S5 stapling amino acid. Note: S5 is (S)-pentenyl alanine. Ⓧ (2) and Ⓧ (6), Ⓧ (15) and Ⓧ (19) are cross-linked by hydrocarbon stapling respectively

Bio-Activity Profile

Function

Antimicrobial Antibacterial

TargetStaphylococcus aureus ATCC 25923

Activity50 μg/mL

MethodMIC

PaperRida Mourtada, Henry D Herce, Daniel J Yin, Jamie A Moroco, Thomas E Wales, John R Engen, Loren D Walensky. Design of stapled antimicrobial peptides that are stable, nontoxic and kill antibiotic-resistant bacteria in mice. Nat Biotechnol. 2019 Oct;37(10):1186-1197. Epub 2019 Aug 19. PMID31427820 Evidence URLhttps://pubmed.ncbi.nlm.nih.gov/31427820/

RECORD: Rec_0080828 VERIFIED: YES

Provenance & Taxonomy

Organismsynthetic construct [Synthetic]

Tax ID32630

Structure & Mods

Confighydrocarbon-stapled side-chain cyclic peptide [Cyclic]

Chiralitycanonical L-amino-acid peptide [L]

N-TermNone

C-TermAmidation

Other ModsThe Ⓧ (position: 2, 6, 15 and 19) in sequence indicates S5 stapling amino acid. Note: S5 is (S)-pentenyl alanine. Ⓧ (2) and Ⓧ (6), Ⓧ (15) and Ⓧ (19) are cross-linked by hydrocarbon stapling respectively

Bio-Activity Profile

Function

Antimicrobial Antibacterial

TargetPseudomonas aeruginosa ATCC 27853

Activity1.56 μg/mL

MethodMIC

PaperRida Mourtada, Henry D Herce, Daniel J Yin, Jamie A Moroco, Thomas E Wales, John R Engen, Loren D Walensky. Design of stapled antimicrobial peptides that are stable, nontoxic and kill antibiotic-resistant bacteria in mice. Nat Biotechnol. 2019 Oct;37(10):1186-1197. Epub 2019 Aug 19. PMID31427820 Evidence URLhttps://pubmed.ncbi.nlm.nih.gov/31427820/

RECORD: Rec_0211374 VERIFIED: YES

Provenance & Taxonomy

Organismsynthetic construct [Synthetic]

Tax ID32630

Structure & Mods

Confighydrocarbon-stapled side-chain cyclic peptide [Cyclic]

Chiralitycanonical L-amino-acid peptide [L]

N-TermNone

C-TermAmidation

Other ModsThe Ⓧ (position: 2, 6, 15 and 19) in sequence indicates S5 stapling amino acid. Note: S5 is (S)-pentenyl alanine. Ⓧ (2) and Ⓧ (6), Ⓧ (15) and Ⓧ (19) are cross-linked by hydrocarbon stapling respectively

Bio-Activity Profile

Function

Antimicrobial Antibacterial

TargetEscherichia coli ATCC 25922

Activity1.56 μg/mL

MethodMIC

PaperRida Mourtada, Henry D Herce, Daniel J Yin, Jamie A Moroco, Thomas E Wales, John R Engen, Loren D Walensky. Design of stapled antimicrobial peptides that are stable, nontoxic and kill antibiotic-resistant bacteria in mice. Nat Biotechnol. 2019 Oct;37(10):1186-1197. Epub 2019 Aug 19. PMID31427820 Evidence URLhttps://pubmed.ncbi.nlm.nih.gov/31427820/

RECORD: Rec_0389910 VERIFIED: YES

Provenance & Taxonomy

Organismsynthetic construct [Synthetic]

Tax ID32630

Structure & Mods

Confighydrocarbon-stapled side-chain cyclic peptide [Cyclic]

Chiralitycanonical L-amino-acid peptide [L]

N-TermNone

C-TermAmidation

Other ModsThe Ⓧ (position: 2, 6, 15 and 19) in sequence indicates S5 stapling amino acid. Note: S5 is (S)-pentenyl alanine. Ⓧ (2) and Ⓧ (6), Ⓧ (15) and Ⓧ (19) are cross-linked by hydrocarbon stapling respectively

Bio-Activity Profile

Function

Hemolytic

Targethuman red blood cells

Activity25 μg/mL

MethodHemolysis

PaperRida Mourtada, Henry D Herce, Daniel J Yin, Jamie A Moroco, Thomas E Wales, John R Engen, Loren D Walensky. Design of stapled antimicrobial peptides that are stable, nontoxic and kill antibiotic-resistant bacteria in mice. Nat Biotechnol. 2019 Oct;37(10):1186-1197. Epub 2019 Aug 19. PMID31427820 Evidence URLhttps://pubmed.ncbi.nlm.nih.gov/31427820/

RECORD: Rec_0415070 VERIFIED: YES

Provenance & Taxonomy

Organismsynthetic construct [Synthetic]

Tax ID32630

Structure & Mods

Confighydrocarbon-stapled side-chain cyclic peptide [Cyclic]

Chiralitycanonical L-amino-acid peptide [L]

N-TermNone

C-TermAmidation

Other ModsThe Ⓧ (position: 2, 6, 15 and 19) in sequence indicates S5 stapling amino acid. Note: S5 is (S)-pentenyl alanine. Ⓧ (2) and Ⓧ (6), Ⓧ (15) and Ⓧ (19) are cross-linked by hydrocarbon stapling respectively

Bio-Activity Profile

Function

Antimicrobial Antibacterial

TargetBacillus cereus ATCC 14579

Activity12.5 μg/mL

MethodMIC

PaperRida Mourtada, Henry D Herce, Daniel J Yin, Jamie A Moroco, Thomas E Wales, John R Engen, Loren D Walensky. Design of stapled antimicrobial peptides that are stable, nontoxic and kill antibiotic-resistant bacteria in mice. Nat Biotechnol. 2019 Oct;37(10):1186-1197. Epub 2019 Aug 19. PMID31427820 Evidence URLhttps://pubmed.ncbi.nlm.nih.gov/31427820/