Peptide

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Polybia-Mp1S-Q12K

Basic information

Structure

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similarity structure
Molecular Formula

C79H135N19O19
Molecular Weight 1493.93337085599 g/mol
SMILES

RUN SEA Predictions

 CC[C@H](C)[C@@H]1NC(=O)[C@H](CC(C)C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CC(=O)O)NC1=O  

CyclicPepedia|Seq2Struc
InChIKey
GQEGNETYYAKZIV-VNGSNOJNNA-N
2D Structure
CyclicPepedia|Seq2Struc

>>Structure Information

Alpha helix •DRAMP3|DRAMP20940

>>Structure Description

The peptide adopts a conformational structure with 81.8% alpha helix in the aqueous solution. •DRAMP3|DRAMP20940

Sequence

Graph alignment
Local alignment
One-letter code

IDWKKLLDKKIL

DRAMP3|DRAMP20940
IUPAC Condensed
ILE-ASP-TRP-LYS-LYS-LEU-LEU-ASP-LYS-LYS-ILE-LEU  

CyclicPepedia|PP
Amino acid chain
ILE--ASP--TRP--LYS--LYS--LEU--LEU--ASP--LYS--LYS--ILE--LEU  

CyclicPepedia|PP
Graph representation
ILE,ASP,TRP,LYS,LYS,LEU,LEU,ASP,LYS,LYS,ILE,LEU  

CyclicPepedia|PP

Chemical and Physical Properties

CyclicPepedia|PP

Structure Properties

Property Name Property Value
Exact Mass 1493.93337085599
Number of Rings 3.0
Complexity 0.358490566037735
XlogP3 AA 0.237499999999985
Heavy Atom Count 106.0
Hydrogen Bond Donor Count 19.0
Hydrogen Bond Acceptor Count 18.0
Rotatable Bond Count 32.0
Property Name Property Value
Formal Charge 0.0
Refractivity 398.573300000001
Rule_of_Five 0.0
Number of Atoms 106.0
Topological Polar Surface Area 543.669999999999
Refractivity 398.573300000001
Veber Rule 0.0
Ghose Filter 0.0
Property Name Property Value
RDKit Fingerprint
11000111111100100111010011110000011000100111000000011011001001101110001101101100111111000000100011110101110101001010011001110111010001011001111000011111000010010100001000011101100111001111000100110100101001001000000010000000010000000101010100001110011101101111000110001110000110101111010000000010000001010111100011010001110100000011111110011110001100010000111101001001001001000000100000101010010101000110100110001111000010010101001000110111111010100000011000010010111000011000000000001110001001000111100100101100011100001110111110001101000010000101100001010110101000101100010111000100000110111100100110010001001010011010100000111001110100101100100110100111011011000110111110111111010111001001011100010010100101100000000100010010101101101110101010001010001110100010101110010000000111011001011010001011001100011010100100101001111010110000001011101101100001110101011100100011000110000101001000010011000101000110111101110110011110010110110001011100101000011000111000010000011001010100001011110001110101000100010000111001111111110111110110001110110001001011010001001000101001100011110001000001110110001101001001100010000001101000000011101101010000010100101001011000001010110000100111001001010011011110100010000001110000001101010110100010011111010111011010011001100101000110101110001010100000011101110100001001011110111101100111000101100001001001111111000001010110010111110010110001111101011111001000000011000001011100000011100101100011001000010001111100100001001011001110101100111100110001110000111011001010000000100100100011101001110101011000010100111111110100010100100000100100000101001011010100100010000011100111001011011010100000010110110000000000010010010010011011000011000110001011100100000000110000111110000100100101000101000111001000100000100011011001011100011010010110100010000000100001111010000000100001111111101100100101111000111110100111111010000001100001010000011111101010010000001101101000011100101101000001011001010111001110001111110110000011011001011101011000001001100001100110000101110100110110000000000001101100010000100000111001000011
Morgan Fingerprint
0100000000100000000000000000000001000000001000000000000000100000100000000000000010000000001000000000000000000100000100010000000000100000000000000001000000000000100000000000000100000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000100000000001000000100000000000010000001000100100001110000000000000000000110000000100000000000000000000000010000000000000000000000000000000000000000000001000000000000000000000010000000000000001000000010000000001100000000010000000000000001100000000000000000000000000001000000000000000000000000000000000100000000000000000000000000000000000000000000000000000000000000000010000000000000010001000000000000000000000000100000000000000000010000000010001000000000000000000000000000000001000000000000000000000000000000000000000000000011000000001000000100000000100000000000000001001001000000000000000000000000000000010000010000000000000000000100000000000000000000000000000000000000000000000000000000000000000001000000000000000010000010100000000000010000
MACCS Keys
00000000000000000000000000000000000000000000000000000110000000000100000000100001001110000011100111001100110000110011011011010101010110001111111100110111011111111111110

Sequence Properties

Property Name Property Value
Boman Index 1.05916666666666
Instability 3.99166666666666
Charge 1.99769713229474
Aliphatic Index 162.5

Manufacturers

Manufacturers Name Value
CreativePeptides
Bayer healthcare pharmaceuticals
Upsher smith laboratories
Merck
Manufacturers Name Value
Apotex
Baxter Healthcare Corp
Pharmasources
Novartis
AstraZeneca

Forecasting tools

Information Source

Reference

Pubmed_ID Title DOI Journal

27487329

 Structural and functional characterization of chimeric cyclotides from the Möbius and trypsin inhibitor subfamilies 10.1002/bip.22927.

Biopolymers

Structural and functional characterization of chimeric cyclotides from the Möbius and trypsin inhibitor subfamilies

Abstract

  • Cyclotides are plant-derived host defense peptides displaying exceptional stability due to their cyclic cystine knot comprising three intertwined disulfide bonds and a cyclic backbone. Their six conserved cysteine residues are separated by backbone loops with diverse sequences. Prototypical cyclotides from the Möbius (kalata B1) and trypsin inhibitor (MCoTI-II) subfamilies lack sequence homology with one another, but both are able to penetrate cells, apparently via different mechanisms. To delineate the influence of the sequences of the loops on the structure and cell internalization of these two cyclotide subfamilies, a series of Möbius/trypsin inhibitor loop-chimeras of kalata B1 and MCoTI-II were synthesized, and structurally and functionally characterized. NMR analysis showed that the structural fold of the majority of chimeric peptides was minimally affected by the loop substitutions. Substituting loops 3, 5, or 6 of MCoTI-II into the corresponding loops of kalata B1 attenuated its hemolytic and cytotoxic activities, and greatly reduced its cell-penetrating properties. On the other hand, replacing loops of MCoTI-II with the corresponding loops of kalata B1 did not introduce cytotoxicity into the chimeras. Loops 2, 3, and 4 of MCoTI-II were found to contribute little to cell-penetrating properties. Overall, this study provides valuable insights into the structural basis for the hemolytic, cytotoxic, and cell-penetrating properties of kalata B1 and MCoTI-II, which could be useful for future engineering of cyclotides to carry bioactive epitopes to intracellular targets.