tyrothricin

Tyrothricin is an antibiotic mixture which was isolated from Brevibacillus brevis by Rene Dubos in the late 1930s. It was later shown by Dubos and Rollin Hotchkiss to be a mixture of two different antibiotics: gramicidin and tyrocidine.

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Within Vinony's link graph, tyrothricin is referenced by 272 other articles, and connects out to chemotherapy, antibiotic and digital object identifier.

Vinony files it under Chemical pages without DrugBank identifier, Drugboxes which contain changes to watched fields and Drugs with no legal status.

Its subject is documented across 15 Wikipedia language editions.

Chemical data

Formula: C65H85N11O13
Molecular weight: 1228.4 g/mol
IUPAC name: 3-[(3R,6S,9S,12S,15S,17S,20S,22R,25S,28S)-20-(2-amino-2-oxoethyl)-9-(3-aminopropyl)-3,22,25-tribenzyl-15-[(4-hydroxyphenyl)methyl]-6-(2-methylpropyl)-2,5,8,11,14,18,21,24,27-nonaoxo-12-propan-2-yl-1,4,7,10,13,16,19,23,26-nonazabicyclo[26.3.0]hentriacontan-17-yl]propanoic acid
SMILES: CC(C)C[C@H]1C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@@H](C(=O)[C@@H](NC(=O)[C@@H](N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CCCN)C(C)C)CC3=CC=C(C=C3)O)CCC(=O)O)CC(=O)N)CC4=CC=CC=C4)CC5=CC=CC=C5)CC6=CC=CC=C6
InChIKey: NLJVXZFCYKWXLH-DXTIXLATSA-N
XLogP: 1.9
Polar surface area: 380 Å²
H-bond donors: 12
H-bond acceptors: 15
Formal charge: 0

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Research

3,598 papers

Tyrothricin--An underrated agent for the treatment of bacterial skin infections and superficial wounds?Die Pharmazie · 2016
Bacitracin and tyrothricin.The Medical clinics of North America · 1970
[Tyrothricin].Ugeskrift for laeger · 1949
Following tyrothricin peptide production by Brevibacillus parabrevis with electrospray mass spectrometry.Biochimie · 2020
Tyrothricin as an antibiotic.Archives of surgery (Chicago, Ill. : 1920) · 1948

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Wikidata facts

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subject has role: antibiotic

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Encyclopedic overview

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Contents

References

Both gramicidin and tyrocidine are short polypeptides which disrupt the cell membranes of some, primarily Gram-positive, bacteria. Tyrothricin and its component antibiotics are too toxic to be taken internally but are sometimes used as topical antibiotics.

Excerpted from Wikipedia’s “tyrothricin” article, available under the CC BY-SA 4.0 licence.