bactoprenol
Sign in to saveBactoprenol also known as dolichol-11 and (isomerically vaguely) C55-isoprenyl alcohol (C55-OH) is a lipid first identified in certain species of lactobacilli. It is a hydrophobic alcohol that plays a key role in the growth of cell walls (peptidoglycan) in Gram-positive bacteria.
Wikidata facts
- Mass
- 768.714818
Show 4 more facts
- Commons category
- Bactoprenol
- canonical SMILES
- CC(CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)CCO
- chemical formula
- C₅₅H₉₂O
- isomeric SMILES
- CC(CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)CCO
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Article
5 sectionsContents
- Occurrence
- Function
- Antibiotic significance
- See also
- References
Bactoprenol also known as dolichol-11 and (isomerically vaguely) C55-isoprenyl alcohol (C55-OH) is a lipid first identified in certain species of lactobacilli. It is a hydrophobic alcohol that plays a key role in the growth of cell walls (peptidoglycan) in Gram-positive bacteria.
The double bonds all have the Z configuration except for the three ω-terminal ones, which are biosynthetically derived from (E,E)-farnesyl diphosphate.
Connections
alcohols
Entity
antibiotic
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lipid
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digital object identifier
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chemical formula
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plasma membrane
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cell wall
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molar mass
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Q180686
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CAS Registry Number
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Q229883
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PubChem
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gram-positive bacteria
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peptidoglycan
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simplified molecular input line entry specification
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biosynthesis
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hydrophobe
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Lactobacillus
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chemical nomenclature
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Q2311683
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