Structure via PubChem · Public domain (PubChem)
hydroxyproline
Sign in to saveAlso known as 4-hydroxyproline, Hypro, L-4-Hydroxyproline, Hyp, trans-Hydroxyproline, trans-L-Hydroxyproline, delta-hydroxyproline, Hydroxy-L-proline
'(2S,4R)-4-Hydroxyproline, or L-hydroxyproline (C5H9O3N), is an amino acid, abbreviated as Hyp or O', e.g., in Protein Data Bank.
Chemical data
- Formula
- C5H9NO3
- Molecular weight
- 131.13 g/mol
- IUPAC name
- (2S,4R)-4-hydroxypyrrolidin-1-ium-2-carboxylate
- SMILES
- C1[C@H](C[NH2+][C@@H]1C(=O)[O-])O
- InChIKey
- PMMYEEVYMWASQN-DMTCNVIQSA-N
- XLogP
- -2.7
- Polar surface area
- 77 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 131.058
Show 3 more facts
- chemical formula
- C₅H₉NO₃
- canonical SMILES
- C1C(CNC1C(=O)O)O
- isomeric SMILES
- C1[C@H](CN[C@@H]1C(=O)O)O
Sources (2)
via Wikidata · CC0
~6 min read
Article
15 sectionsContents
- Structure and discovery
- Production and function
- Animals
- Collagen
- Non-collagen
- Plants
- Protists
- Catabolism
- Clinical significance
- Other hydroxyprolines
- Isomers
- Further modifications
- See also
- References
- External links
'(2S,4R)-4-Hydroxyproline, or L-hydroxyproline (C5H9O3N), is an amino acid, abbreviated as Hyp or O', e.g., in Protein Data Bank.
==Structure and discovery== In 1902, Hermann Emil Fischer isolated hydroxyproline from hydrolyzed gelatin. In 1905, Hermann Leuchs synthesized a racemic mixture of 4-hydroxyproline.
Gallery (3)
Connections
amino acid
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cell wall
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post-translational protein modification
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procollagen-proline 4-dioxygenase complex
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health
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medicine
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hydrogen
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oxygen
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carbon
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nitrogen
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protein
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International Standard Book Number
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carbohydrate
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antibiotic
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mitochondrion
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digital object identifier
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vitamin C
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chemical formula
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Emil Fischer
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scurvy
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