hydroxyproline
Also 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
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.