Hydroxylysine
Chemical compound / From Wikipedia, the free encyclopedia
Hydroxylysine (Hyl) is an amino acid with the molecular formula C6H14N2O3. It was first discovered in 1921 by Donald Van Slyke as the 5-hydroxylysine form.[1] It arises from a post-translational hydroxy modification of lysine. It is most widely known as a component of collagen.[2]
Quick Facts Names, Identifiers ...
Names | |
---|---|
IUPAC name
(5R)-5-Hydroxy-L-lysine | |
Systematic IUPAC name
(2S,5R)-2,6-Diamino-5-hydroxyhexanoic acid | |
Other names
| |
Identifiers | |
3D model (JSmol) |
|
ChemSpider |
|
ECHA InfoCard | 100.013.388 |
KEGG |
|
MeSH | Hydroxylysine |
PubChem CID |
|
UNII | |
CompTox Dashboard (EPA) |
|
| |
| |
Properties | |
C6H14N2O3 | |
Molar mass | 162.189 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Close
It is biosynthesized from lysine via oxidation by lysyl hydroxylase enzymes. The most common form is the (5R) stereoisomer found in collagen. However, the enzyme JMJD6 has recently been shown to be a lysyl hydroxylase which modifies an RNA splicing factor producing the (5S) stereoisomer. Additionally, in E. coli, there has been at least one lysine N-hydroxylase enzyme identified, named IucD.[3]