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词条 Hydroxylysine
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{{chembox
| Verifiedfields = changed
| verifiedrevid = 443864195
| ImageFile=Hydroxylysine.png
| ImageSize=200px
| IUPACName=(2S,5R)-2,6-Diamino-5-hydroxyhexanoic acid
| OtherNames={{bulletedlist|5-Hydroxy-L-lysine|α,ɛ-Diamino-δ-hydroxycaproic acid}}
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 2297721
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI =1S/C6H14N2O3/c7-3-4(9)1-2-5(8)6(10)11/h4-5,9H,1-3,7-8H2,(H,10,11)/t4-,5+/m1/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = YSMODUONRAFBET-UHNVWZDZSA-N
| CASNo_Ref = {{cascite|changed|CAS}}
| CASNo = 1190-94-9
| PubChem=3032849
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 2GQB349IUB
| KEGG_Ref = {{keggcite|changed|kegg}}
| KEGG = C16741
| SMILES = C(C[C@@H](C(=O)O)N)[C@H](CN)O
| MeSHName=Hydroxylysine
|Section2={{Chembox Properties
| C=6|H=14|N=2|O=3
| Appearance=
| Density=
| MeltingPt=
| BoilingPt=
| Solubility=
|Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
| AutoignitionPt =
}}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]

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]

References

1. ^{{Cite journal | last1 = Van Slyke | first1 = DD. | last2 = Hiller | first2 = A. | title = An Unidentified Base among the Hydrolytic Products of Gelatin. | journal = Proc Natl Acad Sci U S A | volume = 7 | issue = 7 | pages = 185–6 |date=Jul 1921 | doi = 10.1073/pnas.7.7.185| pmid = 16586836 | pmc=1084845}}
2. ^Hydroxylysine at University of Oulu
3. ^{{Cite journal | last1 = de Lorenzo | first1 = V.| title = Aerobactin biosynthesis and transport genes of plasmid ColV-K30 in Escherichia coli K-12. | journal = J. Bacteriol. | volume = 165 | issue = 2 | pages = 570–8 |date=Feb 1986 | pmid = 2935523 | pmc=214457|display-authors=etal}}

External links

  • {{MeshName|Hydroxylysine}}

1 : Amino acids

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