Global Information Lookup Global Information

Hydroxylysine information


Hydroxylysine
Names
IUPAC name
(5R)-5-Hydroxy-L-lysine
Systematic IUPAC name
(2S,5R)-2,6-Diamino-5-hydroxyhexanoic acid
Other names
  • 5-Hydroxy-L-lysine
  • α,ɛ-Diamino-δ-hydroxycaproic acid
Identifiers
CAS Number
  • 1190-94-9 ☒N
3D model (JSmol)
  • Interactive image
ChemSpider
  • 2297721 checkY
ECHA InfoCard 100.013.388 Edit this at Wikidata
KEGG
  • C16741 ☒N
MeSH Hydroxylysine
PubChem CID
  • 3032849
UNII
  • 2GQB349IUB checkY
CompTox Dashboard (EPA)
  • DTXSID701317083 Edit this at Wikidata
InChI
  • InChI=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 checkY
    Key: YSMODUONRAFBET-UHNVWZDZSA-N checkY
SMILES
  • C(C[C@@H](C(=O)O)N)[C@H](CN)O
Properties
Chemical formula
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).
☒N verify (what is checkY☒N ?)
Infobox references

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]

  1. ^ Van Slyke, DD.; Hiller, A. (Jul 1921). "An Unidentified Base among the Hydrolytic Products of Gelatin". Proc Natl Acad Sci U S A. 7 (7): 185–6. Bibcode:1921PNAS....7..185V. doi:10.1073/pnas.7.7.185. PMC 1084845. PMID 16586836.
  2. ^ Hydroxylysine at University of Oulu
  3. ^ de Lorenzo, V.; et al. (Feb 1986). "Aerobactin biosynthesis and transport genes of plasmid ColV-K30 in Escherichia coli K-12". J. Bacteriol. 165 (2): 570–8. doi:10.1128/jb.165.2.570-578.1986. PMC 214457. PMID 2935523.

and 21 Related for: Hydroxylysine information

Request time (Page generated in 0.5338 seconds.)

Hydroxylysine

Last Update:

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...

Word Count : 208

Hydroxylysine kinase

Last Update:

In enzymology, a hydroxylysine kinase (EC 2.7.1.81) is an enzyme that catalyzes the chemical reaction GTP + 5-hydroxy-L-lysine ⇌ {\displaystyle \rightleftharpoons...

Word Count : 145

Collagen

Last Update:

Hydroxyproline derived from proline Hydroxylysine derived from lysine – depending on the type of collagen, varying numbers of hydroxylysines are glycosylated (mostly...

Word Count : 7717

Glutaric aciduria type 1

Last Update:

the body is unable to completely break down the amino acids lysine, hydroxylysine and tryptophan. Excessive levels of their intermediate breakdown products...

Word Count : 3021

Phycoerythrin

Last Update:

Two molecules of N-methyl asparagine are bound to the β chain, one 5-hydroxylysine to α (-3 or -2), one Mg2+ to α-3 and β, one Cl− to β, 1–2 molecules...

Word Count : 2010

Lysine

Last Update:

in collagen has been outlined above, however, a lack of lysine and hydroxylysine involved in the crosslinking of collagen peptides has been linked to...

Word Count : 7492

Glycoprotein

Last Update:

threonine, but also on tyrosine or non-canonical amino acids such as hydroxylysine and hydroxyproline. In P-glycosylation, sugars are attached to phosphorus...

Word Count : 2654

Fibrosis

Last Update:

mechanism associated with reversal of oral submucous fibrosis targeting hydroxylysine aldehyde-derived collagen cross-links. J Carcinog. 2021 Aug 13;20:9...

Word Count : 1383

Hyl

Last Update:

refer to: Helsingin yhteislyseo, a school in Kontula, Helsinki, Finland Hydroxylysine, an amino acid HYL, the IATA code for Hollis Seaplane Base, Alaska,...

Word Count : 108

Lysyl hydroxylase

Last Update:

hydroxylases enzymes that catalyze the hydroxylation of lysine to hydroxylysine. Lysyl hydroxylases require iron and vitamin C as cofactors for their...

Word Count : 346

Hydroxylation

Last Update:

β-C atom. Lysine may also be hydroxylated on its δ-C atom, forming hydroxylysine (Hyl). These three reactions are catalyzed by very large, multi-subunit...

Word Count : 1058

Complement component 1q

Last Update:

contain many Gly-X-Y sequences, where X and Y are proline, isoleucine, or hydroxylysine; they, therefore, strongly resemble collagen fibrils. C1q is composed...

Word Count : 691

Scurvy

Last Update:

the proline and lysine amino acids in collagen. Hydroxyproline and hydroxylysine are important for stabilizing collagen by cross-linking the propeptides...

Word Count : 8358

Hydroxyproline

Last Update:

Amanita mushrooms (e.g., phalloidin). Secondary amino acid Imino acid Hydroxylysine R.H.A. Plimmer (1912) [1908]. R.H.A. Plimmer; F.G. Hopkins (eds.). The...

Word Count : 935

Minoxidil

Last Update:

lysyl hydroxylase present in fibroblast may result in synthesis of a hydroxylysine-deficient collagen. Minoxidil can also potentially stimulate elastogenesis...

Word Count : 4530

Sulfation

Last Update:

Cysteine–Cysteine Disulfide bond ADP-ribosylation Methionine–Hydroxylysine Sulfilimine bond Lysine–Tyrosine Lysine tyrosylquinone (LTQ) formation Tryptophan–Tryptophan...

Word Count : 1074

Glycosylation

Last Update:

glycans attached to the hydroxyl oxygen of serine, threonine, tyrosine, hydroxylysine, or hydroxyproline side-chains, or to oxygens on lipids such as ceramide...

Word Count : 3448

Procollagen galactosyltransferase

Last Update:

D-galactosyltransferase. Other names in common use include hydroxylysine galactosyltransferase, collagen galactosyltransferase, collagen hydroxylysyl...

Word Count : 204

C6H14N2O3

Last Update:

formula C6H14N2O3 (molar mass: 162.19 g/mol) may refer to: Bacillosamine Hydroxylysine (Hyl) This set index page lists chemical structure articles associated...

Word Count : 51

Pyrrolysine

Last Update:

original imine. Unlike posttranslational modifications of lysine such as hydroxylysine, methyllysine, and hypusine, pyrrolysine is incorporated during translation...

Word Count : 2272

Sulfilimine

Last Update:

extracellular matrix and arose at least 500 mya. These bonds covalently connect hydroxylysine and methionine residues of adjacent polypeptide strands to form a larger...

Word Count : 442

PDF Search Engine © AllGlobal.net