5-Hydroxylysine (BioDeep_00000001264)

 

Secondary id: BioDeep_00000398026

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019 natural product


代谢物信息卡片


alpha,epsilon-Diamino-delta-hydroxycaproic acid

化学式: C6H14N2O3 (162.1004)
中文名称: 5-羟基-DL-赖氨酸 盐酸盐, 5-羟基赖氨酸
谱图信息: 最多检出来源 Homo sapiens(plant) 25.03%

分子结构信息

SMILES: C(CC(C(=O)O)N)C(CN)O
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)

描述信息

5-Hydroxylysine (Hyl), also known as hydroxylysine or 5-Hydroxy-L-lysine, belongs to the class of organic compounds known as L-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Amino acids are organic compounds that contain amino (–NH2) and carboxyl (–COOH) functional groups, along with a side chain (R group) specific to each amino acid. 5-Hydroxylysine is a hydroxylated derivative of the amino acid lysine that is present in certain collagens, the chief structural protein of mammalian skin and connective tissue. 5-Hydroxylysine arises from a post-translational hydroxy modification of lysine and is biosynthesized from lysine via oxidation by lysyl hydroxylase enzymes. 5-Hydroxylysine can then undergo further modification by glycosylation, giving rise to galactosyl hydroxylysine (GH) and glucosylgalactosyl hydroxylysine (GGH). These glycosylated forms of hydroxylysine contribute to collagen’s unusual toughness and resiliency. The monoglycosylated, galactosyl-hydroxylysine is enriched in bone compared with the disaccharide form, glucosyl-galactosyl-hydroxylysine, which is the major form in skin. 5-Hydroxylysine exists in all eukaryotes, ranging from yeast to humans. It was first discovered in 1921 by Donald Van Slyke. Free forms of hydroxylysine arise through proteolytic degradation of collagen. Urinary excretion of 5-Hydroxylysine and its glycosides can be used as an index of collagen degradation, with high levels being indicative of more rapid or extensive collagen degradation (often seen in patients with thermal burns, Pagets disease of bone or hyperphosphatasia) (PMID: 404321).
One of the natural protein-bound amino acids. Occurs free in plant tissues, e.g. Medicago sativa (alfalfa)

同义名列表

36 个代谢物同义名

alpha,epsilon-Diamino-delta-hydroxycaproic acid; a,epsilon-Diamino-delta-hydroxycaproic acid; alpha,epsilon-Diamino-delta-hydroxycaproate; (2S,5R)-2,6-Diamino-5-hydroxyhexanoic acid; Procollagen L-erythro-5-hydroxy-L-lysine; a,epsilon-diamino-δ-hydroxycaproic acid; Α,epsilon-diamino-δ-hydroxycaproic acid; a,epsilon-Diamino-delta-hydroxycaproate; (2S,5R)-2,6-diamino-5-Hydroxyhexanoate; Α,epsilon-diamino-δ-hydroxycaproate; a,epsilon-diamino-δ-hydroxycaproate; 2,6 Diamino 5 hydroxyhexanoic acid; 2,6-Diamino-5-hydroxyhexanoic acid; Procollagen 5-hydroxy-L-lysine; erythro-5-Hydroxy-L-lysine; L-Erythro-5-hydroxylysine; L-Normal-5-hydroxylysine; (5R)-5-Hydroxy-L-lysine; (2S,5R)-5-Hydroxylysine; delta-Hydroxy-L-lysine; delta-DL-Hydroxylysine; L-delta-Hydroxylysine; delta-Hydroxylysine; D-Hydroxy-L-lysine; 5-Hydroxy-L-lysine; L-D-Hydroxylysine; Lysine, 5 hydroxy; 5-Hydroxy-lysine; 5 Hydroxylysine; 5-hydroxylysine; L-hydroxylysine; D-Hydroxylysine; Hydroxy-lysine; Hydroxylysine; 5-Hydroxylysine; L-Hydroxylysine



数据库引用编号

25 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(4)

BioCyc(0)

PlantCyc(0)

代谢反应

46 个相关的代谢反应过程信息。

Reactome(45)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

11 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 4 BGLAP, CALCA, GLUL, MATK
Peripheral membrane protein 3 ACHE, PLOD2, PLOD3
Endoplasmic reticulum membrane 4 HSP90B1, PLOD1, PLOD2, PLOD3
Nucleus 4 ACHE, GLUL, HSP90B1, LOXL2
cytosol 4 GLUL, HSP90B1, MATK, SST
dendrite 1 BGLAP
trans-Golgi network 1 PLOD3
nucleoplasm 1 LOXL2
Cell membrane 3 ACHE, GLUL, ITGAM
Lipid-anchor 1 GLUL
Synapse 2 ACHE, C1QA
cell surface 2 ACHE, ITGAM
glutamatergic synapse 1 C1QA
Golgi apparatus 2 ACHE, PLOD3
lysosomal membrane 1 GAA
neuromuscular junction 1 ACHE
neuronal cell body 2 CALCA, SST
postsynapse 1 C1QA
smooth endoplasmic reticulum 1 HSP90B1
Cytoplasm, cytosol 1 GLUL
Lysosome 1 GAA
acrosomal vesicle 1 LOXL1
plasma membrane 5 ACHE, GAA, GLUL, ITGAM, MATK
terminal bouton 1 CALCA
Membrane 7 ACHE, EGFL6, GAA, HSP90B1, ITGAM, LOXL2, MATK
extracellular exosome 7 GAA, GLUL, HSP90B1, ITGAM, PLOD1, PLOD2, PLOD3
Lysosome membrane 1 GAA
Lumenal side 2 PLOD2, PLOD3
endoplasmic reticulum 6 GLUL, HSP90B1, LOXL2, PLOD1, PLOD2, PLOD3
extracellular space 10 ACHE, BGLAP, CALCA, EGFL6, ITGAM, LOX, LOXL1, LOXL2, PLOD3, SST
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 2 ACHE, HSP90B1
mitochondrion 3 DHTKD1, GCDH, GLUL
protein-containing complex 1 HSP90B1
intracellular membrane-bounded organelle 1 GAA
Single-pass type I membrane protein 1 ITGAM
Secreted 9 ACHE, BGLAP, C1QA, CALCA, GAA, LOX, LOXL2, PLOD3, SST
extracellular region 9 ACHE, BGLAP, C1QA, CALCA, GAA, HSP90B1, LOX, LOXL1, SST
hippocampal mossy fiber to CA3 synapse 1 CALCA
Mitochondrion matrix 1 GCDH
mitochondrial matrix 2 DHTKD1, GCDH
Extracellular side 1 ACHE
external side of plasma membrane 1 ITGAM
Secreted, extracellular space, extracellular matrix 1 LOXL1
perikaryon 1 BGLAP
midbody 1 HSP90B1
vesicle 1 BGLAP
Membrane raft 1 ITGAM
focal adhesion 1 HSP90B1
GABA-ergic synapse 1 SST
extracellular matrix 1 LOX
basement membrane 4 ACHE, EGFL6, LOXL1, LOXL2
collagen trimer 2 C1QA, LOX
collagen-containing extracellular matrix 6 C1QA, HSP90B1, LOX, LOXL1, LOXL2, PLOD3
chromatin 1 LOXL2
Chromosome 1 LOXL2
Secreted, extracellular space 3 LOX, LOXL1, PLOD3
Lipid-anchor, GPI-anchor 1 ACHE
specific granule membrane 1 ITGAM
tertiary granule membrane 2 GAA, ITGAM
Melanosome 1 HSP90B1
cell body 1 GLUL
side of membrane 1 ACHE
sperm plasma membrane 1 HSP90B1
Microsome 1 GLUL
plasma membrane raft 1 ITGAM
Golgi lumen 1 BGLAP
endoplasmic reticulum lumen 4 BGLAP, COLGALT2, HSP90B1, PLOD3
azurophil granule membrane 1 GAA
rough endoplasmic reticulum membrane 2 PLOD1, PLOD2
neuronal dense core vesicle 2 CALCA, SST
Sarcoplasmic reticulum lumen 1 HSP90B1
synaptic cleft 1 ACHE
ficolin-1-rich granule membrane 1 GAA
Rough endoplasmic reticulum 2 PLOD2, PLOD3
integrin complex 1 ITGAM
glial cell projection 1 GLUL
Secreted, extracellular space, extracellular matrix, basement membrane 2 EGFL6, LOXL2
endocytic vesicle lumen 1 HSP90B1
complement component C1 complex 1 C1QA
complement component C1q complex 1 C1QA
extrinsic component of postsynaptic membrane 1 C1QA
extrinsic component of presynaptic membrane 1 C1QA
integrin alphaM-beta2 complex 1 ITGAM
catalytic complex 1 PLOD1
endoplasmic reticulum chaperone complex 1 HSP90B1
oxoadipate dehydrogenase complex 1 DHTKD1
autolysosome lumen 1 GAA
[Isoform H]: Cell membrane 1 ACHE


文献列表

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