L-Homoserine (BioDeep_00000001371)

 

Secondary id: BioDeep_00000400300

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


(2S)-2-Amino-4-hydroxybutanoic acid

化学式: C4H9NO3 (119.0582404)
中文名称: DL-高丝氨酸, L-高丝氨酸, D-高丝氨酸, 高丝氨酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.07%

Reviewed

Last reviewed on 2024-07-02.

Cite this Page

L-Homoserine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/l-homoserine (retrieved 2024-09-17) (BioDeep RN: BioDeep_00000001371). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(CO)C(C(=O)O)N
InChI: InChI=1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)

描述信息

L-homoserine, also known as 2-amino-4-hydroxybutanoic acid or isothreonine, is a member of the class of compounds known as L-alpha-amino acids. L-alpha-amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-homoserine is soluble (in water) and a moderately acidic compound (based on its pKa). L-homoserine can be found in common pea, which makes L-homoserine a potential biomarker for the consumption of this food product. L-homoserine can be found primarily in blood, feces, and urine, as well as in human prostate tissue. L-homoserine exists in all living species, ranging from bacteria to humans. In humans, L-homoserine is involved in the methionine metabolism. L-homoserine is also involved in several metabolic disorders, some of which include glycine n-methyltransferase deficiency, hypermethioninemia, cystathionine beta-synthase deficiency, and methylenetetrahydrofolate reductase deficiency (MTHFRD). Homoserine (also called isothreonine) is an α-amino acid with the chemical formula HO2CCH(NH2)CH2CH2OH. L-Homoserine is not one of the common amino acids encoded by DNA. It differs from the proteinogenic amino acid serine by insertion of an additional -CH2- unit into the backbone. Homoserine, or its lactone form, is the product of a cyanogen bromide cleavage of a peptide by degradation of methionine .
Homoserine is a more reactive variant of the amino acid serine. In this variant, the hydroxyl side chain contains an additional CH2 group which brings the hydroxyl group closer to its own carboxyl group, allowing it to chemically react to form a five-membered ring. This occurs at the point that amino acids normally join to their neighbours in a peptide bond. Homoserine is therefore unsuitable for forming proteins and has been eliminated from the repertoire of amino acids used by living things. Homoserine is the final product on the C-terminal end of the N-terminal fragment following a cyanogen bromide cleavage. (wikipedia). Homoserine is also a microbial metabolite.

L-Homoserine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=672-15-1 (retrieved 2024-07-02) (CAS RN: 672-15-1). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
L-Homoserine is a non - protein amino acid, which is an important biosynthetic intermediate of threonine, methionine and lysine.
L-Homoserine is a non - protein amino acid, which is an important biosynthetic intermediate of threonine, methionine and lysine.

同义名列表

26 个代谢物同义名

(2S)-2-Amino-4-hydroxybutanoic acid; (S)-2-Amino-4-hydroxy-butanoic acid; (S)-2-Amino-4-hydroxybutanoic acid; 2-Amino-4-hydroxy-L-butyric acid; (S)-2-Amino-4-hydroxy-butanoate; (2S)-2-Amino-4-hydroxybutanoate; 2-Amino-4-hydroxybutanoic acid; 2-Amino-4-hydroxy-butyric acid; (S)-2-Amino-4-hydroxybutanoate; 2-Amino-4-hydroxybutyric acid; 2-Amino-4-hydroxy-L-butyrate; 2-Amino-4-hydroxy-butyrate; 2-Amino-4-hydroxybutanoate; 2-Amino-4-hydroxybutyrate; L-Isomer OF homoserine; L Isomer OF homoserine; Homoserine L-isomer; L-(-)-Homoserine; (S)-Homoserine; dl -homoserine; DL-Homoserine; L-​Homoserine; D-Homoserine; L-Homoserine; Homoserine; Homoserine



数据库引用编号

42 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(7)

PlantCyc(0)

代谢反应

595 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(28)

WikiPathways(0)

Plant Reactome(531)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(36)

PharmGKB(0)

2 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。



文献列表

  • Yaguang Zhao, Fenghua Zhang, Bede Mickan, Dan Wang. Inoculation of wheat with Bacillus sp. wp-6 altered amino acid and flavonoid metabolism and promoted plant growth. Plant cell reports. 2023 Jan; 42(1):165-179. doi: 10.1007/s00299-022-02947-x. [PMID: 36348065]
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