L-Allothreonine (BioDeep_00000014513)

 

Secondary id: BioDeep_00000017490, BioDeep_00000399985, BioDeep_00000400311, BioDeep_00000406203, BioDeep_00000855553, BioDeep_00000897245, BioDeep_00001872068

natural product human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(2S,3S)-2-Amino-3-hydroxybutanoic acid

化学式: C4H9NO3 (119.0582404)
中文名称: DL-别苏氨酸, D-别苏氨酸, L-别苏氨酸
谱图信息: 最多检出来源 Macaca mulatta(otcml) 0.15%

Reviewed

Last reviewed on 2024-07-15.

Cite this Page

L-Allothreonine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/l-allothreonine (retrieved 2024-11-10) (BioDeep RN: BioDeep_00000014513). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC(C(C(=O)O)N)O
InChI: InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1

描述信息

L-allothreonine is the L-enantiomer of allothreonine. It has a role as an Escherichia coli metabolite and a Saccharomyces cerevisiae metabolite. It is an enantiomer of a D-allothreonine. It is a tautomer of a L-allothreonine zwitterion. Allothreonine is the substrate of the enzyme Serine hydroxymethyltransferase1 (SHMT, EC 2.1.2.1), a human cytoplasmic mRNA binding protein. SHMT uses pyridoxal 5-phosphate (PLP) and tetrahydropteroylglutamate (H4PteGlu) as coenzymes and catalyzes the reversible interconversion of serine and glycine. In addition to these physiological reactions, SHMT also catalyzes, in the absence of H4PteGlu, the retroaldol cleavage of several 3-hydroxyamino acids, such as allothreonine. Allothreonine is a plant metabolite that appears in the human diet in variable concentrations depending on: plant species, physiological changes during plant growth, senescence, and reactions to environmental stress or to changes due to plant transformation (PMID:10858298, 10952545).
Allothreonine is the substrate of the enzyme Serine hydroxymethyltransferase1 (SHMT, EC 2.1.2.1), a human cytoplasmic mRNA binding protein. SHMT uses pyridoxal 5-phosphate (PLP) and tetrahydropteroylglutamate (H4PteGlu) as coenzymes and catalyzes the reversible interconversion of serine and glycine. In addition to these physiological reactions, SHMT also catalyzes, in the absence of H4PteGlu, the retroaldol cleavage of several 3-hydroxyamino acids, such as allothreonine.

Allothreonine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=144-98-9 (retrieved 2024-07-15) (CAS RN: 144-98-9). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
D-Allothreonine is the D type stereoisomer of Allothreonine. D-Allothreonine is a peptido-lipid derived from bacteria. D-Allothreonine, amide-linked to the D-galacturonic acid, is also a constituent in the polysaccharide[1][2].
L-Allothreonine (H-allo-Thr-OH) is an endogenous metabolite.

同义名列表

10 个代谢物同义名

(2S,3S)-2-Amino-3-hydroxybutanoic acid; (2S,3S)-2-Amino-3-hydroxybutanoate; L-Allo-threonine; Allo-L-threonine; L-Allothreonine; D-Allothreonine; D-(+)-Threonine; ALLO-threonine; Allothreonine; H-Allo-Thr-OH



数据库引用编号

39 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(1)

  • Glycine Metabolism: L-Serine + Tetrahydrofolic acid ⟶ 5,10-Methylene-THF + Glycine + Water

PharmGKB(0)

51 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

  • Gilles Curien, Olivier Bastien, Mylène Robert-Genthon, Athel Cornish-Bowden, María Luz Cárdenas, Renaud Dumas. Understanding the regulation of aspartate metabolism using a model based on measured kinetic parameters. Molecular systems biology. 2009; 5(?):271. doi: 10.1038/msb.2009.29. [PMID: 19455135]
  • Valérie de Crécy-Lagard, Basma El Yacoubi, Rocío Díaz de la Garza, Alexandre Noiriel, Andrew D Hanson. Comparative genomics of bacterial and plant folate synthesis and salvage: predictions and validations. BMC genomics. 2007 Jul; 8(?):245. doi: 10.1186/1471-2164-8-245. [PMID: 17645794]
  • Andrea Scaloni, Mauro Dalla Serra, Pietro Amodeo, Luisa Mannina, Rosa Maria Vitale, Anna Laura Segre, Oscar Cruciani, Francesca Lodovichetti, Maria Luigia Greco, Alberto Fiore, Monica Gallo, Chiara D'Ambrosio, Manuela Coraiola, Gianfranco Menestrina, Antonio Graniti, Vincenzo Fogliano. Structure, conformation and biological activity of a novel lipodepsipeptide from Pseudomonas corrugata: cormycin A. The Biochemical journal. 2004 Nov; 384(Pt 1):25-36. doi: 10.1042/bj20040422. [PMID: 15196052]
  • Hua Zhao, Kenji Hamase, Akiko Morikawa, Zongyin Qiu, Kiyoshi Zaitsu. Determination of d- and l-enantiomers of threonine and allo-threonine in mammals using two-step high-performance liquid chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2004 Oct; 810(2):245-50. doi: 10.1016/j.jchromb.2004.08.006. [PMID: 15380721]
  • Sonja Hess, Kirk R Gustafson, Dennis J Milanowski, Edgardo Alvira, Mark A Lipton, Lewis K Pannell. Chirality determination of unusual amino acids using precolumn derivatization and liquid chromatography-electrospray ionization mass spectrometry. Journal of chromatography. A. 2004 May; 1035(2):211-9. doi: 10.1016/j.chroma.2004.02.068. [PMID: 15124814]
  • Kwang-Hwan Jhee, Dimitri Niks, Peter McPhie, Michael F Dunn, Edith Wilson Miles. Yeast cystathionine beta-synthase reacts with L-allothreonine, a non-natural substrate, and L-homocysteine to form a new amino acid, 3-methyl-L-cystathionine. Biochemistry. 2002 Feb; 41(6):1828-35. doi: 10.1021/bi011756t. [PMID: 11827527]