D-Alanyl-D-alanine (BioDeep_00000001318)

 

Secondary id: BioDeep_00000172621, BioDeep_00000400308, BioDeep_00001868569

natural product human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(2R)-2-[(2R)-2-aminopropanamido]propanoic acid

化学式: C6H12N2O3 (160.0847882)
中文名称: DL-丙氨酰-DL-氨基丙酸, L-丙氨酰-L-氨基丙酸, D-丙氨酰-D-丙氨酸, D-丙氨酰-D-丙氨酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.13%

分子结构信息

SMILES: CC(C(=O)NC(C)C(=O)O)N
InChI: InChI=1S/C6H12N2O3/c1-3(7)5(9)8-4(2)6(10)11/h3-4H,7H2,1-2H3,(H,8,9)(H,10,11)

描述信息

The ATP-dependent carboxylate-amine/thiol ligase superfamily is known to contain enzymes catalyzing the formation of various types of peptide, one of which is d-alanyl-d-alanine.(PMID: 16030213). The glycopeptide antibiotic vancomycin acts by binding to the D-alanyl-D-alanine terminus of the cell wall precursor lipid II in the cytoplasmic membrane.(PMID: 17418637). D-alanine-D-alanine ligase from Thermotoga maritima ATCC 43589 (TmDdl) was a useful biocatalyst for synthesizing D-amino acid dipeptides.D-Alanine-D-alanine ligase (Ddl) catalyzes the biosynthesis of an essential bacterial peptidoglycan precursor D-alanyl-D-alanine and it represents an important target for development of new antibacterial drugs. (PMID: 17267218). D-Alanyl-D-alanine is a microbial metabolite.
Alanyl-alanine, also known as ala-ala or A-a dipeptide, is a member of the class of compounds known as dipeptides. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Alanyl-alanine is soluble (in water) and a weakly acidic compound (based on its pKa). Alanyl-alanine can be found in chives, which makes alanyl-alanine a potential biomarker for the consumption of this food product. Alanyl-alanine can be found primarily in feces. Alanyl-alanine exists in all living organisms, ranging from bacteria to humans.
Acquisition and generation of the data is financially supported in part by CREST/JST.
D-Ala-D-Ala constitutes the terminus of the peptide part of the peptidoglycan monomer unit and is involved in the transpeptidation reaction as the substrate. D-Ala-D-Ala is catalyzed by D-Alanine-D-Alanine ligase. D-Ala-D-Ala is a bacterial endogenous metabolite[1][2].

同义名列表

24 个代谢物同义名

(2R)-2-[(2R)-2-aminopropanamido]propanoic acid; Alanylalanine, (L-ala)-(DL-ala)-isomer; Alanylalanine, (D-ala)-(L-ala)-isomer; Alanylalanine, (L-ala)-(D-ala)-isomer; Alanylalanine, (D)-isomer; Alanylalanine, (L)-isomer; N-L-Alanyl-D-alanine; DL-Alanyl-DL-alanine; N-D-Alanyl-L-alanine; L-Alanyl-L-alanine; H-DL-Ala-DL-Ala-OH; D-Alanyl-L-alanine; D-Alanyl-D-alanine; L-Alanyl-D-alanine; H-D-Ala-D-Ala-OH; Alanyl-D-alanine; D-Alanylalanine; Alanylalanine; H-Ala-Ala-OH; Di-L-alanine; D-Ala-D-ala; Dialanine; (D-Ala)2; Ala-ala



数据库引用编号

30 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(2)

PlantCyc(0)

代谢反应

249 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(3)

WikiPathways(1)

Plant Reactome(237)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(8)

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

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  • James D Chang, Erin E Foster, Hao Yang, Sung Joon Kim. Quantification of the d-Ala-d-Lac-Terminated Peptidoglycan Structure in Vancomycin-Resistant Enterococcus faecalis Using a Combined Solid-State Nuclear Magnetic Resonance and Mass Spectrometry Analysis. Biochemistry. 2017 01; 56(4):612-622. doi: 10.1021/acs.biochem.6b00774. [PMID: 28040891]
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