Dethiobiotin (BioDeep_00000001323)

Main id: BioDeep_00000400006

Secondary id: BioDeep_00001868851

human metabolite PANOMIX_OTCML-2023 Endogenous BioNovoGene_Lab2019


代谢物信息卡片


6-[(4R,5S)-5-methyl-2-oxoimidazolidin-4-yl]hexanoic acid

化学式: C10H18N2O3 (214.1317)
中文名称: 5-甲基-2-氧-4-咪唑啉己酸, D-脱硫生物素, d-Desthiobiotin
谱图信息: 最多检出来源 Viridiplantae(plant) 8.53%

分子结构信息

SMILES: CC1C(NC(=O)N1)CCCCCC(=O)O
InChI: InChI=1S/C10H18N2O3/c1-7-8(12-10(15)11-7)5-3-2-4-6-9(13)14/h7-8H,2-6H2,1H3,(H,13,14)(H2,11,12,15)

描述信息

Dethiobiotin is a synthetic metabolite that mimic the effects of biotin on gene expression and thus have biotin-like activities. In mammals, biotin serves as a coenzyme for carboxylases such as propionyl-CoA carboxylase. (PMID 12730407) [HMDB]. Dethiobiotin is found in many foods, some of which are agave, garden onion, lime, and black mulberry.
Dethiobiotin is a synthetic metabolite that mimic the effects of biotin on gene expression and thus have biotin-like activities. In mammals, biotin serves as a coenzyme for carboxylases such as propionyl-CoA carboxylase. (PMID 12730407).
D007155 - Immunologic Factors > D007166 - Immunosuppressive Agents
D050258 - Mitosis Modulators > D008934 - Mitogens
KEIO_ID D075; [MS3] KO009104
KEIO_ID D075; [MS2] KO009103
KEIO_ID D075
D-Desthiobiotin is a biotin derivative used in affinity chromatography and protein chromatography. D-Desthiobiotin also can be used for protein and cell labeling, detection and isolation[1].

同义名列表

22 个代谢物同义名

6-[(4R,5S)-5-methyl-2-oxoimidazolidin-4-yl]hexanoic acid; (4R-cis)-5-Methyl-2-oxo-4-imidazolidinehexanoic acid; (4R,5S)-5-Methyl-2-oxo-4-imidazolidinehexanoic acid; (4R-cis)-5-Methyl-2-oxo-4-imidazolidinehexanoate; epsilon-(4-Methyl-5-imidazolidone-2)caproic acid; (4R,5S)-5-Methyl-2-oxo-4-imidazolidinehexanoate; 4-Methyl-5-(omega-carboxyamyl)imidazolidone-2; 5-Methyl-2-oxo-4-imidazolidinehexanoic acid; ε-(4-Methyl-5-imidazolidone-2)caproic acid; 5-Methyl-2-oxo-4-imidazolidinecaproic acid; 4-Methyl-5-(ω-carboxyamyl)imidazolidone-2; Desthiobiotin, (cis)-(+-)-isomer; Desthiobiotin, (4R-cis)-isomer; (4R,5S)-dethiobiotin; (+)-Dethiobiotin; dl-Dithiobiotin; D-Dethiobiotin; Desthiobiotin; dethiobiotin; Dethiobiotin; D-Desthiobiotin; Dethiobiotin



数据库引用编号

35 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

242 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(240)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(2)

  • Biotin Metabolism: Dethiobiotin + Hydrogen Ion + S-Adenosylmethionine + a sulfurated [sulfur carrier] ⟶ 5'-Deoxyadenosine + Biotin + L-Methionine
  • Biotin Metabolism: Adenosine triphosphate + Biotin ⟶ Biotinyl-5'-AMP + diphosphate

PharmGKB(0)

5 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 9 AK4, BIRC5, FABP5, HMGCS1, ISCU, MAP2K2, MAP2K3, PFAS, VEGFA
Peripheral membrane protein 1 MAP2K2
Endoplasmic reticulum membrane 2 HSP90B1, MLANA
Nucleus 7 BIRC5, FABP5, HSP90B1, ISCU, MAP2K2, PARP1, VEGFA
cytosol 9 BIRC5, FABP5, HMGCS1, HSP90B1, ISCU, MAP2K2, MAP2K3, PARP1, PFAS
nuclear body 1 PARP1
trans-Golgi network 1 MLANA
nucleoplasm 4 BIRC5, FABP5, MAP2K3, PARP1
Cell membrane 3 AGTR1, CD8A, SLC5A6
Multi-pass membrane protein 2 AGTR1, SLC5A6
Synapse 1 FABP5
cell surface 1 VEGFA
glutamatergic synapse 1 FABP5
Golgi apparatus 4 FUT2, MAP2K2, MLANA, VEGFA
Golgi membrane 2 FUT2, INS
smooth endoplasmic reticulum 1 HSP90B1
Cytoplasm, cytosol 1 PARP1
plasma membrane 5 AGTR1, CD8A, FABP5, MLANA, SLC5A6
Membrane 7 AGTR1, HSP90B1, MAP2K2, MAP2K3, PARP1, SLC5A6, VEGFA
apical plasma membrane 1 SLC5A6
basolateral plasma membrane 1 SLC5A6
extracellular exosome 5 BTD, FABP5, FUT2, HSP90B1, PFAS
endoplasmic reticulum 3 HSP90B1, MAP2K2, VEGFA
extracellular space 6 BTD, FABP5, IL2, INS, THPO, VEGFA
perinuclear region of cytoplasm 2 HSP90B1, MAP2K2
adherens junction 1 VEGFA
mitochondrion 4 AK4, ISCU, MAP2K2, PARP1
protein-containing complex 3 BIRC5, HSP90B1, PARP1
postsynaptic density 1 FABP5
Single-pass type I membrane protein 1 CD8A
Secreted 5 FABP5, IL2, INS, THPO, VEGFA
extracellular region 9 BTD, CD8A, FABP5, HSP90B1, IL2, INS, MAP2K2, THPO, VEGFA
cytoplasmic side of plasma membrane 1 MAP2K2
[Isoform 2]: Secreted 1 CD8A
Mitochondrion matrix 1 AK4
mitochondrial matrix 3 AK4, BTD, ISCU
transcription regulator complex 1 PARP1
external side of plasma membrane 1 CD8A
Secreted, extracellular space, extracellular matrix 1 VEGFA
microtubule cytoskeleton 1 BIRC5
nucleolus 1 PARP1
Melanosome membrane 1 MLANA
midbody 2 BIRC5, HSP90B1
Early endosome 1 MAP2K2
cell-cell junction 1 MAP2K2
Single-pass type II membrane protein 1 FUT2
Apical cell membrane 1 SLC5A6
Cytoplasm, cytoskeleton, spindle 1 BIRC5
focal adhesion 2 HSP90B1, MAP2K2
microtubule 2 BIRC5, MAP2K2
spindle 1 BIRC5
extracellular matrix 1 VEGFA
peroxisomal membrane 1 MAP2K2
collagen-containing extracellular matrix 1 HSP90B1
secretory granule 1 VEGFA
interphase microtubule organizing center 1 BIRC5
Late endosome 1 MAP2K2
receptor complex 1 CD8A
chromatin 1 PARP1
Chromosome 2 BIRC5, PARP1
centriole 1 BIRC5
Secreted, extracellular space 1 BTD
[Isoform 1]: Mitochondrion 1 ISCU
brush border membrane 1 SLC5A6
Nucleus, nucleolus 1 PARP1
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
nuclear chromosome 1 BIRC5
postsynaptic density, intracellular component 1 FABP5
site of double-strand break 1 PARP1
nuclear envelope 1 PARP1
endosome lumen 1 INS
Chromosome, centromere 1 BIRC5
Chromosome, centromere, kinetochore 1 BIRC5
Melanosome 2 HSP90B1, MLANA
Golgi cisterna membrane 1 FUT2
sperm plasma membrane 1 HSP90B1
basal plasma membrane 1 SLC5A6
plasma membrane raft 1 CD8A
secretory granule lumen 1 INS
secretory granule membrane 1 FABP5
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 HSP90B1, INS
platelet alpha granule lumen 1 VEGFA
kinetochore 1 BIRC5
transport vesicle 1 INS
azurophil granule lumen 1 FABP5
Golgi apparatus, Golgi stack membrane 1 FUT2
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
iron-sulfur cluster assembly complex 1 ISCU
mitochondrial 1 ISCU
chromosome, centromeric region 1 BIRC5
Sarcoplasmic reticulum lumen 1 HSP90B1
chromosome passenger complex 1 BIRC5
cytoplasmic microtubule 1 BIRC5
protein-DNA complex 1 PARP1
spindle microtubule 1 BIRC5
survivin complex 1 BIRC5
[Isoform 1]: Cell membrane 1 CD8A
postsynaptic cytosol 1 FABP5
site of DNA damage 1 PARP1
endocytic vesicle lumen 1 HSP90B1
T cell receptor complex 1 CD8A
endoplasmic reticulum chaperone complex 1 HSP90B1
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA


文献列表

  • Di Qu, Peng Ge, Laure Botella, Sae Woong Park, Ha-Na Lee, Natalie Thornton, James M Bean, Inna V Krieger, James C Sacchettini, Sabine Ehrt, Courtney C Aldrich, Dirk Schnappinger. Mycobacterial biotin synthases require an auxiliary protein to convert dethiobiotin into biotin. Nature communications. 2024 May; 15(1):4161. doi: 10.1038/s41467-024-48448-1. [PMID: 38755122]
  • Chaoxiang Chen, Mengdi Sun, Jialin Wang, Liyun Su, Junjie Lin, Xiaomei Yan. Active cargo loading into extracellular vesicles: Highlights the heterogeneous encapsulation behaviour. Journal of extracellular vesicles. 2021 11; 10(13):e12163. doi: 10.1002/jev2.12163. [PMID: 34719860]
  • Benjamin Lake, Nickolas Serniuck, Eden Kapcan, Alex Wang, Anthony F Rullo. Covalent Immune Recruiters: Tools to Gain Chemical Control Over Immune Recognition. ACS chemical biology. 2020 04; 15(4):1089-1095. doi: 10.1021/acschembio.0c00112. [PMID: 32100991]
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  • Kathrin E Witzke, Kristin Rosowski, Christian Müller, Maike Ahrens, Martin Eisenacher, Dominik A Megger, Jürgen Knobloch, Andrea Koch, Thilo Bracht, Barbara Sitek. Quantitative Secretome Analysis of Activated Jurkat Cells Using Click Chemistry-Based Enrichment of Secreted Glycoproteins. Journal of proteome research. 2017 01; 16(1):137-146. doi: 10.1021/acs.jproteome.6b00575. [PMID: 27696881]
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