N6-acetyl-L-lysine (BioDeep_00000405216)

Main id: BioDeep_00000001385

 

PANOMIX_OTCML-2023


代谢物信息卡片


N(6)-acetyl-L-lysine

化学式: C8H16N2O3 (188.1161)
中文名称: Nε-乙酰基-L-赖氨酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=NCCCC[C@@H](C(=O)O)N)O
InChI: InChI=1S/C8H16N2O3/c1-6(11)10-5-3-2-4-7(9)8(12)13/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1

描述信息

An N(6)-acyl-L-lysine where the N(6)-acyl group is specified as acetyl.
MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; DTERQYGMUDWYAZ-ZETCQYMHSA-N_STSL_0232_N-epsilon-Acetyl-L-lysine (N6)_8000fmol_190114_S2_LC02MS02_018; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I.
MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I.
Nepsilon-Acetyl-L-lysine is a derivative of the amino acid lysine.

同义名列表

4 个代谢物同义名

N(6)-acetyl-L-lysine; N6-acetyl-L-lysine; Nepsilon-Acetyl-L-lysine; N6-Acetyl-L-lysine



数据库引用编号

21 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

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代谢反应

0 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(0)

PharmGKB(0)

1 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 BRD2, BRPF1, EP300, HDAC6, HDAC8, HDAC9, RELA, SIRT1, SIRT2
Nucleus 19 ATAD2, BRD2, BRD3, BRD4, BRD9, BRDT, BRPF1, EP300, HDAC6, HDAC8, HDAC9, KAT7, MLLT3, PHF1, RELA, SIRT1, SIRT2, SIRT3, TAF1
cytosol 9 BRPF1, EP300, HDAC6, KAT7, MLLT3, PHF1, RELA, SIRT1, SIRT2
dendrite 1 HDAC6
centrosome 3 HDAC6, PHF1, SIRT2
nucleoplasm 17 ATAD2, ATP2B1, BRD2, BRD4, BRD9, BRPF1, EP300, HDAC6, HDAC8, HDAC9, KAT7, MLLT3, PHF1, RELA, SIRT1, SIRT3, TAF1
Cell membrane 1 ATP2B1
Cell projection, axon 1 HDAC6
Cell projection, growth cone 1 SIRT2
Multi-pass membrane protein 1 ATP2B1
Synapse 1 ATP2B1
glutamatergic synapse 2 ATP2B1, RELA
growth cone 1 SIRT2
presynaptic membrane 1 ATP2B1
Cytoplasm, cytosol 1 KAT7
plasma membrane 3 ATP2B1, BRPF1, SIRT2
synaptic vesicle membrane 1 ATP2B1
Membrane 1 ATP2B1
axon 1 HDAC6
basolateral plasma membrane 1 ATP2B1
caveola 1 HDAC6
extracellular exosome 3 ATAD2, ATP2B1, MLLT3
perinuclear region of cytoplasm 2 HDAC6, SIRT2
mitochondrion 3 SIRT1, SIRT2, SIRT3
protein-containing complex 1 SIRT3
intracellular membrane-bounded organelle 1 ATP2B1
chromatin silencing complex 2 SIRT1, SIRT2
Mitochondrion matrix 1 SIRT3
mitochondrial matrix 1 SIRT3
transcription regulator complex 4 EP300, HDAC9, RELA, TAF1
Cell projection, cilium 1 HDAC6
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 HDAC6, SIRT2
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
multivesicular body 1 HDAC6
perikaryon 2 HDAC6, SIRT2
nucleolus 2 SIRT1, SIRT2
axon cytoplasm 1 HDAC6
midbody 1 SIRT2
Cytoplasm, perinuclear region 1 SIRT2
heterochromatin 2 SIRT1, SIRT2
Cytoplasm, cytoskeleton 2 HDAC6, SIRT2
Cytoplasm, cytoskeleton, spindle 1 SIRT2
microtubule 2 HDAC6, SIRT2
spindle 1 SIRT2
Nucleus, PML body 1 SIRT1
PML body 1 SIRT1
lateral plasma membrane 1 ATP2B1
nuclear speck 1 BRD2
nuclear inner membrane 1 SIRT1
ciliary basal body 1 HDAC6
chromatin 8 BRD2, BRD3, BRD9, EP300, KAT7, RELA, SIRT1, TAF1
cell leading edge 1 HDAC6
microtubule associated complex 1 HDAC6
cell projection 2 ATP2B1, SIRT2
mitotic spindle 1 SIRT2
Chromosome 9 BRD2, BRD3, BRD4, BRPF1, EP300, HDAC8, KAT7, MLLT3, SIRT2
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome, centriole 1 SIRT2
Cytoplasm, cytoskeleton, cilium basal body 1 HDAC6
centriole 1 SIRT2
[Isoform 5]: Cytoplasm 1 SIRT2
chromosome, telomeric region 1 SIRT2
nuclear chromosome 1 HDAC8
Basolateral cell membrane 1 ATP2B1
site of double-strand break 1 PHF1
fibrillar center 1 SIRT1
nuclear envelope 1 SIRT1
Chromosome, centromere 1 KAT7
Cell projection, dendrite 1 HDAC6
euchromatin 1 SIRT1
Presynaptic cell membrane 1 ATP2B1
myelin sheath 1 SIRT2
[Isoform 1]: Cytoplasm 1 SIRT2
histone methyltransferase complex 1 HDAC9
MLL1 complex 1 TAF1
transcription factor TFIID complex 1 TAF1
histone deacetylase complex 3 HDAC6, HDAC8, HDAC9
transcription elongation factor complex 1 MLLT3
paranode region of axon 1 SIRT2
Schmidt-Lanterman incisure 1 SIRT2
SWI/SNF complex 1 BRD9
immunological synapse 1 ATP2B1
aggresome 1 HDAC6
condensed nuclear chromosome 1 BRD4
chromosome, centromeric region 1 KAT7
[Isoform 2]: Cytoplasm 1 SIRT2
meiotic spindle 1 SIRT2
paranodal junction 1 SIRT2
histone acetyltransferase complex 3 BRPF1, EP300, KAT7
protein-DNA complex 1 EP300
eNoSc complex 1 SIRT1
rDNA heterochromatin 1 SIRT1
[Isoform B]: Chromosome 1 BRD4
site of DNA damage 1 KAT7
GBAF complex 1 BRD9
histone H3-K14 acetyltransferase complex 1 KAT7
MOZ/MORF histone acetyltransferase complex 1 BRPF1
glial cell projection 1 SIRT2
inclusion body 1 HDAC6
photoreceptor ribbon synapse 1 ATP2B1
juxtaparanode region of axon 1 SIRT2
NF-kappaB p50/p65 complex 1 RELA
NF-kappaB complex 1 RELA
Myelin membrane 1 SIRT2
lateral loop 1 SIRT2
[SirtT1 75 kDa fragment]: Cytoplasm 1 SIRT1


文献列表

  • Arne Gessner, Maren Mieth, Daniel Auge, Anja Chafai, Fabian Müller, Martin F Fromm, Renke Maas. Establishment of reference values for the lysine acetylation marker Nɛ-acetyllysine in small volume human plasma samples by a multi-target LC-MS/MS method. Amino acids. 2019 Sep; 51(9):1259-1271. doi: 10.1007/s00726-019-02765-8. [PMID: 31388851]
  • Dana M Freund, Jessica E Prenni, Norman P Curthoys. Proteomic profiling of the mitochondrial inner membrane of rat renal proximal convoluted tubules. Proteomics. 2013 Aug; 13(16):2495-9. doi: 10.1002/pmic.201200558. [PMID: 23780708]
  • Christian Henning, Mareen Smuda, Matthias Girndt, Christof Ulrich, Marcus A Glomb. Molecular basis of maillard amide-advanced glycation end product (AGE) formation in vivo. The Journal of biological chemistry. 2011 Dec; 286(52):44350-6. doi: 10.1074/jbc.m111.282442. [PMID: 22069309]
  • Takahito Mukai, Takatsugu Kobayashi, Nobumasa Hino, Tatsuo Yanagisawa, Kensaku Sakamoto, Shigeyuki Yokoyama. Adding l-lysine derivatives to the genetic code of mammalian cells with engineered pyrrolysyl-tRNA synthetases. Biochemical and biophysical research communications. 2008 Jul; 371(4):818-22. doi: 10.1016/j.bbrc.2008.04.164. [PMID: 18471995]
  • Yasuhiko Komatsu, Yoshinori Yukutake, Minoru Yoshida. Four different clones of mouse anti-acetyllysine monoclonal antibodies having different recognition properties share a common immunoglobulin framework structure. Journal of immunological methods. 2003 Jan; 272(1-2):161-75. doi: 10.1016/s0022-1759(02)00500-8. [PMID: 12505721]
  • S L Hazen, A d'Avignon, M M Anderson, F F Hsu, J W Heinecke. Human neutrophils employ the myeloperoxidase-hydrogen peroxide-chloride system to oxidize alpha-amino acids to a family of reactive aldehydes. Mechanistic studies identifying labile intermediates along the reaction pathway. The Journal of biological chemistry. 1998 Feb; 273(9):4997-5005. doi: 10.1074/jbc.273.9.4997. [PMID: 9478947]
  • S L Hazen, J P Gaut, F F Hsu, J R Crowley, A d'Avignon, J W Heinecke. p-Hydroxyphenylacetaldehyde, the major product of L-tyrosine oxidation by the myeloperoxidase-H2O2-chloride system of phagocytes, covalently modifies epsilon-amino groups of protein lysine residues. The Journal of biological chemistry. 1997 Jul; 272(27):16990-8. doi: 10.1074/jbc.272.27.16990. [PMID: 9202012]
  • V D Trivedi. On the role of lysine residues in the bromophenol blue-albumin interaction. The Italian journal of biochemistry. 1997 Jun; 46(2):67-73. doi: NULL. [PMID: 9303049]
  • J A Cohn, L Tsai, B Friguet, L I Szweda. Chemical characterization of a protein-4-hydroxy-2-nonenal cross-link: immunochemical detection in mitochondria exposed to oxidative stress. Archives of biochemistry and biophysics. 1996 Apr; 328(1):158-64. doi: 10.1006/abbi.1996.0156. [PMID: 8638925]
  • J Rajantie, O Simell, J Perheentupa. Oral administration of epsilon N-acetyllysine and homocitrulline in lysinuric protein intolerance. The Journal of pediatrics. 1983 Mar; 102(3):388-90. doi: 10.1016/s0022-3476(83)80654-4. [PMID: 6402575]
  • M C Dyroff, R A Neal. Studies of the mechanism of metabolism of thioacetamide s-oxide by rat liver microsomes. Molecular pharmacology. 1983 Jan; 23(1):219-27. doi: NULL. [PMID: 6408387]
  • M F Hernandez, Y F Chang. In vitro synthesis of L-pipecolate from L-lysine: inconsistent with epsilon-N-acetyl-L-lysine as an obligatory intermediate. Biochemical and biophysical research communications. 1980 Apr; 93(3):762-9. doi: 10.1016/0006-291x(80)91142-0. [PMID: 6770855]