1,N(2)-Propanodeoxyguanosine (BioDeep_00000842658)
代谢物信息卡片
1,N(2)-Propanodeoxyguanosine
化学式: C13H17N5O4 (307.128)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1CNC2=NC3=C(C(=O)N2C1)N=CN3C4CC(C(O4)CO)O
InChI: InChI=1S/C13H17N5O4/c19-5-8-7(20)4-9(22-8)18-6-15-10-11(18)16-13-14-2-1-3-17(13)12(10)21/h6-9,19-20H,1-5H2,(H,14,16)/t7-,8+,9+/m0/s1
相关代谢途径
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代谢反应
0 个相关的代谢反应过程信息。
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INOH(0)
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0 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 |
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文献列表
- Ning Zhang, Yuanyuan Song, Weibing Zhang, Hailin Wang. Detection of 1,N(2)-propano-2'-deoxyguanosine in human urine by stable isotope dilution UHPLC-MS/MS analysis.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2016 Jun; 1023-1024(?):68-71. doi:
10.1016/j.jchromb.2016.04.029. [PMID: 27158096] - Fung-Lung Chung, Mona Y Wu, Ahmed Basudan, Marcin Dyba, Raghu G Nath. Regioselective formation of acrolein-derived cyclic 1,N(2)-propanodeoxyguanosine adducts mediated by amino acids, proteins, and cell lysates.
Chemical research in toxicology.
2012 Sep; 25(9):1921-8. doi:
10.1021/tx3002252. [PMID: 22853434] - Hauh-Jyun Candy Chen, Wen-Peng Lin. Quantitative analysis of multiple exocyclic DNA adducts in human salivary DNA by stable isotope dilution nanoflow liquid chromatography-nanospray ionization tandem mass spectrometry.
Analytical chemistry.
2011 Nov; 83(22):8543-51. doi:
10.1021/ac201874d. [PMID: 21958347] - Hauh-Jyun Candy Chen. Analysis of DNA adducts in human samples: acrolein-derived exocyclic DNA adducts as an example.
Molecular nutrition & food research.
2011 Sep; 55(9):1391-400. doi:
10.1002/mnfr.201100185. [PMID: 21796778] - Camila Carrião M Garcia, José Pedro F Angeli, Florêncio P Freitas, Osmar F Gomes, Tiago F de Oliveira, Ana Paula M Loureiro, Paolo Di Mascio, Marisa H G Medeiros. [13C2]-Acetaldehyde promotes unequivocal formation of 1,N2-propano-2'-deoxyguanosine in human cells.
Journal of the American Chemical Society.
2011 Jun; 133(24):9140-3. doi:
10.1021/ja2004686. [PMID: 21604744] - Alejandro Canales-Aguirre, Eduardo Padilla-Camberos, Ulises Gómez-Pinedo, Hugo Salado-Ponce, Alfredo Feria-Velasco, Ruth De Celis. Genotoxic effect of chronic exposure to DDT on lymphocytes, oral mucosa and breast cells of female rats.
International journal of environmental research and public health.
2011 02; 8(2):540-53. doi:
10.3390/ijerph8020540. [PMID: 21556202] - Siyi Zhang, Silvia Balbo, Mingyao Wang, Stephen S Hecht. Analysis of acrolein-derived 1,N2-propanodeoxyguanosine adducts in human leukocyte DNA from smokers and nonsmokers.
Chemical research in toxicology.
2011 Jan; 24(1):119-24. doi:
10.1021/tx100321y. [PMID: 21090699] - Raghu G Nath, Mona Y Wu, Armaghan Emami, Fung-Lung Chung. Effects of epigallocatechin gallate, L-ascorbic acid, alpha-tocopherol, and dihydrolipoic acid on the formation of deoxyguanosine adducts derived from lipid peroxidation.
Nutrition and cancer.
2010; 62(5):622-9. doi:
10.1080/01635580903532424. [PMID: 20574923] - Hauh-Jyun Candy Chen, Wen-Peng Lin. Simultaneous quantification of 1,N2-propano-2'-deoxyguanosine adducts derived from acrolein and crotonaldehyde in human placenta and leukocytes by isotope dilution nanoflow LC nanospray ionization tandem mass spectrometry.
Analytical chemistry.
2009 Dec; 81(23):9812-8. doi:
10.1021/ac9019472. [PMID: 19899782] - Jishen Pan, Jessica Keffer, Armaghan Emami, Xiaoyue Ma, Renny Lan, Radoslav Goldman, Fung-Lung Chung. Acrolein-derived DNA adduct formation in human colon cancer cells: its role in apoptosis induction by docosahexaenoic acid.
Chemical research in toxicology.
2009 May; 22(5):798-806. doi:
10.1021/tx800355k. [PMID: 19341237] - Erwin Eder, Matthias Wacker, Paul Wanek. Lipid peroxidation-related 1,N2-propanodeoxyguanosine-DNA adducts induced by endogenously formed 4-hydroxy-2-nonenal in organs of female rats fed diets supplemented with sunflower, rapeseed, olive or coconut oil.
Mutation research.
2008 Jul; 654(2):101-7. doi:
10.1016/j.mrgentox.2008.04.010. [PMID: 18602860] - Urmila Nair, Helmut Bartsch, Jagadeesan Nair. Lipid peroxidation-induced DNA damage in cancer-prone inflammatory diseases: a review of published adduct types and levels in humans.
Free radical biology & medicine.
2007 Oct; 43(8):1109-20. doi:
10.1016/j.freeradbiomed.2007.07.012. [PMID: 17854706] - Steven G Carmella, Menglan Chen, Yan Zhang, Siyi Zhang, Dorothy K Hatsukami, Stephen S Hecht. Quantitation of acrolein-derived (3-hydroxypropyl)mercapturic acid in human urine by liquid chromatography-atmospheric pressure chemical ionization tandem mass spectrometry: effects of cigarette smoking.
Chemical research in toxicology.
2007 Jul; 20(7):986-90. doi:
10.1021/tx700075y. [PMID: 17559234] - Matthew D Stout, Yo-Chan Jeong, Gunnar Boysen, Yutai Li, Ramiah Sangaiah, Louise M Ball, Avram Gold, James A Swenberg. LC/MS/MS method for the quantitation of trans-2-hexenal-derived exocyclic 1,N(2)-propanodeoxyguanosine in DNA.
Chemical research in toxicology.
2006 Apr; 19(4):563-70. doi:
10.1021/tx050346t. [PMID: 16608168] - Thierry Douki, Francette Odin, Sylvain Caillat, Alain Favier, Jean Cadet. Predominance of the 1,N2-propano 2'-deoxyguanosine adduct among 4-hydroxy-2-nonenal-induced DNA lesions.
Free radical biology & medicine.
2004 Jul; 37(1):62-70. doi:
10.1016/j.freeradbiomed.2004.04.013. [PMID: 15183195] - In-Young Yang, Grace Chan, Holly Miller, Yanhe Huang, Maria Cecilia Torres, Francis Johnson, Masaaki Moriya. Mutagenesis by acrolein-derived propanodeoxyguanosine adducts in human cells.
Biochemistry.
2002 Nov; 41(46):13826-32. doi:
10.1021/bi0264723. [PMID: 12427046] - Matthias Wacker, Paul Wanek, Erwin Eder, Silke Hylla, Andrea Gostner, Wolfgang Scheppach. Effect of enzyme-resistant starch on formation of 1,N(2)-propanodeoxyguanosine adducts of trans-4-hydroxy-2-nonenal and cell proliferation in the colonic mucosa of healthy volunteers.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
2002 Sep; 11(9):915-20. doi:
". [PMID: 12223438] - M E Götz, M Wacker, C Luckhaus, P Wanek, T Tatschner, K Jellinger, F Leblhuber, G Ransmayr, P Riederer, E Eder. Unaltered brain levels of 1,N2-propanodeoxyguanosine adducts of trans-4-hydroxy-2-nonenal in Alzheimer's disease.
Neuroscience letters.
2002 May; 324(1):49-52. doi:
10.1016/s0304-3940(02)00163-5. [PMID: 11983292] - Jishen Pan, Fung-Lung Chung. Formation of cyclic deoxyguanosine adducts from omega-3 and omega-6 polyunsaturated fatty acids under oxidative conditions.
Chemical research in toxicology.
2002 Mar; 15(3):367-72. doi:
10.1021/tx010136q. [PMID: 11896684] - M Wacker, P Wanek, E Eder. Detection of 1,N2-propanodeoxyguanosine adducts of trans-4-hydroxy-2-nonenal after gavage of trans-4-hydroxy-2-nonenal or induction of lipid peroxidation with carbon tetrachloride in F344 rats.
Chemico-biological interactions.
2001 Sep; 137(3):269-83. doi:
10.1016/s0009-2797(01)00259-9. [PMID: 11566294] - M Wacker, D Schuler, P Wanek, E Eder. Development of a (32)P-postlabeling method for the detection of 1,N(2)-propanodeoxyguanosine adducts of trans-4-hydroxy-2-nonenal in vivo.
Chemical research in toxicology.
2000 Nov; 13(11):1165-73. doi:
10.1021/tx000058r. [PMID: 11087439] - F L Chung, R G Nath, M Nagao, A Nishikawa, G D Zhou, K Randerath. Endogenous formation and significance of 1,N2-propanodeoxyguanosine adducts.
Mutation research.
1999 Mar; 424(1-2):71-81. doi:
10.1016/s0027-5107(99)00009-3. [PMID: 10064851] - F L Chung, L Zhang, J E Ocando, R G Nath. Role of 1,N2-propanodeoxyguanosine adducts as endogenous DNA lesions in rodents and humans.
IARC scientific publications.
1999; ?(150):45-54. doi:
. [PMID: 10626207] - P Yi, X Sun, D R Doerge, P P Fu. An improved 32P-postlabeling/high-performance liquid chromatography method for the analysis of the malondialdehye-derived 1, N2-propanodeoxyguanosine DNA adduct in animal and human tissues.
Chemical research in toxicology.
1998 Sep; 11(9):1032-41. doi:
10.1021/tx9800497. [PMID: 9760277] - R G Nath, J E Ocando, J B Guttenplan, F L Chung. 1,N2-propanodeoxyguanosine adducts: potential new biomarkers of smoking-induced DNA damage in human oral tissue.
Cancer research.
1998 Feb; 58(4):581-4. doi:
". [PMID: 9485001] - M F Hashim, N Schnetz-Boutaud, L J Marnett. Replication of template-primers containing propanodeoxyguanosine by DNA polymerase beta. Induction of base pair substitution and frameshift mutations by template slippage and deoxynucleoside triphosphate stabilization.
The Journal of biological chemistry.
1997 Aug; 272(32):20205-12. doi:
10.1074/jbc.272.32.20205. [PMID: 9242698] - R G Nath, J E Ocando, F L Chung. Detection of 1, N2-propanodeoxyguanosine adducts as potential endogenous DNA lesions in rodent and human tissues.
Cancer research.
1996 Feb; 56(3):452-6. doi:
NULL. [PMID: 8564951] - R G Nath, F L Chung. Detection of exocyclic 1,N2-propanodeoxyguanosine adducts as common DNA lesions in rodents and humans.
Proceedings of the National Academy of Sciences of the United States of America.
1994 Aug; 91(16):7491-5. doi:
10.1073/pnas.91.16.7491. [PMID: 8052609] - T Douki, B N Ames. An HPLC-EC assay for 1,N2-propano adducts of 2'-deoxyguanosine with 4-hydroxynonenal and other alpha,beta-unsaturated aldehydes.
Chemical research in toxicology.
1994 Jul; 7(4):511-8. doi:
10.1021/tx00040a006. [PMID: 7981415]
