glycolaldehyde (BioDeep_00001868068)

Main id: BioDeep_00000003907

 

PANOMIX_OTCML-2023


代谢物信息卡片


glycolaldehyde

化学式: C2H4O2 (60.0211)
中文名称: 羟乙醛, 乙醇醛
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(=O)CO
InChI: InChI=1S/C2H4O2/c3-1-2-4/h1,4H,2H2

描述信息

The glycolaldehyde derived from ethylene glycol. The parent of the class of glycolaldehydes.

同义名列表

3 个代谢物同义名

glycolaldehyde; Glycolaldehyde; Glycolaldehyde



数据库引用编号

13 个数据库交叉引用编号

分类词条

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。

亚细胞结构定位 关联基因列表
Cytoplasm 10 AKR1B1, ALB, CAT, CD36, G6PD, GAPDH, GLO1, KHK, TLR4, VEGFA
Peripheral membrane protein 1 G6PD
Endosome membrane 2 CD14, TLR4
Endoplasmic reticulum membrane 1 TKT
Nucleus 4 ALB, GAPDH, MPO, VEGFA
cytosol 10 AKR1A1, AKR1B1, ALB, APOA1, CAT, G6PD, GAPDH, GLO1, KHK, TKT
nuclear body 1 TKT
phagocytic vesicle 1 CD36
centrosome 1 ALB
nucleoplasm 4 AKR1B1, GLO1, MPO, TKT
Cell membrane 5 CD14, CD36, TKT, TLR4, TNF
Multi-pass membrane protein 1 CD36
Synapse 1 AKR1A1
cell surface 4 CD36, TLR4, TNF, VEGFA
Golgi apparatus 4 ALB, CD14, CD36, VEGFA
Golgi membrane 1 INS
neuronal cell body 1 TNF
Cytoplasm, cytosol 3 AKR1A1, G6PD, GAPDH
Lysosome 1 MPO
plasma membrane 10 APOA1, CD14, CD36, GAPDH, GLO1, IFNLR1, MSR1, TKT, TLR4, TNF
Membrane 8 CAT, CD36, G6PD, GAPDH, IFNLR1, MSR1, TLR4, VEGFA
apical plasma membrane 3 AKR1A1, CD36, TKT
caveola 1 CD36
extracellular exosome 13 AKR1A1, AKR1B1, ALB, APOA1, CAT, CD14, G6PD, GAPDH, GLO1, KHK, LYZ, MPO, TKT
endoplasmic reticulum 2 ALB, VEGFA
extracellular space 11 AKR1A1, AKR1B1, ALB, APOA1, CD14, CD36, INS, LYZ, MPO, TNF, VEGFA
perinuclear region of cytoplasm 2 GAPDH, TLR4
adherens junction 1 VEGFA
mitochondrion 2 AKR1B1, CAT
protein-containing complex 2 ALB, CAT
intracellular membrane-bounded organelle 4 CAT, G6PD, GAPDH, MPO
Single-pass type I membrane protein 3 IFNLR1, TKT, TLR4
Secreted 5 ALB, APOA1, CD14, INS, VEGFA
extracellular region 9 ALB, APOA1, CAT, CD14, INS, LYZ, MPO, TNF, VEGFA
cytoplasmic side of plasma membrane 1 G6PD
mitochondrial matrix 1 CAT
anchoring junction 1 ALB
centriolar satellite 1 G6PD
nuclear membrane 1 GAPDH
external side of plasma membrane 4 CD14, CD36, TLR4, TNF
Extracellular vesicle 1 APOA1
Secreted, extracellular space, extracellular matrix 1 VEGFA
chylomicron 1 APOA1
high-density lipoprotein particle 1 APOA1
low-density lipoprotein particle 2 APOA1, MSR1
very-low-density lipoprotein particle 1 APOA1
actin cytoskeleton 1 TKT
cytoplasmic vesicle 1 APOA1
microtubule cytoskeleton 1 GAPDH
Early endosome 2 APOA1, TLR4
recycling endosome 1 TNF
Single-pass type II membrane protein 2 MSR1, TNF
vesicle 2 GAPDH, TKT
Apical cell membrane 2 AKR1A1, CD36
Cytoplasm, perinuclear region 1 GAPDH
Membrane raft 3 CD14, CD36, TNF
Cytoplasm, cytoskeleton 1 GAPDH
focal adhesion 2 CAT, TKT
extracellular matrix 1 VEGFA
Peroxisome 2 CAT, TKT
collagen trimer 2 CD36, MSR1
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 APOA1
secretory granule 2 MPO, VEGFA
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 3 CD36, TKT, TLR4
ciliary basal body 1 ALB
phagocytic cup 2 TLR4, TNF
cell periphery 1 CD36
cytoskeleton 1 GAPDH
centriole 1 ALB
brush border membrane 1 CD36
spindle pole 1 ALB
blood microparticle 2 ALB, APOA1
Lipid-anchor, GPI-anchor 1 CD14
endosome lumen 1 INS
Lipid droplet 1 GAPDH
specific granule membrane 1 CD36
side of membrane 1 CD14
azurophil granule 1 MPO
lipopolysaccharide receptor complex 2 CD14, TLR4
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 3 APOA1, CAT, INS
secretory granule membrane 1 CD14
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 ALB, APOA1, INS
platelet alpha granule lumen 2 ALB, VEGFA
specific granule lumen 1 LYZ
tertiary granule lumen 1 LYZ
endocytic vesicle membrane 2 CD36, MSR1
endocytic vesicle 1 APOA1
transport vesicle 1 INS
azurophil granule lumen 2 LYZ, MPO
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
phagocytic vesicle lumen 1 MPO
ribonucleoprotein complex 1 GAPDH
GAIT complex 1 GAPDH
platelet alpha granule membrane 1 CD36
spherical high-density lipoprotein particle 1 APOA1
endocytic vesicle lumen 1 APOA1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
[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
ciliary transition fiber 1 ALB
interleukin-28 receptor complex 1 IFNLR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Jun Yoshitake, Takahiro Shibata, Miho Chikazawa, Koji Uchida. Autoxidation of ascorbate mediates lysine N-pyrrolation. Free radical research. 2023 Feb; ?(?):1-11. doi: 10.1080/10715762.2023.2174865. [PMID: 36725333]
  • Sibren Haesen, Ümare Cöl, Wouter Schurgers, Lize Evens, Maxim Verboven, Ronald B Driesen, Annelies Bronckaers, Ivo Lambrichts, Dorien Deluyker, Virginie Bito. Glycolaldehyde-modified proteins cause adverse functional and structural aortic remodeling leading to cardiac pressure overload. Scientific reports. 2020 07; 10(1):12220. doi: 10.1038/s41598-020-68974-4. [PMID: 32699285]
  • Ligia Shimabukuro Okuda, Rodrigo Tallada Iborra, Paula Ramos Pinto, Ubiratan Fabres Machado, Maria Lucia Corrêa-Giannella, Russell Pickford, Tom Woods, Margaret Anne Brimble, Kerry-Anne Rye, Marisa Passarelli. Advanced Glycated apoA-IV Loses Its Ability to Prevent the LPS-Induced Reduction in Cholesterol Efflux-Related Gene Expression in Macrophages. Mediators of inflammation. 2020; 2020(?):6515401. doi: 10.1155/2020/6515401. [PMID: 32410861]
  • Lahiru N Jayakody, Timothy Lee Turner, Eun Ju Yun, In Iok Kong, Jing-Jing Liu, Yong-Su Jin. Expression of Gre2p improves tolerance of engineered xylose-fermenting Saccharomyces cerevisiae to glycolaldehyde under xylose metabolism. Applied microbiology and biotechnology. 2018 Sep; 102(18):8121-8133. doi: 10.1007/s00253-018-9216-x. [PMID: 30027490]
  • Joan Domingo-Espín, Oktawia Nilsson, Katja Bernfur, Rita Del Giudice, Jens O Lagerstedt. Site-specific glycations of apolipoprotein A-I lead to differentiated functional effects on lipid-binding and on glucose metabolism. Biochimica et biophysica acta. Molecular basis of disease. 2018 09; 1864(9 Pt B):2822-2834. doi: 10.1016/j.bbadis.2018.05.014. [PMID: 29802959]
  • Tagnon D Missihoun, Simeon O Kotchoni. Aldehyde dehydrogenases and the hypothesis of a glycolaldehyde shunt pathway of photorespiration. Plant signaling & behavior. 2018 03; 13(3):e1449544. doi: 10.1080/15592324.2018.1449544. [PMID: 29521550]
  • Alexander Klaus, Tim Baldensperger, Roman Fiedler, Matthias Girndt, Marcus A Glomb. Influence of Transketolase-Catalyzed Reactions on the Formation of Glycolaldehyde and Glyoxal Specific Posttranslational Modifications under Physiological Conditions. Journal of agricultural and food chemistry. 2018 Feb; 66(6):1498-1508. doi: 10.1021/acs.jafc.7b05472. [PMID: 29400466]
  • Alexander Klaus, Thorsten Pfirrmann, Marcus A Glomb. Transketolase A from E. coli Significantly Suppresses Protein Glycation by Glycolaldehyde and Glyoxal in Vitro. Journal of agricultural and food chemistry. 2017 Sep; 65(37):8196-8202. doi: 10.1021/acs.jafc.7b03183. [PMID: 28880548]
  • Björn Gustafsson, Ulf Hedin, Kenneth Caidahl. Glycolaldehyde and maleyl conjugated human serum albumin as potential macrophage-targeting carriers for molecular imaging purposes. Contrast media & molecular imaging. 2015 Jan; 10(1):37-42. doi: 10.1002/cmmi.1598. [PMID: 24753457]
  • Ross Hill, Milán Szabó, Ateeq ur Rehman, Imre Vass, Peter J Ralph, Anthony W D Larkum. Inhibition of photosynthetic CO₂ fixation in the coral Pocillopora damicornis and its relationship to thermal bleaching. The Journal of experimental biology. 2014 Jun; 217(Pt 12):2150-62. doi: 10.1242/jeb.100578. [PMID: 24675559]
  • Ji-Young Lee, Jun-Gu Oh, Jin Sook Kim, Kwang-Won Lee. Effects of chebulic acid on advanced glycation endproducts-induced collagen cross-links. Biological & pharmaceutical bulletin. 2014; 37(7):1162-7. doi: 10.1248/bpb.b14-00034. [PMID: 24759763]
  • Yuichi Miki, Hikaru Dambara, Yoshihiro Tachibana, Kazuya Hirano, Mio Konishi, Masatoshi Beppu. Macrophage recognition of toxic advanced glycosylation end products through the macrophage surface-receptor nucleolin. Biological & pharmaceutical bulletin. 2014; 37(4):588-96. doi: 10.1248/bpb.b13-00818. [PMID: 24818254]
  • Ya-Jie Xu, Min Qiang, Jin-Ling Zhang, Ying Liu, Rong-Qiao He. Reactive carbonyl compounds (RCCs) cause aggregation and dysfunction of fibrinogen. Protein & cell. 2012 Aug; 3(8):627-40. doi: 10.1007/s13238-012-2057-y. [PMID: 22836718]
  • Jieni Lian, Manuel Garcia-Perez, Ralph Coates, Hongwei Wu, Shulin Chen. Yeast fermentation of carboxylic acids obtained from pyrolytic aqueous phases for lipid production. Bioresource technology. 2012 Aug; 118(?):177-86. doi: 10.1016/j.biortech.2012.05.010. [PMID: 22705522]
  • Raphael de Souza Pinto, Gabriela Castilho, Bruno Alves Paim, Adriana Machado-Lima, Natalia M Inada, Edna Regina Nakandakare, Aníbal Eugênio Vercesi, Marisa Passarelli. Inhibition of macrophage oxidative stress prevents the reduction of ABCA-1 transporter induced by advanced glycated albumin. Lipids. 2012 May; 47(5):443-50. doi: 10.1007/s11745-011-3647-9. [PMID: 22271422]
  • Teruo Miyazawa, Kiyotaka Nakagawa, Satoko Shimasaki, Ryoji Nagai. Lipid glycation and protein glycation in diabetes and atherosclerosis. Amino acids. 2012 Apr; 42(4):1163-70. doi: 10.1007/s00726-010-0772-3. [PMID: 20957396]
  • Cheul Ho Park, Jae Woo Kim. Effect of advanced glycation end products on oxidative stress and senescence of trabecular meshwork cells. Korean journal of ophthalmology : KJO. 2012 Apr; 26(2):123-31. doi: 10.3341/kjo.2012.26.2.123. [PMID: 22511839]
  • Mokhtar Guerfel, Mohamed Ben Mansour, Youssef Ouni, Flamini Guido, Dalenda Boujnah, Mokhtar Zarrouk. Triacylglycerols composition and volatile compounds of virgin olive oil from Chemlali cultivar: comparison among different planting densities. TheScientificWorldJournal. 2012; 2012(?):354019. doi: 10.1100/2012/354019. [PMID: 22629139]
  • Venugopal Mendu, Anne E Harman-Ware, Mark Crocker, Jungho Jae, Jozsef Stork, Samuel Morton, Andrew Placido, George Huber, Seth Debolt. Identification and thermochemical analysis of high-lignin feedstocks for biofuel and biochemical production. Biotechnology for biofuels. 2011 Oct; 4(?):43. doi: 10.1186/1754-6834-4-43. [PMID: 22018114]
  • Rodrigo T Iborra, Adriana Machado-Lima, Gabriela Castilho, Valeria S Nunes, Dulcinéia S P Abdalla, Edna R Nakandakare, Marisa Passarelli. Advanced glycation in macrophages induces intracellular accumulation of 7-ketocholesterol and total sterols by decreasing the expression of ABCA-1 and ABCG-1. Lipids in health and disease. 2011 Sep; 10(?):172. doi: 10.1186/1476-511x-10-172. [PMID: 21957962]
  • P Kämpfer, P D Rekha, P Schumann, A B Arun, Chiu-Chung Young, Wen-Ming Chen, K R Sridhar. Microbacterium arthrosphaerae sp. nov., isolated from the faeces of the pill millipede Arthrosphaera magna Attems. International journal of systematic and evolutionary microbiology. 2011 Jun; 61(Pt 6):1334-1337. doi: 10.1099/ijs.0.026401-0. [PMID: 20656817]
  • Stephanie L MacAllister, Joanna Choi, Liana Dedina, Peter J O'Brien. Metabolic mechanisms of methanol/formaldehyde in isolated rat hepatocytes: carbonyl-metabolizing enzymes versus oxidative stress. Chemico-biological interactions. 2011 May; 191(1-3):308-14. doi: 10.1016/j.cbi.2011.01.017. [PMID: 21276436]
  • Qing-Yi Xie, Cheng Wang, Rong Wang, Zhi Qu, Hai-Peng Lin, Michael Goodfellow, Kui Hong. Jishengella endophytica gen. nov., sp. nov., a new member of the family Micromonosporaceae. International journal of systematic and evolutionary microbiology. 2011 May; 61(Pt 5):1153-1159. doi: 10.1099/ijs.0.025288-0. [PMID: 20543149]
  • Rodrigo Lorenzi, Michael Everton Andrades, Rafael Calixto Bortolin, Ryoji Nagai, Felipe Dal-Pizzol, José Cláudio Fonseca Moreira. Oxidative damage in the liver of rats treated with glycolaldehyde. International journal of toxicology. 2011 Mar; 30(2):253-8. doi: 10.1177/1091581810395630. [PMID: 21378371]
  • Fatemeh Moheimani, Joanne T M Tan, Bronwyn E Brown, Alison K Heather, David M van Reyk, Michael J Davies. Effect of exposure of human monocyte-derived macrophages to high, versus normal, glucose on subsequent lipid accumulation from glycated and acetylated low-density lipoproteins. Experimental diabetes research. 2011; 2011(?):851280. doi: 10.1155/2011/851280. [PMID: 21904540]
  • Laura R Jarboe. YqhD: a broad-substrate range aldehyde reductase with various applications in production of biorenewable fuels and chemicals. Applied microbiology and biotechnology. 2011 Jan; 89(2):249-57. doi: 10.1007/s00253-010-2912-9. [PMID: 20924577]
  • Rodrigo Lorenzi, Michael Everton Andrades, Rafael Calixto Bortolin, Ryoji Nagai, Felipe Dal-Pizzol, José Cláudio Fonseca Moreira. Glycolaldehyde induces oxidative stress in the heart: a clue to diabetic cardiomyopathy?. Cardiovascular toxicology. 2010 Dec; 10(4):244-9. doi: 10.1007/s12012-010-9083-x. [PMID: 20632216]
  • Yuki Inahashi, Atsuko Matsumoto, Hirofumi Danbara, Satoshi Ōmura, Yōko Takahashi. Phytohabitans suffuscus gen. nov., sp. nov., an actinomycete of the family Micromonosporaceae isolated from plant roots. International journal of systematic and evolutionary microbiology. 2010 Nov; 60(Pt 11):2652-2658. doi: 10.1099/ijs.0.016477-0. [PMID: 20042750]
  • Qiang Dong, Kai Yang, Stephanie M Wong, Peter J O'Brien. Hepatocyte or serum albumin protein carbonylation by oxidized fructose metabolites: Glyceraldehyde or glycolaldehyde as endogenous toxins?. Chemico-biological interactions. 2010 Oct; 188(1):31-7. doi: 10.1016/j.cbi.2010.06.006. [PMID: 20561512]
  • Maybelle K Go, M Merced Malabanan, Tina L Amyes, John P Richard. Bovine serum albumin-catalyzed deprotonation of [1-(13)C]glycolaldehyde: protein reactivity toward deprotonation of the alpha-hydroxy alpha-carbonyl carbon. Biochemistry. 2010 Sep; 49(35):7704-8. doi: 10.1021/bi101118g. [PMID: 20687575]
  • Rodrigo Lorenzi, Michael Everton Andrades, Rafael Calixto Bortolin, Ryoji Nagai, Felipe Dal-Pizzol, José Cláudio Fonseca Moreira. Circulating glycolaldehyde induces oxidative damage in the kidney of rats. Diabetes research and clinical practice. 2010 Sep; 89(3):262-7. doi: 10.1016/j.diabres.2010.05.005. [PMID: 20605248]
  • Munusamy Madhaiyan, Selvaraj Poonguzhali, Jung-Sook Lee, Keun-Chul Lee, Venkatakrishnan Sivaraj Saravanan, Palani Santhanakrishnan. Microbacterium azadirachtae sp. nov., a plant-growth-promoting actinobacterium isolated from the rhizoplane of neem seedlings. International journal of systematic and evolutionary microbiology. 2010 Jul; 60(Pt 7):1687-1692. doi: 10.1099/ijs.0.015800-0. [PMID: 19734284]
  • Baohai Shao, Subramaniam Pennathur, Ioanna Pagani, Michael N Oda, Joseph L Witztum, John F Oram, Jay W Heinecke. Modifying apolipoprotein A-I by malondialdehyde, but not by an array of other reactive carbonyls, blocks cholesterol efflux by the ABCA1 pathway. The Journal of biological chemistry. 2010 Jun; 285(24):18473-84. doi: 10.1074/jbc.m110.118182. [PMID: 20378541]
  • Fatemeh Moheimani, Philip E Morgan, David M van Reyk, Michael J Davies. Deleterious effects of reactive aldehydes and glycated proteins on macrophage proteasomal function: possible links between diabetes and atherosclerosis. Biochimica et biophysica acta. 2010 Jun; 1802(6):561-71. doi: 10.1016/j.bbadis.2010.02.007. [PMID: 20176104]
  • Katsumi Mera, Kazuhiro Takeo, Miyoko Izumi, Toru Maruyama, Ryoji Nagai, Masaki Otagiri. Effect of reactive-aldehydes on the modification and dysfunction of human serum albumin. Journal of pharmaceutical sciences. 2010 Mar; 99(3):1614-25. doi: 10.1002/jps.21927. [PMID: 19760671]
  • Itay Gonda, Einat Bar, Vitaly Portnoy, Shery Lev, Joseph Burger, Arthur A Schaffer, Ya'akov Tadmor, Shimon Gepstein, James J Giovannoni, Nurit Katzir, Efraim Lewinsohn. Branched-chain and aromatic amino acid catabolism into aroma volatiles in Cucumis melo L. fruit. Journal of experimental botany. 2010 Feb; 61(4):1111-23. doi: 10.1093/jxb/erp390. [PMID: 20065117]
  • Zhiwei Yang, Gang Yang, Yuangang Zu, Yujie Fu, Lijun Zhou. Computer-based de novo designs of tripeptides as novel neuraminidase inhibitors. International journal of molecular sciences. 2010; 11(12):4932-51. doi: 10.3390/ijms11124932. [PMID: 21614183]
  • Kenneth McMartin. Are calcium oxalate crystals involved in the mechanism of acute renal failure in ethylene glycol poisoning?. Clinical toxicology (Philadelphia, Pa.). 2009 Nov; 47(9):859-69. doi: 10.3109/15563650903344793. [PMID: 19852621]
  • Sheng Qin, Jie Li, Yu-Qin Zhang, Wen-Yong Zhu, Guo-Zhen Zhao, Li-Hua Xu, Wen-Jun Li. Plantactinospora mayteni gen. nov., sp. nov., a member of the family Micromonosporaceae. International journal of systematic and evolutionary microbiology. 2009 Oct; 59(Pt 10):2527-33. doi: 10.1099/ijs.0.010793-0. [PMID: 19622648]
  • Jun'ichi Mano, Fumitaka Miyatake, Eiji Hiraoka, Masahiro Tamoi. Evaluation of the toxicity of stress-related aldehydes to photosynthesis in chloroplasts. Planta. 2009 Sep; 230(4):639-48. doi: 10.1007/s00425-009-0964-9. [PMID: 19578873]
  • M E Andrades, R Lorenzi, M Berger, J A Guimarães, J C F Moreira, F Dal-Pizzol. Glycolaldehyde induces fibrinogen post-translational modification, delay in clotting and resistance to enzymatic digestion. Chemico-biological interactions. 2009 Aug; 180(3):478-84. doi: 10.1016/j.cbi.2009.04.005. [PMID: 19397901]
  • Megumi Hirata, Tsutomu Yasukawa, Peter Wiedemann, Erika Kimura, Noriyuki Kunou, Wolfram Eichler, Ayae Takase, Rina Sato, Yuichiro Ogura. Fundus autofluorescence and fate of glycoxidized particles injected into subretinal space in rabbit age-related macular degeneration model. Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie. 2009 Jul; 247(7):929-37. doi: 10.1007/s00417-009-1070-1. [PMID: 19330346]
  • T Shcheglova, S P Makker, A Tramontano. Covalent binding antibodies suppress advanced glycation: on the innate tier of adaptive immunity. Acta naturae. 2009 Jul; 1(2):66-72. doi: 10.32607/20758251-2009-1-2-66-72. [PMID: 22649604]
  • Eva Kiss, Péter B Kós, Imre Vass. Transcriptional regulation of the bidirectional hydrogenase in the cyanobacterium Synechocystis 6803. Journal of biotechnology. 2009 Jun; 142(1):31-7. doi: 10.1016/j.jbiotec.2009.02.007. [PMID: 19480945]
  • Curtis M Kalua, Paul K Boss. Evolution of volatile compounds during the development of cabernet sauvignon grapes (Vitis vinifera L.). Journal of agricultural and food chemistry. 2009 May; 57(9):3818-30. doi: 10.1021/jf803471n. [PMID: 19309150]
  • Noriko Yamabe, Ki Sung Kang, Chan Hum Park, Takashi Tanaka, Takako Yokozawa. 7-O-galloyl-D-sedoheptulose is a novel therapeutic agent against oxidative stress and advanced glycation endproducts in the diabetic kidney. Biological & pharmaceutical bulletin. 2009 Apr; 32(4):657-64. doi: 10.1248/bpb.32.657. [PMID: 19336901]
  • O Lee, W R Bruce, Q Dong, J Bruce, R Mehta, P J O'Brien. Fructose and carbonyl metabolites as endogenous toxins. Chemico-biological interactions. 2009 Mar; 178(1-3):332-9. doi: 10.1016/j.cbi.2008.10.011. [PMID: 19000661]
  • Zafar Rasheed, Arivarasu N Anbazhagan, Nahid Akhtar, Sangeetha Ramamurthy, Frank R Voss, Tariq M Haqqi. Green tea polyphenol epigallocatechin-3-gallate inhibits advanced glycation end product-induced expression of tumor necrosis factor-alpha and matrix metalloproteinase-13 in human chondrocytes. Arthritis research & therapy. 2009; 11(3):R71. doi: 10.1186/ar2700. [PMID: 19445683]
  • Thilo Rühle, Anja Hemschemeier, Anastasios Melis, Thomas Happe. A novel screening protocol for the isolation of hydrogen producing Chlamydomonas reinhardtii strains. BMC plant biology. 2008 Oct; 8(?):107. doi: 10.1186/1471-2229-8-107. [PMID: 18928519]
  • Olga Larkov, Alon Zaks, Einat Bar, Efraim Lewinsohn, Nativ Dudai, Alfred M Mayer, Uzi Ravid. Enantioselective monoterpene alcohol acetylation in Origanum, Mentha and Salvia species. Phytochemistry. 2008 Oct; 69(14):2565-71. doi: 10.1016/j.phytochem.2008.07.018. [PMID: 18834605]
  • Koji Higai, Misaki Satake, Haruka Nishioka, Yutaro Azuma, Kojiro Matsumoto. Glycated human serum albumin enhances macrophage inflammatory protein-1beta mRNA expression through protein kinase C-delta and NADPH oxidase in macrophage-like differentiated U937 cells. Biochimica et biophysica acta. 2008 Feb; 1780(2):307-14. doi: 10.1016/j.bbagen.2007.11.010. [PMID: 18155175]
  • Tsutomu Yasukawa, Peter Wiedemann, Stefan Hoffmann, Johannes Kacza, Wolfram Eichler, Yu-Sheng Wang, Akiko Nishiwaki, Johannes Seeger, Yuichiro Ogura. Glycoxidized particles mimic lipofuscin accumulation in aging eyes: a new age-related macular degeneration model in rabbits. Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie. 2007 Oct; 245(10):1475-85. doi: 10.1007/s00417-007-0571-z. [PMID: 17406884]
  • Chungang Guo, Troy A Cenac, Yan Li, Kenneth E McMartin. Calcium oxalate, and not other metabolites, is responsible for the renal toxicity of ethylene glycol. Toxicology letters. 2007 Aug; 173(1):8-16. doi: 10.1016/j.toxlet.2007.06.010. [PMID: 17681674]
  • 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]
  • Stacey E Anderson, J R Wells, Adam Fedorowicz, Leon F Butterworth, B J Meade, Albert E Munson. Evaluation of the contact and respiratory sensitization potential of volatile organic compounds generated by simulated indoor air chemistry. Toxicological sciences : an official journal of the Society of Toxicology. 2007 Jun; 97(2):355-63. doi: 10.1093/toxsci/kfm043. [PMID: 17347135]
  • Katsumi Mera, Ryoji Nagai, Nozomu Haraguchi, Yukio Fujiwara, Tomohiro Araki, Noriyuki Sakata, Masaki Otagiri. Hypochlorous acid generates N epsilon-(carboxymethyl)lysine from Amadori products. Free radical research. 2007 Jun; 41(6):713-8. doi: 10.1080/10715760701332425. [PMID: 17516244]
  • Bronwyn E Brown, Imran Rashid, David M van Reyk, Michael J Davies. Glycation of low-density lipoprotein results in the time-dependent accumulation of cholesteryl esters and apolipoprotein B-100 protein in primary human monocyte-derived macrophages. The FEBS journal. 2007 Mar; 274(6):1530-41. doi: 10.1111/j.1742-4658.2007.05699.x. [PMID: 17480204]
  • Khazna S Al-Enezi, Moussa Alkhalaf, Ludmil T Benov. Glycolaldehyde induces growth inhibition and oxidative stress in human breast cancer cells. Free radical biology & medicine. 2006 Apr; 40(7):1144-51. doi: 10.1016/j.freeradbiomed.2005.10.065. [PMID: 16545681]
  • Christian Grant, Unsong Oh, Kazunori Fugo, Norihiro Takenouchi, Caitlin Griffith, Karen Yao, Timothy E Newhook, Lee Ratner, Steven Jacobson. Foxp3 represses retroviral transcription by targeting both NF-kappaB and CREB pathways. PLoS pathogens. 2006 Apr; 2(4):e33. doi: 10.1371/journal.ppat.0020033. [PMID: 16652169]
  • B E Brown, F M Mahroof, N L Cook, D M van Reyk, M J Davies. Hydrazine compounds inhibit glycation of low-density lipoproteins and prevent the in vitro formation of model foam cells from glycolaldehyde-modified low-density lipoproteins. Diabetologia. 2006 Apr; 49(4):775-83. doi: 10.1007/s00125-006-0137-3. [PMID: 16465512]
  • Ryosuke Tatsunami, Tadao Yoshioka. Enzymatic and mechanistic studies on the formation of N-phenylglycolohydroxamic acid from nitrosobenzene and pyruvate in spinach leaf homogenate. Journal of agricultural and food chemistry. 2006 Jan; 54(2):590-6. doi: 10.1021/jf051969f. [PMID: 16417326]
  • Jon I Scheinman, Paul A Voziyan, John M Belmont, Sergei V Chetyrkin, Daniel Kim, Billy G Hudson. Pyridoxamine lowers oxalate excretion and kidney crystals in experimental hyperoxaluria: a potential therapy for primary hyperoxaluria. Urological research. 2005 Nov; 33(5):368-71. doi: 10.1007/s00240-005-0493-3. [PMID: 16292584]
  • Vadim K Pedchenko, Sergei V Chetyrkin, Peale Chuang, Amy-Joan L Ham, Moin A Saleem, Peter W Mathieson, Billy G Hudson, Paul A Voziyan. Mechanism of perturbation of integrin-mediated cell-matrix interactions by reactive carbonyl compounds and its implication for pathogenesis of diabetic nephropathy. Diabetes. 2005 Oct; 54(10):2952-60. doi: 10.2337/diabetes.54.10.2952. [PMID: 16186398]
  • Wendela L Greven, Femke Waanders, Ryoji Nagai, Marius C van den Heuvel, Gerjan Navis, Harry van Goor. Mesangial accumulation of GA-pyridine, a novel glycolaldehyde-derived AGE, in human renal disease. Kidney international. 2005 Aug; 68(2):595-602. doi: 10.1111/j.1523-1755.2005.00437.x. [PMID: 16014036]
  • Marisa Passarelli, Chongren Tang, Thomas O McDonald, Kevin D O'Brien, Ross G Gerrity, Jay W Heinecke, John F Oram. Advanced glycation end product precursors impair ABCA1-dependent cholesterol removal from cells. Diabetes. 2005 Jul; 54(7):2198-205. doi: 10.2337/diabetes.54.7.2198. [PMID: 15983222]
  • Kevin M Folta, Margaret Staton, Philip J Stewart, Sook Jung, Dawn H Bies, Christopher Jesdurai, Dorrie Main. Expressed sequence tags (ESTs) and simple sequence repeat (SSR) markers from octoploid strawberry (Fragaria x ananassa). BMC plant biology. 2005 Jun; 5(?):12. doi: 10.1186/1471-2229-5-12. [PMID: 15985176]
  • Yuka Unno, Masakazu Sakai, Yu-Ichiro Sakamoto, Akihiko Kuniyasu, Ryoji Nagai, Hitoshi Nakayama, Seikoh Horiuchi. Glycolaldehyde-modified bovine serum albumin downregulates leptin expression in mouse adipocytes via a CD36-mediated pathway. Annals of the New York Academy of Sciences. 2005 Jun; 1043(?):696-701. doi: 10.1196/annals.1333.080. [PMID: 16037295]
  • Keisuke Nakajou, Seikoh Horiuchi, Masakazu Sakai, Kenshiro Hirata, Makiko Tanaka, Motohiro Takeya, Toshiya Kai, Masaki Otagiri. CD36 is not involved in scavenger receptor-mediated endocytic uptake of glycolaldehyde- and methylglyoxal-modified proteins by liver endothelial cells. Journal of biochemistry. 2005 May; 137(5):607-16. doi: 10.1093/jb/mvi071. [PMID: 15944414]
  • K Nakajou, S Horiuchi, M Sakai, N Haraguchi, M Tanaka, M Takeya, M Otagiri. Renal clearance of glycolaldehyde- and methylglyoxal-modified proteins in mice is mediated by mesangial cells through a class A scavenger receptor (SR-A). Diabetologia. 2005 Feb; 48(2):317-27. doi: 10.1007/s00125-004-1646-6. [PMID: 15654600]
  • B E Brown, R T Dean, M J Davies. Glycation of low-density lipoproteins by methylglyoxal and glycolaldehyde gives rise to the in vitro formation of lipid-laden cells. Diabetologia. 2005 Feb; 48(2):361-9. doi: 10.1007/s00125-004-1648-4. [PMID: 15660260]
  • S Yamagishi, T Matsui, H Inoue. Inhibition by advanced glycation end products (AGEs) of pigment epithelium-derived factor (PEDF) gene expression in microvascular endothelial cells. Drugs under experimental and clinical research. 2005; 31(5-6):227-32. doi: . [PMID: 16425980]
  • Carolina Perez Locas, Varoujan A Yaylayan. Origin and mechanistic pathways of formation of the parent furan--a food toxicant. Journal of agricultural and food chemistry. 2004 Nov; 52(22):6830-6. doi: 10.1021/jf0490403. [PMID: 15506823]
  • J V Valencia, M Mone, C Koehne, J Rediske, T E Hughes. Binding of receptor for advanced glycation end products (RAGE) ligands is not sufficient to induce inflammatory signals: lack of activity of endotoxin-free albumin-derived advanced glycation end products. Diabetologia. 2004 May; 47(5):844-52. doi: 10.1007/s00125-004-1392-9. [PMID: 15127201]
  • Teruyuki Usui, Kazuhito Shimohira, Hirohito Watanabe, Fumitaka Hayase. Detection and determination of glyceraldehyde-derived advanced glycation end product. BioFactors (Oxford, England). 2004; 21(1-4):391-4. doi: 10.1002/biof.552210176. [PMID: 15630233]
  • Jessica V Valencia, Stephen C Weldon, Douglas Quinn, Geesje H Kiers, Jeroen DeGroot, Johan M TeKoppele, Thomas E Hughes. Advanced glycation end product ligands for the receptor for advanced glycation end products: biochemical characterization and formation kinetics. Analytical biochemistry. 2004 Jan; 324(1):68-78. doi: 10.1016/j.ab.2003.09.013. [PMID: 14654047]
  • Denis O Krause, Stuart E Denman, Roderick I Mackie, Mark Morrison, Ann L Rae, Graeme T Attwood, Christopher S McSweeney. Opportunities to improve fiber degradation in the rumen: microbiology, ecology, and genomics. FEMS microbiology reviews. 2003 Dec; 27(5):663-93. doi: 10.1016/s0168-6445(03)00072-x. [PMID: 14638418]
  • Fiona J Woodger, Murray R Badger, G Dean Price. Inorganic carbon limitation induces transcripts encoding components of the CO(2)-concentrating mechanism in Synechococcus sp. PCC7942 through a redox-independent pathway. Plant physiology. 2003 Dec; 133(4):2069-80. doi: 10.1104/pp.103.029728. [PMID: 14645730]
  • Heather M Knott, Bronwyn E Brown, Michael J Davies, Roger T Dean. Glycation and glycoxidation of low-density lipoproteins by glucose and low-molecular mass aldehydes. Formation of modified and oxidized particles. European journal of biochemistry. 2003 Sep; 270(17):3572-82. doi: 10.1046/j.1432-1033.2003.03742.x. [PMID: 12919321]
  • Hiroyuki Tsuji, Nobuhiro Tsutsumi, Takuji Sasaki, Atsushi Hirai, Mikio Nakazono. Organ-specific expressions and chromosomal locations of two mitochondrial aldehyde dehydrogenase genes from rice (Oryza sativa L.), ALDH2a and ALDH2b. Gene. 2003 Feb; 305(2):195-204. doi: 10.1016/s0378-1119(03)00383-4. [PMID: 12609740]
  • Ward E Shine, James P McCulley. Polar lipids in human meibomian gland secretions. Current eye research. 2003 Feb; 26(2):89-94. doi: 10.1076/ceyr.26.2.89.14515. [PMID: 12815527]
  • Philip E Morgan, Roger T Dean, Michael J Davies. Inactivation of cellular enzymes by carbonyls and protein-bound glycation/glycoxidation products. Archives of biochemistry and biophysics. 2002 Jul; 403(2):259-69. doi: 10.1016/s0003-9861(02)00222-9. [PMID: 12139975]
  • Sho-ichi Yamagishi, Yosuke Inagaki, Tamami Okamoto, Shinjiro Amano, Kohachiro Koga, Masayoshi Takeuchi, Zenji Makita. Advanced glycation end product-induced apoptosis and overexpression of vascular endothelial growth factor and monocyte chemoattractant protein-1 in human-cultured mesangial cells. The Journal of biological chemistry. 2002 Jun; 277(23):20309-15. doi: 10.1074/jbc.m202634200. [PMID: 11912219]
  • Paul A Voziyan, Thomas O Metz, John W Baynes, Billy G Hudson. A post-Amadori inhibitor pyridoxamine also inhibits chemical modification of proteins by scavenging carbonyl intermediates of carbohydrate and lipid degradation. The Journal of biological chemistry. 2002 Feb; 277(5):3397-403. doi: 10.1074/jbc.m109935200. [PMID: 11729198]
  • Sho-ichi Yamagishi, Shinjiro Amano, Yosuke Inagaki, Tamami Okamoto, Kohachiro Koga, Nobuyuki Sasaki, Hiroshi Yamamoto, Masayoshi Takeuchi, Zenji Makita. Advanced glycation end products-induced apoptosis and overexpression of vascular endothelial growth factor in bovine retinal pericytes. Biochemical and biophysical research communications. 2002 Jan; 290(3):973-8. doi: 10.1006/bbrc.2001.6312. [PMID: 11798169]
  • S Honda, B Farboud, L M Hjelmeland, J T Handa. Induction of an aging mRNA retinal pigment epithelial cell phenotype by matrix-containing advanced glycation end products in vitro. Investigative ophthalmology & visual science. 2001 Sep; 42(10):2419-25. doi: . [PMID: 11527959]
  • S Adams, P Green, R Claxton, S Simcox, M V Williams, K Walsh, C Leeuwenburgh. Reactive carbonyl formation by oxidative and non-oxidative pathways. Frontiers in bioscience : a journal and virtual library. 2001 Aug; 6(?):A17-24. doi: 10.2741/adams. [PMID: 11487471]
  • B Farboud, A Aotaki-Keen, T Miyata, L M Hjelmeland, J T Handa. Development of a polyclonal antibody with broad epitope specificity for advanced glycation endproducts and localization of these epitopes in Bruch's membrane of the aging eye. Molecular vision. 1999 Jul; 5(?):11. doi: NULL. [PMID: 10407062]
  • M M Anderson, S L Hazen, F F Hsu, J W Heinecke. Human neutrophils employ the myeloperoxidase-hydrogen peroxide-chloride system to convert hydroxy-amino acids into glycolaldehyde, 2-hydroxypropanal, and acrolein. A mechanism for the generation of highly reactive alpha-hydroxy and alpha,beta-unsaturated aldehydes by phagocytes at sites of inflammation. The Journal of clinical investigation. 1997 Feb; 99(3):424-32. doi: 10.1172/jci119176. [PMID: 9022075]
  • T W Robison, H Zhou, K J Kim. Generation of glycolaldehyde from guinea pig airway epithelial monolayers exposed to nitrogen dioxide and its effects on sodium pump activity. Environmental health perspectives. 1996 Aug; 104(8):852-6. doi: 10.1289/ehp.96104852. [PMID: 8875159]
  • M A Glomb, V M Monnier. Mechanism of protein modification by glyoxal and glycolaldehyde, reactive intermediates of the Maillard reaction. The Journal of biological chemistry. 1995 Apr; 270(17):10017-26. doi: 10.1074/jbc.270.17.10017. [PMID: 7730303]
  • C E Grimshaw, M Shahbaz, C G Putney. Spectroscopic and kinetic characterization of nonenzymic and aldose reductase mediated covalent NADP-glycolaldehyde adduct formation. Biochemistry. 1990 Oct; 29(42):9936-46. doi: 10.1021/bi00494a026. [PMID: 2125485]
  • C E Grimshaw, M Shahbaz, C G Putney. Mechanistic basis for nonlinear kinetics of aldehyde reduction catalyzed by aldose reductase. Biochemistry. 1990 Oct; 29(42):9947-55. doi: 10.1021/bi00494a027. [PMID: 2125486]
  • M H de Medeiros, E J Bechara. Chemiluminescent aerobic oxidation of protein adducts with glycolaldehyde catalyzed by horseradish peroxidase. Archives of biochemistry and biophysics. 1986 Jul; 248(1):435-9. doi: 10.1016/0003-9861(86)90441-8. [PMID: 3729430]
  • S Horiuchi, M Murakami, K Takata, Y Morino. Scavenger receptor for aldehyde-modified proteins. The Journal of biological chemistry. 1986 Apr; 261(11):4962-6. doi: . [PMID: 3007483]
  • H R Slater, L McKinney, J Shepherd, C J Packard. Receptor-independent low-density lipoprotein catabolism. Evaluation of 2-hydroxyacetaldehyde-treated lipoprotein as a probe for its measurement. Biochimica et biophysica acta. 1984 Mar; 792(3):318-23. doi: 10.1016/0005-2760(84)90199-1. [PMID: 6320900]
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  • . . . . doi: . [PMID: 21212945]