S-Adenosyl-L-homocysteine (BioDeep_00000400261)
Main id: BioDeep_00000001428
natural product PANOMIX_OTCML-2023
代谢物信息卡片
S-Adenosyl-L-homocysteine
化学式: C14H20N6O5S (384.12158300000004)
中文名称: S-(5’-腺苷)-L-高半胱氨酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CSCCC(C(=O)O)N)O)O)N
InChI: InChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1
描述信息
An organic sulfide that is the S-adenosyl derivative of L-homocysteine.
COVID info from PDB, Protein Data Bank, WikiPathways
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
SAH (S-Adenosylhomocysteine) is an amino acid derivative and a modulartor in several metabolic pathways. It is an intermediate in the synthesis of cysteine and adenosine[1]. SAH is an inhibitor for METTL3-METTL14 heterodimer complex (METTL3-14) with an IC50 of 0.9 μM[2].
SAH (S-Adenosylhomocysteine) is an amino acid derivative and a modulartor in several metabolic pathways. It is an intermediate in the synthesis of cysteine and adenosine[1]. SAH is an inhibitor for METTL3-METTL14 heterodimer complex (METTL3-14) with an IC50 of 0.9 μM[2].
同义名列表
3 个代谢物同义名
S-Adenosyl-L-homocysteine; SAH; SAH (S-Adenosylhomocysteine)
数据库引用编号
19 个数据库交叉引用编号
- ChEBI: CHEBI:16680
- KEGG: C00021
- PubChem: 439155
- DrugBank: DB01752
- ChEMBL: CHEMBL418052
- MeSH: S-Adenosylhomocysteine
- CAS: 979-92-0
- MoNA: PM000972
- MoNA: PM001013
- MoNA: PT203360
- MoNA: PT103360
- MetaboLights: MTBLC16680
- PubChem: 3323
- KNApSAcK: C00007230
- PDB-CCD: SAH
- PDB-CCD: SAO
- 3DMET: B01134
- NIKKAJI: J14.397I
- medchemexpress: HY-19528
分类词条
相关代谢途径
Reactome(17)
- Metabolism
- Metabolism of vitamins and cofactors
- Metabolism of proteins
- Post-translational protein modification
- Disease
- Metabolism of cofactors
- Ubiquinol biosynthesis
- Histidine, lysine, phenylalanine, tyrosine, proline and tryptophan catabolism
- Transport of small molecules
- SLC-mediated transmembrane transport
- Transport of inorganic cations/anions and amino acids/oligopeptides
- Infectious disease
- Metabolism of RNA
- tRNA processing
- tRNA modification in the nucleus and cytosol
- Viral Infection Pathways
- tRNA modification in the mitochondrion
BioCyc(9)
- ubiquinone (coenzyme Q) biosynthesis
- superpathway of sterol biosynthesis
- methionine biosynthesis
- superpathway of lysine, threonine and methionine biosynthesis II
- methionine biosynthesis II
- superpathway of phospholipid biosynthesis
- ester phospholipid biosynthesis
- S-adenosylmethionine cycle
- ovothiol A biosynthesis
PlantCyc(0)
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)
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。
文献列表
- Xin Dai, Si Liu, Lokyu Cheng, Ting Huang, Honghui Guo, Dongliang Wang, Min Xia, Wenhua Ling, Yunjun Xiao. Epigenetic Upregulation of H19 and AMPK Inhibition Concurrently Contribute to S-Adenosylhomocysteine Hydrolase Deficiency-Promoted Atherosclerotic Calcification.
Circulation research.
2022 05; 130(10):1565-1582. doi:
10.1161/circresaha.121.320251. [PMID: 35410483] - Carolyn F McCabe, Jennifer L LaBarre, Steven E Domino, Marjorie C Treadwell, Ana Baylin, Charles F Burant, Dana C Dolinoy, Vasantha Padmanabhan, Jaclyn M Goodrich. Maternal and neonatal one-carbon metabolites and the epigenome-wide infant response.
The Journal of nutritional biochemistry.
2022 03; 101(?):108938. doi:
10.1016/j.jnutbio.2022.108938. [PMID: 35017001] - Si Liu, Ruyi Liao, Xin Dai, Honghui Guo, Dongliang Wang, Min Xia, Wenhua Ling, Yunjun Xiao. Association between plasma S-adenosylmethionine and risk of mortality in patients with coronary artery disease: A cohort study.
The American journal of clinical nutrition.
2021 10; 114(4):1360-1370. doi:
10.1093/ajcn/nqab210. [PMID: 34192296] - Madan Kumar Arumugam, Srinivas Chava, Karuna Rasineni, Matthew C Paal, Terrence M Donohue, Natalia A Osna, Kusum K Kharbanda. Elevated S-adenosylhomocysteine induces adipocyte dysfunction to promote alcohol-associated liver steatosis.
Scientific reports.
2021 07; 11(1):14693. doi:
10.1038/s41598-021-94180-x. [PMID: 34282217] - Jacob Joseph, Anna Giczewska, Brooke Alhanti, Amrita K Cheema, Diane E Handy, Douglas L Mann, Joseph Loscalzo, Michael M Givertz. Associations of methyl donor and methylation inhibitor levels during anti-oxidant therapy in heart failure.
Journal of physiology and biochemistry.
2021 May; 77(2):295-304. doi:
10.1007/s13105-021-00797-x. [PMID: 33595776] - Maria Petrovna Kruglova, Alexander Vladimirovich Ivanov, Edward Danielevich Virus, Polina Olegovna Bulgakova, Andrey Segeevich Samokhin, Anatolij Nikolaevich Fedoseev, Sergej Vital'evich Grachev, Aslan Amirkhanovich Kubatiev. Urine S-Adenosylmethionine are Related to Degree of Renal Insufficiency in Patients with Chronic Kidney Disease.
Laboratory medicine.
2021 Jan; 52(1):47-56. doi:
10.1093/labmed/lmaa034. [PMID: 32702115] - Evgeny Vladimirovich Kryukov, Alexander Vladimirovich Ivanov, Vladimir Olegovich Karpov, Valery Vasil'evich Aleksandrin, Alexander Mikhaylovich Dygai, Maria Petrovna Kruglova, Gennady Ivanovich Kostiuchenko, Sergei Petrovich Kazakov, Aslan Amirkhanovich Kubatiev. Plasma S-Adenosylmethionine Is Associated with Lung Injury in COVID-19.
Disease markers.
2021; 2021(?):7686374. doi:
10.1155/2021/7686374. [PMID: 34956420] - George Stojan, Jessica Li, Tian Liu, Maureen A Kane, Michelle A Petri. Intracellular homocysteine metabolites in SLE: plasma S-adenosylhomocysteine correlates with coronary plaque burden.
Lupus science & medicine.
2021 01; 8(1):. doi:
10.1136/lupus-2020-000453. [PMID: 33479047] - Sally P Stabler. Alterations in Sulfur Amino Acids as Biomarkers of Disease.
The Journal of nutrition.
2020 10; 150(Suppl 1):2532S-2537S. doi:
10.1093/jn/nxaa118. [PMID: 33000156] - Monica Rosas-Lemus, George Minasov, Ludmilla Shuvalova, Nicole L Inniss, Olga Kiryukhina, Joseph Brunzelle, Karla J F Satchell. High-resolution structures of the SARS-CoV-2 2'-O-methyltransferase reveal strategies for structure-based inhibitor design.
Science signaling.
2020 09; 13(651):. doi:
10.1126/scisignal.abe1202. [PMID: 32994211] - Rostom Ahmed-Belkacem, Priscila Sutto-Ortiz, Mathis Guiraud, Bruno Canard, Jean-Jacques Vasseur, Etienne Decroly, Françoise Debart. Synthesis of adenine dinucleosides SAM analogs as specific inhibitors of SARS-CoV nsp14 RNA cap guanine-N7-methyltransferase.
European journal of medicinal chemistry.
2020 Sep; 201(?):112557. doi:
10.1016/j.ejmech.2020.112557. [PMID: 32563813] - Madan Kumar Arumugam, Sharanappa Talawar, Laura Listenberger, Terrence M Donohue, Natalia A Osna, Kusum K Kharbanda. Role of Elevated Intracellular S-Adenosylhomocysteine in the Pathogenesis of Alcohol-Related Liver Disease.
Cells.
2020 06; 9(6):. doi:
10.3390/cells9061526. [PMID: 32585865] - Shu-Fei Zhang, Xin-Jing Mao, Wei-Min Jiang, Zhu-Yuan Fang. Qian Yang Yu Yin Granule protects against hypertension-induced renal injury by epigenetic mechanism linked to Nicotinamide N-Methyltransferase (NNMT) expression.
Journal of ethnopharmacology.
2020 Jun; 255(?):112738. doi:
10.1016/j.jep.2020.112738. [PMID: 32147479] - Alexander Vladimirovich Ivanov, Mariya Petrovna Kruglova, Edward Danielevich Virus, Polina Olegovna Bulgakova, Sergei Vital'evich Grachev, Aslan Amirkhanovich Kubatiev. Determination of S-adenosylmethionine, S-adenosylhomocysteine, and methylthioadenosine in urine using solvent-modified micellar electrokinetic chromatography.
Electrophoresis.
2020 02; 41(3-4):209-214. doi:
10.1002/elps.201900364. [PMID: 31779046] - Maria Petrovna Kruglova, Sergej Vital'evich Grachev, Polina Olegovna Bulgakova, Alexander Vladimirovich Ivanov, Edward Danielevich Virus, Ksenya Alexandrovna Nikiforova, Anatolij Nikolaevich Fedoseev, Galina Dmitrievna Savina, Aslan Amirkhanovich Kubatiev. Low S-adenosylmethionine/ S-adenosylhomocysteine Ratio in Urine is Associated with Chronic Kidney Disease.
Laboratory medicine.
2020 Jan; 51(1):80-85. doi:
10.1093/labmed/lmz035. [PMID: 31247080] - Alexander Vladimirovich Ivanov, Ekaterina Alexandrovna Dubchenko, Maria Petrovna Kruglova, Edward Danielevich Virus, Polina Olegovna Bulgakova, Valery Vasil'evich Alexandrin, Anatolij Nikolaevich Fedoseev, Alexey Nikolaevich Boyko, Sergej Vitalievich Grachev, Aslan Amirkhanovich Kubatiev. Determination of S-adenosylmethionine and S-adenosylhomocysteine in blood plasma by UPLC with fluorescence detection.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2019 Aug; 1124(?):366-374. doi:
10.1016/j.jchromb.2019.06.032. [PMID: 31295723] - Baiyi Li, Shaoyan Chang, Chi Liu, Min Zhang, Lianfeng Zhang, Liang Liang, Rui Li, Xiuwei Wang, Chuan Qin, Ting Zhang, Bo Niu, Li Wang. Low Maternal Dietary Folate Alters Retrotranspose by Methylation Regulation in Intrauterine Growth Retardation (IUGR) Fetuses in a Mouse Model.
Medical science monitor : international medical journal of experimental and clinical research.
2019 May; 25(?):3354-3365. doi:
10.12659/msm.914292. [PMID: 31061382] - Yunjun Xiao, Junjie Xia, Jinquan Cheng, Haiyan Huang, Yani Zhou, Xifei Yang, Xuefen Su, Yuebin Ke, Wenhua Ling. Inhibition of S-Adenosylhomocysteine Hydrolase Induces Endothelial Dysfunction via Epigenetic Regulation of p66shc-Mediated Oxidative Stress Pathway.
Circulation.
2019 05; 139(19):2260-2277. doi:
10.1161/circulationaha.118.036336. [PMID: 30773021] - Alexandra Schutkowski, Bettina König, Holger Kluge, Frank Hirche, Andrea Henze, Tanja Schwerdtle, Stefan Lorkowski, Christine Dawczynski, Alexander Gabel, Ivo Große, Gabriele I Stangl. Metabolic footprint and intestinal microbial changes in response to dietary proteins in a pig model.
The Journal of nutritional biochemistry.
2019 05; 67(?):149-160. doi:
10.1016/j.jnutbio.2019.02.004. [PMID: 30925412] - Sandra G Heil, Emilie M Herzog, Pieter H Griffioen, Bertrand van Zelst, Sten P Willemsen, Yolanda B de Rijke, Regine P M Steegers-Theunissen, Eric A P Steegers. Lower S-adenosylmethionine levels and DNA hypomethylation of placental growth factor (PlGF) in placental tissue of early-onset preeclampsia-complicated pregnancies.
PloS one.
2019; 14(12):e0226969. doi:
10.1371/journal.pone.0226969. [PMID: 31887212] - Zetao Bai, Tianxiong Qi, Yuchen Liu, Zhenying Wu, Lichao Ma, Wenwen Liu, Yingping Cao, Yan Bao, Chunxiang Fu. Alteration of S-adenosylhomocysteine levels affects lignin biosynthesis in switchgrass.
Plant biotechnology journal.
2018 12; 16(12):2016-2026. doi:
10.1111/pbi.12935. [PMID: 29704888] - Hussain Mohamad Awwad, Carsten-Henning Ohlmann, Michael Stoeckle, Juergen Geisel, Rima Obeid. Serum concentrations of folate vitamers in patients with a newly diagnosed prostate cancer or hyperplasia.
Clinical biochemistry.
2018 Jun; 56(?):41-46. doi:
10.1016/j.clinbiochem.2018.04.011. [PMID: 29673813] - Myriam Visram, Maja Radulovic, Sabine Steiner, Nermina Malanovic, Thomas O Eichmann, Heimo Wolinski, Gerald N Rechberger, Oksana Tehlivets. Homocysteine regulates fatty acid and lipid metabolism in yeast.
The Journal of biological chemistry.
2018 04; 293(15):5544-5555. doi:
10.1074/jbc.m117.809236. [PMID: 29414770] - Karen E Christensen, Renata H Bahous, Wenyang Hou, Liyuan Deng, Olga V Malysheva, Erland Arning, Teodoro Bottiglieri, Marie A Caudill, Loydie A Jerome-Majewska, Rima Rozen. Low Dietary Folate Interacts with MTHFD1 Synthetase Deficiency in Mice, a Model for the R653Q Variant, to Increase Incidence of Developmental Delays and Defects.
The Journal of nutrition.
2018 04; 148(4):501-509. doi:
10.1093/jn/nxy013. [PMID: 29659962] - M V Lind, L Lauritzen, H Vestergaard, T Hansen, O Pedersen, M Kristensen, A B Ross. One-carbon metabolism markers are associated with cardiometabolic risk factors.
Nutrition, metabolism, and cardiovascular diseases : NMCD.
2018 04; 28(4):402-410. doi:
10.1016/j.numecd.2018.01.005. [PMID: 29499850] - Ruben Esse, Tom Teerlink, Pieter Koolwijk, Isabel Tavares de Almeida, Henk J Blom, Rita Castro. Folinic Acid Increases Protein Arginine Methylation in Human Endothelial Cells.
Nutrients.
2018 Mar; 10(4):. doi:
10.3390/nu10040404. [PMID: 29587354] - Diogo Farias Riberio, Paola Sanchez Cella, Lilian Eslaine Costa Mendes da Silva, Alceu Afonso Jordao, Rafael Deminice. Acute exercise alters homocysteine plasma concentration in an intensity-dependent manner due increased methyl flux in liver of rats.
Life sciences.
2018 Mar; 196(?):63-68. doi:
10.1016/j.lfs.2018.01.003. [PMID: 29307522] - Young-Chae Kim, Sunmi Seok, Sangwon Byun, Bo Kong, Yang Zhang, Grace Guo, Wen Xie, Jian Ma, Byron Kemper, Jongsook Kim Kemper. AhR and SHP regulate phosphatidylcholine and S-adenosylmethionine levels in the one-carbon cycle.
Nature communications.
2018 02; 9(1):540. doi:
10.1038/s41467-018-03060-y. [PMID: 29416063] - Moona Rahikainen, Sara Alegre, Andrea Trotta, Jesús Pascual, Saijaliisa Kangasjärvi. Trans-methylation reactions in plants: focus on the activated methyl cycle.
Physiologia plantarum.
2018 Feb; 162(2):162-176. doi:
10.1111/ppl.12619. [PMID: 28815615] - Xing Fan, Jun Rao, Ziwei Zhang, Dengfeng Li, Wenhao Cui, Jun Zhang, Hua Wang, Fangfang Tou, Zhi Zheng, Qiang Shen. Macranthoidin B Modulates Key Metabolic Pathways to Enhance ROS Generation and Induce Cytotoxicity and Apoptosis in Colorectal Cancer.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology.
2018; 46(4):1317-1330. doi:
10.1159/000489147. [PMID: 29689551] - Orren Wexler, Michael S Gough, Mary Anne M Morgan, Cynthia M Mack, Michael J Apostolakos, Kathleen P Doolin, Robert A Mooney, Erland Arning, Teodoro Bottiglieri, Anthony P Pietropaoli. Methionine Metabolites in Patients With Sepsis.
Journal of intensive care medicine.
2018 Jan; 33(1):37-47. doi:
10.1177/0885066616666002. [PMID: 27591199] - Bodo Speckmann, Sarah Schulz, Franziska Hiller, Deike Hesse, Fabian Schumacher, Burkhard Kleuser, Jürgen Geisel, Rima Obeid, Tilman Grune, Anna P Kipp. Selenium increases hepatic DNA methylation and modulates one-carbon metabolism in the liver of mice.
The Journal of nutritional biochemistry.
2017 10; 48(?):112-119. doi:
10.1016/j.jnutbio.2017.07.002. [PMID: 28810182] - Mads V Lind, Lotte Lauritzen, Oluf Pedersen, Henrik Vestergaard, Ken D Stark, Torben Hansen, Alastair B Ross, Mette Kristensen. Higher intake of fish and fat is associated with lower plasma s-adenosylhomocysteine: a cross-sectional study.
Nutrition research (New York, N.Y.).
2017 Oct; 46(?):78-87. doi:
10.1016/j.nutres.2017.09.008. [PMID: 29129471] - Xinrui Huang, Xin Lv, Hui Song, Qing Yang, Yuemin Sun, Wenjuan Zhang, Xiangdong Yu, Shaozhuang Dong, Wei Yao, Yongle Li, Qing Wang, Bei Wang, Liya Ma, Guowei Huang, Yuxia Gao. The relationship between S-adenosylhomocysteine and coronary artery lesions: A case control study.
Clinica chimica acta; international journal of clinical chemistry.
2017 Aug; 471(?):314-320. doi:
10.1016/j.cca.2017.07.001. [PMID: 28684218] - Jun Ki Ahn, Hyo Yong Kim, Songyi Baek, Hyun Gyu Park. A new s-adenosylhomocysteine hydrolase-linked method for adenosine detection based on DNA-templated fluorescent Cu/Ag nanoclusters.
Biosensors & bioelectronics.
2017 Jul; 93(?):330-334. doi:
10.1016/j.bios.2016.08.058. [PMID: 27623281] - Markus Kopp, Rosalie Morisset, Michael Rychlik. Characterization and Interrelations of One-Carbon Metabolites in Tissues, Erythrocytes, and Plasma in Mice with Dietary Induced Folate Deficiency.
Nutrients.
2017 May; 9(5):. doi:
10.3390/nu9050462. [PMID: 28475162] - Hyung-Ok Lee, Liqun Wang, Yin-Ming Kuo, Sapna Gupta, Michael J Slifker, Yue-Sheng Li, Andrew J Andrews, Warren D Kruger. Lack of global epigenetic methylation defects in CBS deficient mice.
Journal of inherited metabolic disease.
2017 01; 40(1):113-120. doi:
10.1007/s10545-016-9958-5. [PMID: 27444757] - Ivo Barić, Christian Staufner, Persephone Augoustides-Savvopoulou, Yin-Hsiu Chien, Dries Dobbelaere, Sarah C Grünert, Thomas Opladen, Danijela Petković Ramadža, Bojana Rakić, Anna Wedell, Henk J Blom. Consensus recommendations for the diagnosis, treatment and follow-up of inherited methylation disorders.
Journal of inherited metabolic disease.
2017 01; 40(1):5-20. doi:
10.1007/s10545-016-9972-7. [PMID: 27671891] - Anna Czarnecka, Krzysztof Milewski, Radosław Jaźwiec, Magdalena Zielińska. Intracerebral Administration of S-Adenosylhomocysteine or S-Adenosylmethionine Attenuates the Increases in the Cortical Extracellular Levels of Dimethylarginines Without Affecting cGMP Level in Rats with Acute Liver Failure.
Neurotoxicity research.
2017 01; 31(1):99-108. doi:
10.1007/s12640-016-9668-7. [PMID: 27604291] - Murali Ganesan, Dan Feng, Ryan W Barton, Paul G Thomes, Benita L McVicker, Dean J Tuma, Natalia A Osna, Kusum K Kharbanda. Creatine Supplementation Does Not Prevent the Development of Alcoholic Steatosis.
Alcoholism, clinical and experimental research.
2016 11; 40(11):2312-2319. doi:
10.1111/acer.13214. [PMID: 27581622] - Alexander Vladimirovich Ivanov, Edward Danielevich Virus, Ksenya Alexandrovna Nikiforova, Nicolai Evgenevich Kushlinskii, Boris Petrovich Luzyanin, Marina Yurievna Maksimova, Mikhail Aleksanrovich Piradov, Aslan Amirkhanovich Kubatiev. Capillary electrophoresis and phenylboronic acid solid phase extraction for the determination of S-adenosylmethionine/S-adenosylhomocysteine ratio in human urine.
Electrophoresis.
2016 10; 37(20):2663-2669. doi:
10.1002/elps.201600242. [PMID: 27445270] - Jason L Robinson, Laura E McBreairty, Edward W Randell, Janet A Brunton, Robert F Bertolo. Restriction of dietary methyl donors limits methionine availability and affects the partitioning of dietary methionine for creatine and phosphatidylcholine synthesis in the neonatal piglet.
The Journal of nutritional biochemistry.
2016 09; 35(?):81-86. doi:
10.1016/j.jnutbio.2016.07.001. [PMID: 27469995] - Venkata Pinnelli Bharatkumar, Kondapura Jayadevappa Rudreshkumar, Dindagur Nagaraja, Rita Christopher. Plasma S-adenosylhomocysteine: A potential risk marker for cerebral venous thrombosis.
Clinica chimica acta; international journal of clinical chemistry.
2016 Jul; 458(?):44-8. doi:
10.1016/j.cca.2016.04.024. [PMID: 27109902] - Huiping Zhang, Zhihong Liu, Shengchao Ma, Hui Zhang, Fanqi Kong, Yangyang He, Xiaoling Yang, Yanhua Wang, Hua Xu, Anning Yang, Jue Tian, Minghao Zhang, Jun Cao, Yideng Jiang, Xiong Guo. Ratio of S-adenosylmethionine to S-adenosylhomocysteine as a sensitive indicator of atherosclerosis.
Molecular medicine reports.
2016 Jul; 14(1):289-300. doi:
10.3892/mmr.2016.5230. [PMID: 27175774] - Raisa Syed, Noreene M Shibata, Kusum K Kharbanda, Ruijun J Su, Kristin Olson, Amy Yokoyama, John C Rutledge, Kenneth J Chmiel, Kyoungmi Kim, Charles H Halsted, Valentina Medici. Effects of Nonpurified and Choline Supplemented or Nonsupplemented Purified Diets on Hepatic Steatosis and Methionine Metabolism in C3H Mice.
Metabolic syndrome and related disorders.
2016 May; 14(4):202-9. doi:
10.1089/met.2015.0147. [PMID: 26881897] - Adam M Zawada, Jenny S Schneider, Anne I Michel, Kyrill S Rogacev, Björn Hummel, Nicolas Krezdorn, Soeren Müller, Björn Rotter, Peter Winter, Rima Obeid, Jürgen Geisel, Danilo Fliser, Gunnar H Heine. DNA methylation profiling reveals differences in the 3 human monocyte subsets and identifies uremia to induce DNA methylation changes during differentiation.
Epigenetics.
2016 04; 11(4):259-72. doi:
10.1080/15592294.2016.1158363. [PMID: 27018948] - Sammy Elmariah, Laurie A Farrell, Maureen Daher, Xu Shi, Michelle J Keyes, Carolyn H Cain, Eugene Pomerantsev, Gus J Vlahakes, Ignacio Inglessis, Jonathan J Passeri, Igor F Palacios, Caroline S Fox, Eugene P Rhee, Robert E Gerszten. Metabolite Profiles Predict Acute Kidney Injury and Mortality in Patients Undergoing Transcatheter Aortic Valve Replacement.
Journal of the American Heart Association.
2016 Mar; 5(3):e002712. doi:
10.1161/jaha.115.002712. [PMID: 27068627] - Yuwei Zhu, Xuguang Jiang, Chongyuan Wang, Yang Liu, Xiaojiao Fan, Linjuan Zhang, Liwen Niu, Maikun Teng, Xu Li. Structural insights into the methyl donor recognition model of a novel membrane-binding protein UbiG.
Scientific reports.
2016 Mar; 6(?):23147. doi:
10.1038/srep23147. [PMID: 26975567] - Christian Staufner, Martin Lindner, Carlo Dionisi-Vici, Peter Freisinger, Dries Dobbelaere, Claire Douillard, Nawal Makhseed, Beate K Straub, Kimia Kahrizi, Diana Ballhausen, Giancarlo la Marca, Stefan Kölker, Dorothea Haas, Georg F Hoffmann, Sarah C Grünert, Henk J Blom. Adenosine kinase deficiency: expanding the clinical spectrum and evaluating therapeutic options.
Journal of inherited metabolic disease.
2016 Mar; 39(2):273-83. doi:
10.1007/s10545-015-9904-y. [PMID: 26642971] - Rima Obeid, Hussain M Awwad, Yannick Rabagny, Stefan Graeber, Wolfgang Herrmann, Juergen Geisel. Plasma trimethylamine N-oxide concentration is associated with choline, phospholipids, and methyl metabolism.
The American journal of clinical nutrition.
2016 Mar; 103(3):703-11. doi:
10.3945/ajcn.115.121269. [PMID: 26864355] - Antje Motzek, Jelena Knežević, Olivier J Switzeny, Alexis Cooper, Ivo Barić, Robert Beluzić, Kevin A Strauss, Erik G Puffenberger, S Harvey Mudd, Oliver Vugrek, Ulrich Zechner. Abnormal Hypermethylation at Imprinting Control Regions in Patients with S-Adenosylhomocysteine Hydrolase (AHCY) Deficiency.
PloS one.
2016; 11(3):e0151261. doi:
10.1371/journal.pone.0151261. [PMID: 26974671] - Erland Arning, Teodoro Bottiglieri. Quantitation of S-Adenosylmethionine and S-Adenosylhomocysteine in Plasma Using Liquid Chromatography-Electrospray Tandem Mass Spectrometry.
Methods in molecular biology (Clifton, N.J.).
2016; 1378(?):255-62. doi:
10.1007/978-1-4939-3182-8_27. [PMID: 26602137] - Markus Kopp, Rosalie Morisset, Peter Koehler, Michael Rychlik. Stable Isotope Dilution Assays for Clinical Analyses of Folates and Other One-Carbon Metabolites: Application to Folate-Deficiency Studies.
PloS one.
2016; 11(6):e0156610. doi:
10.1371/journal.pone.0156610. [PMID: 27276031] - Stefan Stender, Rima S Chakrabarti, Chao Xing, Garrett Gotway, Jonathan C Cohen, Helen H Hobbs. Adult-onset liver disease and hepatocellular carcinoma in S-adenosylhomocysteine hydrolase deficiency.
Molecular genetics and metabolism.
2015 Dec; 116(4):269-74. doi:
10.1016/j.ymgme.2015.10.009. [PMID: 26527160] - Nektaria Petronikolou, Satish K Nair. Biochemical Studies of Mycobacterial Fatty Acid Methyltransferase: A Catalyst for the Enzymatic Production of Biodiesel.
Chemistry & biology.
2015 Nov; 22(11):1480-1490. doi:
10.1016/j.chembiol.2015.09.011. [PMID: 26526103] - Yoshio Kusakabe, Masaaki Ishihara, Tomonobu Umeda, Daisuke Kuroda, Masayuki Nakanishi, Yukio Kitade, Hiroaki Gouda, Kazuo T Nakamura, Nobutada Tanaka. Structural insights into the reaction mechanism of S-adenosyl-L-homocysteine hydrolase.
Scientific reports.
2015 Nov; 5(?):16641. doi:
10.1038/srep16641. [PMID: 26573329] - Brandilyn A Peters, Megan N Hall, Xinhua Liu, Faruque Parvez, Abu B Siddique, Hasan Shahriar, Mohammad Nasir Uddin, Tariqul Islam, Vesna Ilievski, Joseph H Graziano, Mary V Gamble. Low-Dose Creatine Supplementation Lowers Plasma Guanidinoacetate, but Not Plasma Homocysteine, in a Double-Blind, Randomized, Placebo-Controlled Trial.
The Journal of nutrition.
2015 Oct; 145(10):2245-52. doi:
10.3945/jn.115.216739. [PMID: 26311810] - Yunjun Xiao, Xuefen Su, Wei Huang, Jinzhou Zhang, Chaoqiong Peng, Haixiong Huang, Xiaomin Wu, Haiyan Huang, Min Xia, Wenhua Ling. Role of S-adenosylhomocysteine in cardiovascular disease and its potential epigenetic mechanism.
The international journal of biochemistry & cell biology.
2015 Oct; 67(?):158-66. doi:
10.1016/j.biocel.2015.06.015. [PMID: 26117455] - Kevin A Strauss, Carlos Ferreira, Teodoro Bottiglieri, Xueqing Zhao, Erland Arning, Shucha Zhang, Steven H Zeisel, Maria L Escolar, Nancy Presnick, Erik G Puffenberger, Oliver Vugrek, Lucija Kovacevic, Conrad Wagner, George V Mazariegos, S Harvey Mudd, Kyle Soltys. Liver transplantation for treatment of severe S-adenosylhomocysteine hydrolase deficiency.
Molecular genetics and metabolism.
2015 Sep; 116(1-2):44-52. doi:
10.1016/j.ymgme.2015.06.005. [PMID: 26095522] - B P Luzyanin, A V Ivanov, E D Viryus, A A Kubatiev. S-Adenosylhomocysteine Assay in the Urine by Capillary Electrophoresis.
Bulletin of experimental biology and medicine.
2015 Aug; 159(4):524-7. doi:
10.1007/s10517-015-3008-4. [PMID: 26388564] - Hui Chan Kwak, Young-Mi Kim, Soo Jin Oh, Sang Kyum Kim. Sulfur amino acid metabolism in Zucker diabetic fatty rats.
Biochemical pharmacology.
2015 Aug; 96(3):256-66. doi:
10.1016/j.bcp.2015.05.014. [PMID: 26047850] - T Iglesias González, M Cinti, M Montes-Bayón, M R Fernández de la Campa, E Blanco-González. Reversed phase and cation exchange liquid chromatography with spectrophotometric and elemental/molecular mass spectrometric detection for S-adenosyl methionine/S-adenosyl homocysteine ratios as methylation index in cell cultures of ovarian cancer.
Journal of chromatography. A.
2015 May; 1393(?):89-95. doi:
10.1016/j.chroma.2015.03.028. [PMID: 25836049] - Rafael Deminice, Robin P da Silva, Simon G Lamarre, Karen B Kelly, René L Jacobs, Margaret E Brosnan, John T Brosnan. Betaine supplementation prevents fatty liver induced by a high-fat diet: effects on one-carbon metabolism.
Amino acids.
2015 Apr; 47(4):839-46. doi:
10.1007/s00726-014-1913-x. [PMID: 25577261] - Hao Hu, Eric A Owens, Hairui Su, Leilei Yan, Andrew Levitz, Xinyang Zhao, Maged Henary, Yujun George Zheng. Exploration of cyanine compounds as selective inhibitors of protein arginine methyltransferases: synthesis and biological evaluation.
Journal of medicinal chemistry.
2015 Feb; 58(3):1228-43. doi:
10.1021/jm501452j. [PMID: 25559100] - Allegra Vit, Laëtitia Misson, Wulf Blankenfeldt, Florian P Seebeck. Ergothioneine biosynthetic methyltransferase EgtD reveals the structural basis of aromatic amino acid betaine biosynthesis.
Chembiochem : a European journal of chemical biology.
2015 Jan; 16(1):119-25. doi:
10.1002/cbic.201402522. [PMID: 25404173] - Lin Xia, Shihong Ma, Ying Zhang, Tao Wang, Mengyi Zhou, Zhongqiu Wang, Jianfa Zhang. Daily variation in global and local DNA methylation in mouse livers.
PloS one.
2015; 10(2):e0118101. doi:
10.1371/journal.pone.0118101. [PMID: 25689298] - Rafael Deminice, Hugo Comparotto, Alceu Afonso Jordao. Whey protein supplementation increases methionine intake but not homocysteine plasma concentration in rats.
Applied physiology, nutrition, and metabolism = Physiologie appliquee, nutrition et metabolisme.
2015 Jan; 40(1):46-50. doi:
10.1139/apnm-2014-0175. [PMID: 25485892] - Yunjun Xiao, Wei Huang, Jinzhou Zhang, Chaoqiong Peng, Min Xia, Wenhua Ling. Increased plasma S-adenosylhomocysteine-accelerated atherosclerosis is associated with epigenetic regulation of endoplasmic reticulum stress in apoE-/- mice.
Arteriosclerosis, thrombosis, and vascular biology.
2015 Jan; 35(1):60-70. doi:
10.1161/atvbaha.114.303817. [PMID: 25359864] - S Taysi, M S Keles, K Gumustekin, M Akyuz, A Boyuk, O Cikman, N Bakan. Plasma homocysteine and liver tissue S-adenosylmethionine, S-adenosylhomocysteine status in vitamin B6-deficient rats.
European review for medical and pharmacological sciences.
2015 Jan; 19(1):154-60. doi:
. [PMID: 25635989] - Chih-Chun Nieh, Wei-Lung Tseng. Thymine-based molecular beacon for sensing adenosine based on the inhibition of S-adenosylhomocysteine hydrolase activity.
Biosensors & bioelectronics.
2014 Nov; 61(?):404-9. doi:
10.1016/j.bios.2014.05.031. [PMID: 24914852] - Michael L Barta, Keisha Thomas, Hongling Yuan, Scott Lovell, Kevin P Battaile, Vern L Schramm, P Scott Hefty. Structural and biochemical characterization of Chlamydia trachomatis hypothetical protein CT263 supports that menaquinone synthesis occurs through the futalosine pathway.
The Journal of biological chemistry.
2014 Nov; 289(46):32214-32229. doi:
10.1074/jbc.m114.594325. [PMID: 25253688] - Sara Pauwels, Ine Doperé, Inge Huybrechts, Lode Godderis, Gudrun Koppen, Greet Vansant. Validation of a food-frequency questionnaire assessment of methyl-group donors using estimated diet records and plasma biomarkers: the method of triads.
International journal of food sciences and nutrition.
2014 Sep; 65(6):768-73. doi:
10.3109/09637486.2014.917149. [PMID: 24827748] - Jiamu Du, Lianna M Johnson, Martin Groth, Suhua Feng, Christopher J Hale, Sisi Li, Ajay A Vashisht, James A Wohlschlegel, Dinshaw J Patel, Steven E Jacobsen. Mechanism of DNA methylation-directed histone methylation by KRYPTONITE.
Molecular cell.
2014 Aug; 55(3):495-504. doi:
10.1016/j.molcel.2014.06.009. [PMID: 25018018] - George I Papakostas, Richard C Shelton, John M Zajecka, Teodoro Bottiglieri, Joshua Roffman, Clair Cassiello, Stephen M Stahl, Maurizio Fava. Effect of adjunctive L-methylfolate 15 mg among inadequate responders to SSRIs in depressed patients who were stratified by biomarker levels and genotype: results from a randomized clinical trial.
The Journal of clinical psychiatry.
2014 Aug; 75(8):855-63. doi:
10.4088/jcp.13m08947. [PMID: 24813065] - Sherry Ngo, Xiaoling Li, Renelle O'Neill, Chandrakanth Bhoothpur, Peter Gluckman, Allan Sheppard. Elevated S-adenosylhomocysteine alters adipocyte functionality with corresponding changes in gene expression and associated epigenetic marks.
Diabetes.
2014 Jul; 63(7):2273-83. doi:
10.2337/db13-1640. [PMID: 24574043] - Xiuwei Wang, Ting Zhang, Xin Zhao, Zhen Guan, Zhen Wang, Zhiqiang Zhu, Qiu Xie, Jianhua Wang, Bo Niu. Quantification of folate metabolites in serum using ultraperformance liquid chromatography tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2014 Jul; 962(?):9-13. doi:
10.1016/j.jchromb.2014.05.023. [PMID: 24878879] - Masaru Kubota, Rieko Nakata, Souichi Adachi, Ken-Ichiro Watanabe, Toshio Heike, Yasufumi Takeshita, Midori Shima. Plasma homocysteine, methionine and S-adenosylhomocysteine levels following high-dose methotrexate treatment in pediatric patients with acute lymphoblastic leukemia or Burkitt lymphoma: association with hepatotoxicity.
Leukemia & lymphoma.
2014 Jul; 55(7):1591-5. doi:
10.3109/10428194.2013.850684. [PMID: 24090503] - Antonella Converso, Timothy Hartingh, Mark E Fraley, Robert M Garbaccio, George D Hartman, Shaei Y Huang, John M Majercak, Alexander McCampbell, Sang Jin Na, William J Ray, Mary J Savage, Carrie Wolffe, Suzie Yeh, Yuanjiang Yu, Rebecca White, Rena Zhang. Adenosine analogue inhibitors of S-adenosylhomocysteine hydrolase.
Bioorganic & medicinal chemistry letters.
2014 Jun; 24(12):2737-40. doi:
10.1016/j.bmcl.2014.04.034. [PMID: 24813734] - Ruben Esse, Apolline Imbard, Cristina Florindo, Sapna Gupta, Eoin P Quinlivan, Mariska Davids, Tom Teerlink, Isabel Tavares de Almeida, Warren D Kruger, Henk J Blom, Rita Castro. Protein arginine hypomethylation in a mouse model of cystathionine β-synthase deficiency.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2014 Jun; 28(6):2686-95. doi:
10.1096/fj.13-246579. [PMID: 24532665] - Caitlin G Howe, Megan M Niedzwiecki, Megan N Hall, Xinhua Liu, Vesna Ilievski, Vesna Slavkovich, Shafiul Alam, Abu B Siddique, Joseph H Graziano, Mary V Gamble. Folate and cobalamin modify associations between S-adenosylmethionine and methylated arsenic metabolites in arsenic-exposed Bangladeshi adults.
The Journal of nutrition.
2014 May; 144(5):690-7. doi:
10.3945/jn.113.188789. [PMID: 24598884] - Adam M Zawada, Kyrill S Rogacev, Björn Hummel, Judith T Berg, Annika Friedrich, Heinz J Roth, Rima Obeid, Jürgen Geisel, Danilo Fliser, Gunnar H Heine. S-adenosylhomocysteine is associated with subclinical atherosclerosis and renal function in a cardiovascular low-risk population.
Atherosclerosis.
2014 May; 234(1):17-22. doi:
10.1016/j.atherosclerosis.2014.02.002. [PMID: 24589563] - Kusum K Kharbanda, Sandra L Todero, Jordan C Moats, Ryan M Harris, Natalia A Osna, Paul G Thomes, Dean J Tuma. Alcohol consumption decreases rat hepatic creatine biosynthesis via altered guanidinoacetate methyltransferase activity.
Alcoholism, clinical and experimental research.
2014 Mar; 38(3):641-8. doi:
10.1111/acer.12306. [PMID: 24256608] - Robin P da Silva, Kathy Clow, John T Brosnan, Margaret E Brosnan. Synthesis of guanidinoacetate and creatine from amino acids by rat pancreas.
The British journal of nutrition.
2014 Feb; 111(4):571-7. doi:
10.1017/s0007114513003012. [PMID: 24103317] - Vanessa Cavalcante da Silva, Leandro Fernandes, Eduardo Jun Haseyama, Ana Luiza Dias Abdo Agamme, Elvira Maria Guerra Shinohara, Maria Tereza Cartaxo Muniz, Vânia D'Almeida. Effect of vitamin B deprivation during pregnancy and lactation on homocysteine metabolism and related metabolites in brain and plasma of mice offspring.
PloS one.
2014; 9(4):e92683. doi:
10.1371/journal.pone.0092683. [PMID: 24695104] - Lu Jin, Fei Ye, Dan Zhao, Shijie Chen, Kongkai Zhu, Mingyue Zheng, Ren-Wang Jiang, Hualiang Jiang, Cheng Luo. Metadynamics simulation study on the conformational transformation of HhaI methyltransferase: an induced-fit base-flipping hypothesis.
BioMed research international.
2014; 2014(?):304563. doi:
10.1155/2014/304563. [PMID: 25045662] - Matthew I Jackson, Kristoffer Lunøe, Charlotte Gabel-Jensen, Bente Gammelgaard, Gerald F Combs. Metabolism of selenite to selenosugar and trimethylselenonium in vivo: tissue dependency and requirement for S-adenosylmethionine-dependent methylation.
The Journal of nutritional biochemistry.
2013 Dec; 24(12):2023-30. doi:
10.1016/j.jnutbio.2013.04.007. [PMID: 24139672] - Justin L Anglin, Yongcheng Song. A medicinal chemistry perspective for targeting histone H3 lysine-79 methyltransferase DOT1L.
Journal of medicinal chemistry.
2013 Nov; 56(22):8972-83. doi:
10.1021/jm4007752. [PMID: 23879463] - Yunjun Xiao, Yuan Zhang, Min Wang, Xinrui Li, Dongfang Su, Jian Qiu, Dan Li, Yan Yang, Min Xia, Wenhua Ling. Plasma S-adenosylhomocysteine is associated with the risk of cardiovascular events in patients undergoing coronary angiography: a cohort study.
The American journal of clinical nutrition.
2013 Nov; 98(5):1162-9. doi:
10.3945/ajcn.113.058727. [PMID: 24004894] - Eveline E O Hagebeuk, Marinus Duran, Nico G G M Abeling, Arno Vyth, Bwee Tien Poll-The. S-adenosylmethionine and S-adenosylhomocysteine in plasma and cerebrospinal fluid in Rett syndrome and the effect of folinic acid supplementation.
Journal of inherited metabolic disease.
2013 Nov; 36(6):967-72. doi:
10.1007/s10545-013-9590-6. [PMID: 23392989] - K J Vinknes, J M Dekker, C A Drevon, H Refsum, E Nurk, G Nijpels, C D A Stehouwer, T Teerlink, G S Tell, O Nygård, S E Vollset, P M Ueland, A K Elshorbagy. Plasma sulfur amino acids and stearoyl-CoA desaturase activity in two Caucasian populations.
Prostaglandins, leukotrienes, and essential fatty acids.
2013 Oct; 89(5):297-303. doi:
10.1016/j.plefa.2013.09.007. [PMID: 24120123] - Alexander Semmler, Jean-Christophe Prost, Yvo Smulders, Desiree Smith, Henk Blom, Laurent Bigler, Michael Linnebank. Methylation metabolism in sepsis and systemic inflammatory response syndrome.
Scandinavian journal of clinical and laboratory investigation.
2013 Aug; 73(5):368-72. doi:
10.3109/00365513.2013.785587. [PMID: 23566119] - Young Suk Jung, Kang Uk Yun, Chang Seon Ryu, Jung Min Oh, Hui Chan Kwak, Ji-Yoon Lee, Song-Kyu Park, Bong Hee Kim, Soo Jin Oh, Sang Kyum Kim. Alterations in hepatic metabolism of sulfur amino acids in non-obese type-2 diabetic Goto-Kakizaki rats.
Chemico-biological interactions.
2013 Jul; 204(2):80-7. doi:
10.1016/j.cbi.2013.04.014. [PMID: 23665415] - Jacek Klepacki, Nina Brunner, Volker Schmitz, Jelena Klawitter, Uwe Christians, Jost Klawitter. Development and validation of an LC-MS/MS assay for the quantification of the trans-methylation pathway intermediates S-adenosylmethionine and S-adenosylhomocysteine in human plasma.
Clinica chimica acta; international journal of clinical chemistry.
2013 Jun; 421(?):91-7. doi:
10.1016/j.cca.2013.03.003. [PMID: 23499573] - Bram Van de Poel, Inge Bulens, Yasmin Oppermann, Marten L A T M Hertog, Bart M Nicolai, Margret Sauter, Annemie H Geeraerd. S-adenosyl-L-methionine usage during climacteric ripening of tomato in relation to ethylene and polyamine biosynthesis and transmethylation capacity.
Physiologia plantarum.
2013 Jun; 148(2):176-88. doi:
10.1111/j.1399-3054.2012.01703.x. [PMID: 23020643] - Lidia A Gardner, Dominic M Desiderio, Chassidy J Groover, Anastasia Hartzes, Charles R Yates, Audrey R Zucker-Levin, Leonard Bloom, Michael C Levin. LC-MS/MS identification of the one-carbon cycle metabolites in human plasma.
Electrophoresis.
2013 Jun; 34(11):1710-6. doi:
10.1002/elps.201200536. [PMID: 23417555] - Leonie G Mikael, Jill Pancer, Xinyin Jiang, Qing Wu, Marie Caudill, Rima Rozen. Low dietary folate and methylenetetrahydrofolate reductase deficiency may lead to pregnancy complications through modulation of ApoAI and IFN-γ in spleen and placenta, and through reduction of methylation potential.
Molecular nutrition & food research.
2013 Apr; 57(4):661-70. doi:
10.1002/mnfr.201200152. [PMID: 23112124] - Teresa Partearroyo, Julia Pérez-Miguelsanz, Natalia Úbeda, María Valencia-Benítez, Elena Alonso-Aperte, Gregorio Varela-Moreiras. Dietary folic acid intake differentially affects methionine metabolism markers and hippocampus morphology in aged rats.
European journal of nutrition.
2013 Apr; 52(3):1157-67. doi:
10.1007/s00394-012-0426-1. [PMID: 22832899] - Apolline Imbard, Yvo M Smulders, Rob Barto, Desiree E C Smith, Robert M Kok, Cornelis Jakobs, Henk J Blom. Plasma choline and betaine correlate with serum folate, plasma S-adenosyl-methionine and S-adenosyl-homocysteine in healthy volunteers.
Clinical chemistry and laboratory medicine.
2013 Mar; 51(3):683-92. doi:
10.1515/cclm-2012-0302. [PMID: 23095202] - Wolfgang Herrmann, Susanne H Kirsch, Vera Kruse, Rudolf Eckert, Stefan Gräber, Jürgen Geisel, Rima Obeid. One year B and D vitamins supplementation improves metabolic bone markers.
Clinical chemistry and laboratory medicine.
2013 Mar; 51(3):639-47. doi:
10.1515/cclm-2012-0599. [PMID: 23183751]