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方案
≥98.0% (HPLC)
≥98.0% (TLC)
质量水平
表单
crystalline
分子量
384.41
溶解性
1 M HCl: soluble 19.60-20.40 mg/mL, clear to slightly hazy, colorless to faintly yellow
储存温度
−20°C
SMILES字符串
N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23)C(O)=O
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
InChI key
ZJUKTBDSGOFHSH-WFMPWKQPSA-N
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应用
SAH适用于：
- 研究AdoHcy是否与AdoMet竞争下调LUC报告基因的活性
- 作为研究SAH丰度模式及其与脊椎动物变态的相关性的试剂
- 用于优化蛋白质（赖氨酸K）甲基转移酶SET7/9活性测定
- 在登革病毒甲基转移酶活性测定过程中用于荧光偏振（FP）分析
- 作为通过高效液相色谱（HPLC）和荧光检测法测定血液样品SAH含量的标准品
生化/生理作用
S-(5′-腺苷)-L-高半胱氨酸（AdoHcy/SAH）是细胞内高半胱氨酸应激的一个组成部分。AdoHcy是参与表观遗传学的DNA甲基转移酶（S-腺苷-L-甲硫氨酸（AdoMet）依赖的甲基转移酶）的竞争性抑制剂（与AdoMet竞争）。因此，AdoHcy可用于各种高同型半胱氨酸状态的表观遗传学研究。AdoHcy是被S-腺苷高半胱氨酸水解酶（AHCY）代谢的。AdoHcy是S-腺苷甲硫氨酸（SAM）相关的酶促转甲基反应的产物。通过其切割产生腺苷和L-高半胱氨酸，将其重新转化为SAM——它是噻亭高半胱氨酸S-甲基转移酶的底物。血浆中SAM和SAH的浓度变化可作为细胞甲基化潜能和代谢变化的预测因子。甲基化能力代表特定的遗传多态性和/或营养缺乏。甲基化在表观遗传学、重编程和癌症中具有重要作用。
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
从最新的版本中选择一种：
分析证书(COA)
Lot/Batch Number
J Wang et al.
Thrombosis and haemostasis, 70(6), 1047-1052 (1993-12-20)
Elevated plasma homocysteine is associated with an increased risk of intravascular thrombosis. Platelet aggregation and thrombosis are inhibited by prostacyclin produced by the vascular endothelium. Our aim was to investigate whether homocysteine and related metabolites inhibit endothelial prostacyclin production. We
S C Lu
The international journal of biochemistry & cell biology, 32(4), 391-395 (2000-04-13)
S-Adenosyl-Lmethionine (SAM) is an important molecule in normal cell function and survival. SAM is utilized by three key metabolic pathways: transmethylation; transsulfuration; and polyamine synthesis. In transmethylation reactions, the methyl group of SAM is donated to a large variety of
Yukako Chiba et al.
Proceedings of the National Academy of Sciences of the United States of America, 100(18), 10225-10230 (2003-08-23)
Cystathionine gamma-synthase, the first committed enzyme of methionine biosynthesis in higher plants, is encoded by the CGS1 gene in Arabidopsis thaliana. We have shown previously that the stability of the CGS1 mRNA is negatively regulated in response to methionine application
Wenyu Yu et al.
Bioorganic & medicinal chemistry, 21(7), 1787-1794 (2013-02-26)
Chemical inhibition of proteins involved in chromatin-mediated signaling is an emerging strategy to control chromatin compaction with the aim to reprogram expression networks to alter disease states. Protein methyltransferases constitute one of the protein families that participate in epigenetic control
S Melnyk et al.
Clinical chemistry, 46(2), 265-272 (2000-02-05)
The relative changes in plasma and intracellular concentrations of S-adenosylmethionine (SAM) and S-adenosylhomocysteine (SAH) may be important predictors of cellular methylation potential and metabolic alterations associated with specific genetic polymorphisms and/or nutritional deficiencies. Because these metabolites are present in nanomolar
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