A9384
S-(5′-腺苷)-L-高半胱氨酸
crystalline
别名:
5′-脱氧-S-腺苷-L-高半胱氨酸, AdoHcy, S-(5′-脱氧腺苷-5′)-L-高半胱氨酸
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)
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
E A Struys et al.
Clinical chemistry, 46(10), 1650-1656 (2000-10-06)
Available methods for the determination of nanomolar concentrations of S:-adenosylmethionine (SAM) and S:-adenosylhomocysteine (SAH) in plasma and cerebrospinal fluid (CSF) are time-consuming. We wished to develop a method for their rapid and simultaneous measurement. We used tandem mass spectrometry (MS/MS)
Siew Pheng Lim et al.
Methods in molecular biology (Clifton, N.J.), 1030, 249-268 (2013-07-04)
Flavivirus NS5 is the most conserved protein amongst the flavivirus proteins and is an essential enzyme for viral mRNA capping and replication. It encodes a methyl-transferase (MTase) domain at its N-terminal region which carries out sequential N7 and 2'-O methylation
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
Desirée E C Smith et al.
Clinical chemistry and laboratory medicine, 50(9), 1641-1647 (2012-09-11)
Disturbances in the levels of one-carbon (1C) metabolism metabolites have been associated with a wide variety of neuropsychiatric diseases. Cerebrospinal fluid (CSF) levels of homocysteine (Hcy) and the other 1C metabolites, nor their interrelatedness and putative determinants, have been studied
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
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