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A9384

Sigma-Aldrich

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

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About This Item

经验公式（希尔记法）:
C14H20N6O5S
CAS号:
979-92-0
分子量:
384.41
Beilstein:
99188
EC號碼:
213-560-8
MDL號碼:
MFCD00037388
分類程式碼代碼:
41106305
eCl@ss:
32160406
PubChem物質ID:
24891441
NACRES:
NA.51

化驗

≥98.0% (HPLC)
≥98.0% (TLC)

品質等級

300

形狀

crystalline

分子量

384.41

溶解度

1 M HCl: soluble 19.60-20.40 mg/mL, clear to slightly hazy, colorless to faintly yellow

儲存溫度

−20°C

SMILES 字串

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 密鑰

ZJUKTBDSGOFHSH-WFMPWKQPSA-N

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應用

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。

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

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