D1771
5′-脱氧腺苷
≥98% (TLC), synthetic (organic), powder
别名:
5′-dAdo
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关于此项目
经验公式（希尔记法）:
C10H13N5O3
化学文摘社编号:
分子量:
251.24
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
MDL number:
产品名称
5′-脱氧腺苷, methylthioadenosine/S-adenosylhomocysteine (MTA/SAH) nucleosidase substrate
SMILES string
C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23
InChI
1S/C10H13N5O3/c1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15/h2-4,6-7,10,16-17H,1H3,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
InChI key
XGYIMTFOTBMPFP-KQYNXXCUSA-N
biological source
synthetic (organic)
assay
≥98% (TLC)
form
powder
solubility
hot water: 19.60-20.40 mg/mL, clear, colorless
storage temp.
2-8°C
Quality Level
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Application
5′-脱氧腺苷已用于：
- 作为质谱中的标准品
- 、作为筛选胸苷磷酸化酶活性的抑制剂
- 、作为 5′-脱氧腺苷脱氨酶（DadD）试验的底物
Biochem/physiol Actions
5′-脱氧腺苷是微生物中甲基硫代腺苷/ S -腺苷同型半胱氨酸 （MTA/SAH）核苷酶的底物。 5′-脱氧腺苷是 S -腺苷甲硫氨酸（SAM）裂解的副产物。5′ 高水平脱氧腺苷抑制SAM 依赖性酶。它还抑制生物素合成酶（BioB）和硫辛酸合成酶（LipA）。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Sandrine Ollagnier-de-Choudens et al.
FEBS letters, 532(3), 465-468 (2002-12-17)
Biotin synthase (BioB), an iron-sulfur enzyme, catalyzes the last step of the biotin biosynthesis pathway. The reaction consists in the introduction of a sulfur atom into two non-activated C-H bonds of dethiobiotin. Substrate radical activation is initiated by the reductive
Kenichi Yokoyama et al.
Journal of the American Chemical Society, 129(49), 15147-15155 (2007-11-16)
BtrN encoded in the butirosin biosynthetic gene cluster possesses a CXXXCXXC motif conserved within the radical S-adenosyl methionine (SAM) superfamily. Its gene disruption in the butirosin producer Bacillus circulans caused the interruption of the biosynthetic pathway between 2-deoxy-scyllo-inosamine (DOIA) and
Gunhild Layer et al.
Current opinion in chemical biology, 8(5), 468-476 (2004-09-29)
'Radical SAM' enzymes juxtapose a [4Fe-4S] cluster and S-adenosyl-l-methionine (SAM) to generate catalytic 5'-deoxyadenosyl radicals. The crystal structures of oxygen-independent coproporphyrinogen III oxidase HemN and biotin synthase reveal the positioning of both cofactors with respect to each other and relative
Charles J Walsby et al.
Inorganic chemistry, 44(4), 727-741 (2005-04-30)
Electron paramagnetic resonance (EPR), electron-nuclear double resonance (ENDOR), and Mössbauer spectroscopies and other physical methods have provided important new insights into the radical-SAM superfamily of proteins, which use iron-sulfur clusters and S-adenosylmethionine to initiate H atom abstraction reactions. This remarkable
The nucleoside derivative 5?-O-trityl-inosine (KIN59) suppresses thymidine phosphorylase-triggered angiogenesis via a noncompetitive mechanism of action
Liekens S, et al.
Test, 279(28), 29598-29605 (2004)
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