A166
Sp-Adenosine 3′,5′-cyclic monophosphorothioate triethylammonium salt hydrate
≥98% (HPLC), solid
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别名:
Sp-Cyclic 3′,5′-hydrogen phosphorothioate adenosine hydrate, Sp-cAMPS triethylammonium salt
经验公式（希尔记法）:
C10H11N5O5PS · C6H16N · xH2O
CAS号:
分子量:
446.46 (anhydrous basis)
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.77
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质量水平
检测方案
≥98% (HPLC)
形式
solid
旋光性
[α]22/D −25.43°, c = 0.99 in H2O(lit.)
颜色
white
溶解性
H2O: soluble
储存温度
−20°C
SMILES字符串
CCN(CC)CC.Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4CO[P@@](S)(=O)O[C@H]4[C@H]3O
InChI
1S/C10H12N5O5PS.C6H15N/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(19-10)1-18-21(17,22)20-7;1-4-7(5-2)6-3/h2-4,6-7,10,16H,1H2,(H,17,22)(H2,11,12,13);4-6H2,1-3H3/t4-,6-,7-,10-,21+;/m1./s1
InChI key
OXIPZMKSNMRTIV-BIQAKYJPSA-N
生化/生理作用
Sp-Diastereomer of adenosine 3′,5′-cyclic monophosphorothioate is a potent, membrane-permeable activator of cAMP dependent protein kinase I and II that mimics the effects of cAMP as a second messenger in numerous systems while being resistant to cyclic nucleotide phosphodiesterases; exhibits greater specificity and affinity than forskolin and cAMP analogs such as dibutyryl-cAMP.
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
B Yusta et al.
Journal of neurochemistry, 51(6), 1808-1818 (1988-12-01)
We have compared the effects of forskolin, N6,2'-O-dibutyryladenosine 3':5'-cyclic monophosphate (dibutyryl cyclic AMP, Bt2-cAMP), and butyrate on several aspects of neuroblastoma cell physiology. The morphology of Neuro 2A cells was similar after incubation with forskolin and Bt2-cAMP, which caused extensive
H G Scholübbers et al.
European journal of biochemistry, 138(1), 101-109 (1984-01-02)
The ability of 24 systematically modified analogues of adenosine 3',5'-monophosphate (cAMP) to enhance the synthesis of beta-galactosidase in glucose-repressed Escherichia coli strains KNBL 1001 and cpd- Crookes has been investigated. The properties of the analogues in comparison with cAMP are
The Atypical MAP Kinase ErkB Transmits Distinct Chemotactic Signals through a Core Signaling Module.
John M E Nichols et al.
Developmental cell, 48(4), 491-505 (2019-01-08)
Signaling from chemoattractant receptors activates the cytoskeleton of crawling cells for chemotaxis. We show using phosphoproteomics that different chemoattractants cause phosphorylation of the same core set of around 80 proteins in Dictyostelium cells. Strikingly, the majority of these are phosphorylated
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