15392-98-0
Chemical Structure
2'-O-MB-cAMP
Synonym(s): 2'-O-Monobutyryl cyclic AMP
- CAS No.: 15392-98-0
- Formula:C14H18N5O7P
- Molecular Weight:399.30
IUPAC Name: (4aR,6R,7R,7aR)-6-(6-amino-9H-purin-9-yl)-2-hydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butyrate
InChIKey: XJMWDVLBPAAXPW-FRJWGUMJSA-N
SMILES: CCCC(O[C@H]1[C@H](N2C3=NC=NC(N)=C3N=C2)O[C@@]4([H])[C@@]1([H])OP(O)(OC4)=O)=O
Biological Activity: 2'-O-MB-cAMP (2'-O-Monobutyryl cyclic AMP) is an inactive analog of Cyclic AMP. 2'-O-MB-cAMP serves as a reference standard in FAB/MIKE mass spectrometry for the characterization of butyryl derivatives of cyclic nucleotides. 2'-O-MB-cAMP does not induce differentiation or upregulate Nm23-R1 in glioma cells. 2'-O-MB-cAMP can be used as a negative control cAMP analog for glioma-related research[1][2][3].
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2'-O-MB-cAMP | 2'-O-MB-cAMP (2'-O-Monobutyryl cyclic AMP) is an inactive analog of Cyclic AMP. 2'-O-MB-cAMP serves as a reference standard in FAB/MIKE mass spectrometry for the characterization of butyryl derivatives of cyclic nucleotides. 2'-O-MB-cAMP does not induce differentiation or upregulate Nm23-R1 in glioma cells. 2'-O-MB-cAMP can be used as a negative control cAMP analog for glioma-related research. | |||||||||||||||||||||
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References
- [1]. Scott SP, et al. Mapping ligand interactions with the hyperpolarization activated cyclic nucleotide modulated (HCN) ion channel binding domain using a soluble construct. Biochemistry. 2007 Aug 21;46(33):9417-31.
- [2]. Newton R P, et al. Identification of butyryl derivatives of cyclic nucleotides by positive ion fast atom bombardment mass spectrometry and mass‐analysed ion kinetic energy spectrometry[J]. Organic mass spectrometry, 1989, 24(8): 679-688.
- [3]. Roymans D, et al. Nucleoside diphosphate kinase beta (Nm23-R1/NDPKbeta) is associated with intermediate filaments and becomes upregulated upon cAMP-induced differentiation of rat C6 glioma. Experimental cell research. 2000 Nov 25;261(1):127-38.
