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Structure

2'-O-Monosuccinyladenosine 3':5'-cyclic monophosphate tyrosyl methyl ester

CAS
104809-08-7
Catalog Number
ACM104809087
Category
Main Products
Molecular Weight
606.48
Molecular Formula
C24H27N6O11P

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Specification

Synonyms
2-O-Monosuccinyladenosine 3:5-cyclic monophosphate tyrosyl methyl ester; 2 inverted exclamation marka-O-Monosuccinyladenosine 3 inverted exclamation marka:5 inverted exclamation marka-cyclic monophosphate tyrosyl methyl ester; ScAMP-TME;
IUPAC Name
4-O-[4-(2-amino-3-methoxy-3-oxopropyl)phenyl] 1-O-[6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanedioate
InChI Key
VCGXASLRSBTMRC-UHFFFAOYSA-N
Boiling Point
845.8ºC at 760 mmHg
Flash Point
465.4ºC
Density
1.78g/cm³
Appearance
Solid
Exact Mass
606.14800
H-Bond Acceptor
16
H-Bond Donor
3
WGK Germany
3

Study on the Role of Adenosine 3',5'-Cyclic Monophosphate (cAMP) in Regulating Nutrition

Bulur N, et al. Molecular Medicine Reports, 2013, 7(5), 1666-1672.

2'-O-Monosuccinyladenosyl-3',5'-cyclic monophosphate is an immunogenic derivative of cAMP. Interactions between adenosine 3',5'-cyclic monophosphate (cAMP), volume-regulated anion channels (VRAC), and the electrogenic sodium bicarbonate (Na+-HCO3-) cotransporter NBCe1 have been explored. In this study, the effects of 5-nitro-2-(3-phenylpropylamino)benzoic acid (NPPB) and 5-chloro-2-hydroxy-3-(thiophene-2-carbonyl)indole-1-carboxamide (tenidap) on 2'-O-monosuccinyladenosine 3',5'-cyclic monophosphate tyrosyl methyl ester were explored.
· Even in the presence of 0.5 mM IBMX, the release of insulin from BRIN-BD11 cells exposed to NPPB (0.1 mM) in the hypotonic medium did not exceed 51.3±4.8% (n=3) of the value determined in the hypotonic medium and absence of NPPB, despite the presence of 0.1 mM cAMP-AM (n=2) or 2'-O-monosuccinyladenosine-3',5'-cyclic monophosphate tyrosyl methyl ester (n=1).
· 2'-O-Monosuccinyladenosyl-3',5'-cyclic monophosphate tyrosylmethyl ester (0.1 mM) increases KIC-evoked insulin output from 53.0±11.5 to 97.5 in the presence of tinida ± 11.6 μU/ml/30 min (n=3 in both cases; P<0.06).

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