Adenylosuccinic acid

Names

[ CAS No. ]:
19046-78-7

[ Name ]:
Adenylosuccinic acid

[Synonym ]:
ADENYLOSUCCINIC ACID
N(6)-(1,2-dicarboxyethyl)-AMP
Aspartyl-AMP
adenylosuccnic acid
L-Aspartic acid 4-(5'-adenylyl) ester
Adenylobernsteinsaeure(L-)
Adenylsuccinic acid
aspartyl adenylate
N6-(1,2-dicarboxy-ethyl)-[5']adenylic acid
adenylosuccinic acid free acid

Biological Activity

[Description]:

Adenylosuccinic acid (Adenylosuccinate; Aspartyl adenylate) is a purine ribonucleoside monophosphate and plays a role in nucleotide cycle metabolite. Adenylosuccinic acid can be converted into fumaric acid through adenylosuccinate lyase. Adenylosuccinic acid has the potential for the study of duchenne muscular dystrophy(DMD)[1].

[Related Catalog]:

Research Areas >> Metabolic Disease

[Target]

IC50: ribonucleoside monophosphate[1]

[In Vivo]

Adenylosuccinic acid (oral administration; 3-3000 µg/mL; 6 weeks) significantly improves the features of murine DMD, it decreases the number of centronucleated fibres, lipid accumulation, connective tissue infiltration and Ca2+ content of mdx tibialis anterior[1]. Animal Model: C57Bl/10ScSn (normal wild-type strain; Con) and C57Bl/10mdx (mdx) mice[1] Dosage: 3 µg/mL, 30 µg/mL, 300 µg/mL, 3000 µg/mL Administration: 3 µg/mL for 3 days and 30 µg/mL for the next 4 days, and 300 µg/mL for one week, and then 3000 µg/mL for 6 weeks Result: Ameliorated the symptoms of murine duchenne muscular dystrophy.

[References]

[1]. Timpani CA, et al. Adenylosuccinic acid therapy ameliorates murine Duchenne Muscular Dystrophy.Sci Rep. 2020 Jan 24;10(1):1125.

Chemical & Physical Properties

[ Density]:
2.19g/cm3

[ Boiling Point ]:
921.9ºC at 760mmHg

[ Molecular Formula ]:
C₁₄H₁₈N₅O₁₁P

[ Molecular Weight ]:
463.29300

[ Flash Point ]:
511.3ºC

[ Exact Mass ]:
463.07400

[ PSA ]:
256.49000

[ Vapour Pressure ]:
0mmHg at 25°C

[ Index of Refraction ]:
1.833

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

The RimL transacetylase provides resistance to translation inhibitor microcin C.

J. Bacteriol. 196(19) , 3377-85, (2014)

Peptide-nucleotide antibiotic microcin C (McC) is produced by some Escherichia coli strains. Inside a sensitive cell, McC is processed, releasing a nonhydrolyzable analog of aspartyl-adenylate, which ...

Synthesis and aminoacyl-tRNA synthetase inhibitory activity of aspartyl adenylate analogs.

Bioorg. Med. Chem. 13(1) , 69-75, (2005)

Three nonhydrolyzable aspartyl adenylate analogs have been prepared and tested as inhibitors of E. coli aspartyl-tRNA synthetase. 5'-O-[N-(L-Aspartyl)sulfamoyl]adenosine is a potent competitive inhibi...

MccE provides resistance to protein synthesis inhibitor microcin C by acetylating the processed form of the antibiotic.

J. Biol. Chem. 285(17) , 12662-9, (2010)

The heptapeptide-nucleotide microcin C (McC) is a potent inhibitor of enteric bacteria growth. McC is excreted from producing cells by the MccC transporter. The residual McC that remains in the produc...