Adenylosuccinic acid

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Adenylosuccinic acid manufacturers

Adenylosuccinic acid Basic information
Product Name:Adenylosuccinic acid
Synonyms:ADENYLOSUCCINIC ACID HYDRATE;2-[[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]purin-6-yl]amino]butanedioic acid;adenylosuccnic acid;adenylosuccinic acid free acid;aspartyl adenylate;Aspartyl-AMP;L-Aspartic acid 4-(5'-adenylyl) ester;N-[9-(5-O-Phosphono-β-D-ribofuranosyl)-9H-purin-6-yl]-L-aspartic acid
CAS:19046-78-7
MF:C14H18N5O11P
MW:463.29
EINECS:
Product Categories:Activity;Chromogenic;Enzyme Substrates;API
Mol File:19046-78-7.mol
Adenylosuccinic acid Structure
Adenylosuccinic acid Chemical Properties
Boiling point 921.9±75.0 °C(Predicted)
density 2.19±0.1 g/cm3(Predicted)
storage temp. −20°C
solubility DMF: 20 mg/ml
DMSO: 20 mg/ml
Ethanol: Partially solublePBS (pH 7.2): 10 mg/ml
pka1.86±0.10(Predicted)
form powder
color White to off-white
InChIKeyOFBHPPMPBOJXRT-VWJPMABRSA-N
SMILESO[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(O)=O)n2cnc3c(N[C@@H](CC(O)=O)C(O)=O)ncnc23
Safety Information
WGK Germany 3
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
Adenylosuccinic acid Usage And Synthesis
UsesAdenylosuccinic 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].
DefinitionChEBI: The N6-(1,2-dicarboxyethyl) derivative of adenosine 5'-monophosphate.
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:3μg/mL, 30μg/mL, 300μg/mL, 3000 μg/mL
Administration:3μg/mL for 3 days and 30μg/mL for the next 4 days, and 300μg/mL for one week, and then 3000μg/mL for 6 weeks
Result:Ameliorated the symptoms of murine duchenne muscular dystrophy.
IC 50Human Endogenous Metabolite
References[1] Timpani CA, et al. Adenylosuccinic acid therapy ameliorates murine Duchenne Muscular Dystrophy.Sci Rep. 2020 Jan 24;10(1):1125. DOI:10.1038/s41598-020-57610-w
[2] WAARDE A V. OPERATION OF THE PURINE NUCLEOTIDE CYCLE IN ANIMAL TISSUES[J]. Biological Reviews, 1988, 63 2: 259-298. DOI: 10.1111/j.1469-185x.1988.tb00632.x
[3] HALONEN J, NEDERGAARD J. Adenosine 5-Monophosphate Is a Selective Inhibitor of the Brown Adipocyte Nonselective Cation Channel[J]. The Journal of Membrane Biology, 2002, 14 1: 0. DOI: 10.1007/s00232-001-0184-0
[4] Y. NISHIDA  T. M. Contractile effect of succinylpurines on guinea pig uterus[J]. General Pharmacology-the Vascular System, 1988, 19 2: Pages 277-279. DOI: 10.1016/0306-3623(88)90076-6
[5] JESSICA R GOODING. Adenylosuccinate Is an Insulin Secretagogue Derived from Glucose-Induced Purine Metabolism.[J]. Cell reports, 2015, 13 1: 157-167. DOI: 10.1016/j.celrep.2015.08.072
[6] TARAKA R. DONTI . Diagnosis of adenylosuccinate lyase deficiency by metabolomic profiling in plasma reveals a phenotypic spectrum[J]. Molecular Genetics and Metabolism Reports, 2016, 8: Pages 61-66. DOI: 10.1016/j.ymgmr.2016.07.007
Adenylosuccinic acid Preparation Products And Raw materials
Tag:Adenylosuccinic acid(19046-78-7) Related Product Information
Nicotinic acid B12 VITAMIN B12 Nicotinamide Octenyl succinate starch (9H-Purin-6-ylamino)acetic acid Adenylosuccinic acid Adenylosuccinic acid sodium salt 6-(beta-Hydroxyethylamino)-purine adenylosuccinic acid 2',3'-acyclic dialcohol adenylosuccinic acid-2',3'-acyclic dialdehyde