ADENYLOSUCCINIC ACID
ADENYLOSUCCINIC ACID Basic information
- Product Name:
- ADENYLOSUCCINIC ACID
- Synonyms:
-
- ADENYLOSUCCINIC ACID
- ADENYLOSUCCINIC ACID HYDRATE
- 2-[[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]purin-6-yl]amino]butanedioic acid
- Adenylsuccinic acid
- adenylosuccnic acid
- adenylosuccinic acid free acid
- aspartyl adenylate
- Aspartyl-AMP
- CAS:
- 19046-78-7
- MF:
- C14H18N5O11P
- MW:
- 463.29
- Product Categories:
-
- Activity
- Chromogenic
- Enzyme Substrates
- API
- Mol File:
- 19046-78-7.mol
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 - pka
- 1.86±0.10(Predicted)
- form
- powder
- color
- White to off-white
- InChIKey
- OFBHPPMPBOJXRT-VWJPMABRSA-N
- SMILES
- O[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
MSDS
- Language:English Provider:SigmaAldrich
ADENYLOSUCCINIC ACID Usage And Synthesis
Uses
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].
Definition
ChEBI: 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: | 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. |
IC 50
Human 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
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