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MedKoo Cat#: 596912 | Name: Aspartyl adenylate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Aspartyl adenylate is the adenyl derivative of succinic acid that plays a part in nucleotide metabolism. Aspartyl adenylate is also an intermediate in the biosynthetic conversion of inosine 5'-phosphate into adenosine 5'-phosphate.

Chemical Structure

Aspartyl adenylate
Aspartyl adenylate
CAS#19046-78-7

Theoretical Analysis

MedKoo Cat#: 596912

Name: Aspartyl adenylate

CAS#: 19046-78-7

Chemical Formula: C14H18N5O11P

Exact Mass: 463.0740

Molecular Weight: 463.29

Elemental Analysis: C, 36.30; H, 3.92; N, 15.12; O, 37.99; P, 6.69

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Aspartyl adenylate; Adenylosuccinic Acid; Adenylosuccinate; Succinyl AMP;
IUPAC/Chemical Name
(9-((2R,3R,4S,5R)-3,4-dihydroxy-5-((phosphonooxy)methyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)-L-aspartic acid
InChi Key
OFBHPPMPBOJXRT-VWJPMABRSA-N
InChi Code
InChI=1S/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)/t5-,6+,9+,10+,13+/m0/s1
SMILES Code
O=C(O)C[C@@H](C(O)=O)NC1=C2N=CN([C@H]3[C@@H]([C@@H]([C@@H](COP(O)(O)=O)O3)O)O)C2=NC=N1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 463.29 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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Future Microbiol. 2012 Feb;7(2):281-9. doi: 10.2217/fmb.11.148. Review. PubMed PMID: 22324995; PubMed Central PMCID: PMC3350762. 8: Vondenhoff GH, Van Aerschot A. Microcin C: biosynthesis, mode of action, and potential as a lead in antibiotics development. Nucleosides Nucleotides Nucleic Acids. 2011 Jul-Aug;30(7-8):465-74. doi: 10.1080/15257770.2011.583972. PubMed PMID: 21888539. 9: Vondenhoff GH, Dubiley S, Severinov K, Lescrinier E, Rozenski J, Van Aerschot A. Extended targeting potential and improved synthesis of Microcin C analogs as antibacterials. Bioorg Med Chem. 2011 Sep 15;19(18):5462-7. doi: 10.1016/j.bmc.2011.07.052. Epub 2011 Aug 3. PubMed PMID: 21855353. 10: Polydorides S, Amara N, Aubard C, Plateau P, Simonson T, Archontis G. Computational protein design with a generalized Born solvent model: application to Asparaginyl-tRNA synthetase. Proteins. 2011 Dec;79(12):3448-68. doi: 10.1002/prot.23042. Epub 2011 May 11. PubMed PMID: 21563215. 11: Tikhonov A, Kazakov T, Semenova E, Serebryakova M, Vondenhoff G, Van Aerschot A, Reader JS, Govorun VM, Severinov K. The mechanism of microcin C resistance provided by the MccF peptidase. J Biol Chem. 2010 Dec 3;285(49):37944-52. doi: 10.1074/jbc.M110.179135. Epub 2010 Sep 27. PubMed PMID: 20876530; PubMed Central PMCID: PMC2992228. 12: Novikova M, Kazakov T, Vondenhoff GH, Semenova E, Rozenski J, Metlytskaya A, Zukher I, Tikhonov A, Van Aerschot A, Severinov K. MccE provides resistance to protein synthesis inhibitor microcin C by acetylating the processed form of the antibiotic. J Biol Chem. 2010 Apr 23;285(17):12662-9. doi: 10.1074/jbc.M109.080192. Epub 2010 Feb 16. PubMed PMID: 20159968; PubMed Central PMCID: PMC2857085. 13: Lopes A, Schmidt Am Busch M, Simonson T. Computational design of protein-ligand binding: modifying the specificity of asparaginyl-tRNA synthetase. J Comput Chem. 2010 Apr 30;31(6):1273-86. doi: 10.1002/jcc.21414. PubMed PMID: 19862811. 14: Van de Vijver P, Vondenhoff GH, Kazakov TS, Semenova E, Kuznedelov K, Metlitskaya A, Van Aerschot A, Severinov K. Synthetic microcin C analogs targeting different aminoacyl-tRNA synthetases. J Bacteriol. 2009 Oct;191(20):6273-80. doi: 10.1128/JB.00829-09. Epub 2009 Aug 14. PubMed PMID: 19684138; PubMed Central PMCID: PMC2753047. 15: Petit VW, Zirah S, Rebuffat S, Tabet JC. Collision induced dissociation-based characterization of nucleotide peptides: fragmentation patterns of microcin C7-C51, an antimicrobial peptide produced by Escherichia coli. J Am Soc Mass Spectrom. 2008 Aug;19(8):1187-98. doi: 10.1016/j.jasms.2008.04.020. Epub 2008 Apr 11. PubMed PMID: 18499472. 16: Kazakov T, Vondenhoff GH, Datsenko KA, Novikova M, Metlitskaya A, Wanner BL, Severinov K. Escherichia coli peptidase A, B, or N can process translation inhibitor microcin C. J Bacteriol. 2008 Apr;190(7):2607-10. doi: 10.1128/JB.01956-07. Epub 2008 Jan 25. 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