IUPAC/Chemical Name
4-amino-1-((3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxidotetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-4-yl)pyrimidin-2(1H)-one
InChi Key
NMPZCCZXCOMSDQ-XVFCMESISA-N
InChi Code
1S/C9H12N3O7P/c10-5-1-2-12(9(14)11-5)8-7-6(4(3-13)17-8)18-20(15,16)19-7/h1-2,4,6-8,13H,3H2,(H,15,16)(H2,10,11,14)/t4-,6-,7-,8-/m1/s1
SMILES Code
NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@H]3OP(O)(=O)O[C@@H]23
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
305.18
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.
| 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 |
1: Warepam M, Singh LR. Osmolyte mixtures have different effects than individual osmolytes on protein folding and functional activity. Arch Biochem Biophys. 2015 May 1;573:77-83. doi: 10.1016/j.abb.2015.03.017. Epub 2015 Mar 26. PMID: 25817170.
2: Bordeleau E, Oberc C, Ameen E, da Silva AM, Yan H. Identification of cytidine 2',3'-cyclic monophosphate and uridine 2',3'-cyclic monophosphate in Pseudomonas fluorescens pfo-1 culture. Bioorg Med Chem Lett. 2014 Sep 15;24(18):4520-4522. doi: 10.1016/j.bmcl.2014.07.080. Epub 2014 Aug 7. PMID: 25139571.
3: Bencina M, Babic J, Podgornik A. Preparation and characterisation of ribonuclease monolithic bioreactor. J Chromatogr A. 2007 Mar 9;1144(1):135-42. doi: 10.1016/j.chroma.2006.12.083. Epub 2006 Dec 27. PMID: 17234196.
4: Adinolfi S, Piccoli R, Sica F, Mazzarella L. BS-RNase tetramers: an example of domain-swapped oligomers. FEBS Lett. 1996 Dec 2;398(2-3):326-32. doi: 10.1016/s0014-5793(96)01034-4. PMID: 8977132.
5: Ribó M, delCardayré SB, Raines RT, de Llorens R, Cuchillo CM. Production of human pancreatic ribonuclease in Saccharomyces cerevisiae and Escherichia coli. Protein Expr Purif. 1996 May;7(3):253-61. doi: 10.1006/prep.1996.0036. PMID: 8860650.
6: Moussaoui M, Nogués MV, Guasch A, Barman T, Travers F, Cuchillo CM. The subsites structure of bovine pancreatic ribonuclease A accounts for the abnormal kinetic behavior with cytidine 2',3'-cyclic phosphate. J Biol Chem. 1998 Oct 2;273(40):25565-72. doi: 10.1074/jbc.273.40.25565. PMID: 9748220.
7: Köditz J, Ulbrich-Hofmann R. pH-Stat titration allows the continuous determination of ribonuclease A activity toward cytidine 2',3'-cyclic monophosphate at high substrate concentrations. Anal Biochem. 2002 Jun 15;305(2):281-4. doi: 10.1006/abio.2002.5643. PMID: 12054459.
8: Biosca JA, Travers F, Cuchillo CM. Influence of the structure of water on the hydrolysis of cytidine 2',3'-phosphate catalysed by bovine pancreatic ribonuclease A. Eur J Biochem. 1982 May;124(1):151-6. doi: 10.1111/j.1432-1033.1982.tb05918.x. PMID: 6282586.
9: Spencer SD, Raffa RB. Isothermal titration calorimetric study of RNase-A kinetics (cCMP --> 3'-CMP) involving end-product inhibition. Pharm Res. 2004 Sep;21(9):1642-7. doi: 10.1023/b:pham.0000041460.78128.0f. PMID: 15497691.
10: HERRIES DG, MATHIAS AP, RABIN BR. The active site and mechanism of action of bovine pancreatic ribonuclease. 3. The pH-dependence of the kinetic parameters for the hydrolysis of cytidine 2',3'-phosphate. Biochem J. 1962 Oct;85(1):127-34. doi: 10.1042/bj0850127. PMID: 13954073; PMCID: PMC1243938.
