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MedKoo Cat#: 562984 | Name: pNNP

Description:

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

pNNP is used as a substrate instead of phosphorylated proteins in the PP2C assay.

Chemical Structure

pNNP
pNNP
CAS#330-13-2

Theoretical Analysis

MedKoo Cat#: 562984

Name: pNNP

CAS#: 330-13-2

Chemical Formula: C6H6NO6P

Exact Mass: 218.9933

Molecular Weight: 219.08

Elemental Analysis: C, 32.89; H, 2.76; N, 6.39; O, 43.82; P, 14.14

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 #
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Synonym
pNNP; p-NNP; p NNP; p-Nitrophenyl phosphate;
IUPAC/Chemical Name
4-nitrophenyl dihydrogen phosphate
InChi Key
XZKIHKMTEMTJQX-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H6NO6P/c8-7(9)5-1-3-6(4-2-5)13-14(10,11)12/h1-4H,(H2,10,11,12)
SMILES Code
O=P(O)(OC1=CC=C([N+]([O-])=O)C=C1)O
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 219.08 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
1: Demmans KZ, Seo CSG, Lough AJ, Morris RH. From imine to amine: an unexpected left turn. Cis-β iron(ii) PNNP' precatalysts for the asymmetric transfer hydrogenation of acetophenone. Chem Sci. 2017 Sep 1;8(9):6531-6541. doi: 10.1039/c7sc02558k. Epub 2017 Jul 14. PubMed PMID: 28989679; PubMed Central PMCID: PMC5627452. 2: Li YY, Yu SL, Shen WY, Gao JX. Iron-, Cobalt-, and Nickel-Catalyzed Asymmetric Transfer Hydrogenation and Asymmetric Hydrogenation of Ketones. Acc Chem Res. 2015 Sep 15;48(9):2587-98. doi: 10.1021/acs.accounts.5b00043. Epub 2015 Aug 24. PubMed PMID: 26301426. 3: Kumar S, Mani G, Dutta D, Mishra S. Structural diversity of copper(I) complexes formed by pyrrole- and dipyrrolylmethane-based diphosphine ligands with cu-X···HN hydrogen bonds. Inorg Chem. 2014 Jan 21;53(2):700-9. doi: 10.1021/ic402253y. Epub 2014 Jan 3. PubMed PMID: 24392950. 4: Kumar S, Mani G, Mondal S, Chattaraj PK. Pyrrole-based new diphosphines: Pd and Ni complexes bearing the PNP pincer ligand. Inorg Chem. 2012 Nov 19;51(22):12527-39. doi: 10.1021/ic301967r. Epub 2012 Nov 8. PubMed PMID: 23137009. 5: Mikhailine AA, Maishan MI, Morris RH. Asymmetric transfer hydrogenation of ketimines using well-defined iron(II)-based precatalysts containing a PNNP ligand. Org Lett. 2012 Sep 7;14(17):4638-41. doi: 10.1021/ol302079q. Epub 2012 Aug 27. PubMed PMID: 22924839. 6: Mikhailine AA, Maishan MI, Lough AJ, Morris RH. The mechanism of efficient asymmetric transfer hydrogenation of acetophenone using an iron(II) complex containing an (S,S)-Ph2PCH2CH═NCHPhCHPhN═CHCH2PPh2 ligand: partial ligand reduction is the key. J Am Chem Soc. 2012 Jul 25;134(29):12266-80. doi: 10.1021/ja304814s. Epub 2012 Jul 13. PubMed PMID: 22793266. 7: Sonnenberg JF, Coombs N, Dube PA, Morris RH. Iron nanoparticles catalyzing the asymmetric transfer hydrogenation of ketones. J Am Chem Soc. 2012 Apr 4;134(13):5893-9. doi: 10.1021/ja211658t. Epub 2012 Mar 26. PubMed PMID: 22448656. 8: Schotes C, Althaus M, Aardoom R, Mezzetti A. Asymmetric Diels-Alder and Ficini reactions with alkylidene β-ketoesters catalyzed by chiral ruthenium PNNP complexes: mechanistic insight. J Am Chem Soc. 2012 Jan 18;134(2):1331-43. doi: 10.1021/ja210372u. Epub 2012 Jan 6. PubMed PMID: 22191539. 9: Schotes C, Mezzetti A. Enantioselective Diels-Alder reactions of unsaturated beta-ketoesters catalyzed by chiral ruthenium PNNP complexes. Chimia (Aarau). 2011;65(4):231-4. PubMed PMID: 21678768. 10: Lagaditis PO, Lough AJ, Morris RH. Low-valent ene-amido iron complexes for the asymmetric transfer hydrogenation of acetophenone without base. J Am Chem Soc. 2011 Jun 29;133(25):9662-5. doi: 10.1021/ja202375y. Epub 2011 Jun 7. PubMed PMID: 21627152. 11: Schotes C, Mezzetti A. Enantioselective Diels-Alder Reactions of Unsaturated β-Ketoesters Catalyzed by Chiral Ruthenium PNNP Complexes. Chimia (Aarau). 2011 Apr 27;65(4):231-234. doi: 10.2533/chimia.2011.231. PubMed PMID: 28982402. 12: Schotes C, Mezzetti A. Enantioselective Ficini reaction: ruthenium/PNNP-catalyzed [2+2] cycloaddition of ynamides with cyclic enones. Angew Chem Int Ed Engl. 2011 Mar 21;50(13):3072-4. doi: 10.1002/anie.201007753. Epub 2011 Feb 25. PubMed PMID: 21404399. 13: Chen J, Szalda DJ, Fujita E, Creutz C. Iron(II) and ruthenium(II) complexes containing P, N, and H ligands: structure, spectroscopy, electrochemistry, and reactivity. Inorg Chem. 2010 Oct 18;49(20):9380-91. doi: 10.1021/ic101077t. PubMed PMID: 20857940. 14: Mezzetti A. Ruthenium complexes with chiral tetradentate PNNP ligands: asymmetric catalysis from the viewpoint of inorganic chemistry. Dalton Trans. 2010 Sep 14;39(34):7851-69. doi: 10.1039/c0dt00119h. Epub 2010 Aug 2. PubMed PMID: 20676450. 15: Schotes C, Mezzetti A. Asymmetric Diels-Alder reactions of unsaturated beta-ketoesters catalyzed by chiral ruthenium PNNP complexes. J Am Chem Soc. 2010 Mar 24;132(11):3652-3. doi: 10.1021/ja910039e. PubMed PMID: 20067260. 16: Bowen LE, Charernsuk M, Hey TW, McMullin CL, Orpen AG, Wass DF. Ligand effects in chromium diphosphine catalysed olefin co-trimerisation and diene trimerisation. Dalton Trans. 2010 Jan 14;(2):560-7. doi: 10.1039/b913302j. Epub 2009 Oct 16. PubMed PMID: 20023994. 17: Gan Y, Guan J, Zhou S. A pattern-based nearest neighbor search approach for promoter prediction using DNA structural profiles. Bioinformatics. 2009 Aug 15;25(16):2006-12. doi: 10.1093/bioinformatics/btp359. Epub 2009 Jun 10. PubMed PMID: 19515962. 18: Sui-Seng C, Freutel F, Lough AJ, Morris RH. Highly efficient catalyst systems using iron complexes with a tetradentate PNNP ligand for the asymmetric hydrogenation of polar bonds. Angew Chem Int Ed Engl. 2008;47(5):940-3. PubMed PMID: 18098264. 19: MacMullen NJ, Meagher B. The perinatal: special care unit: expert care for high-risk patients. MCN Am J Matern Child Nurs. 2005 May-Jun;30(3):209-13. PubMed PMID: 15867684. 20: Dong ZR, Li YY, Chen JS, Li BZ, Xing Y, Gao JX. Highly efficient iridium catalyst for asymmetric transfer hydrogenation of aromatic ketones under base-free conditions. Org Lett. 2005 Mar 17;7(6):1043-5. PubMed PMID: 15760134.

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