A photocontrollable nitric oxide donor
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N,N'-1,4-Phenylenebis[N-nitrosoglycine] (sodium salt)

Item No. 45244

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N′-1,4-phenylenebis[N-nitroso-glycine, disodium salt
CAS Number
214211-69-5
Synonyms
  • BNN5Na
Molecular Formula
C10H8N4O6 • 2Na
Formula Weight
349.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile:Water (1:1): Slightly soluble: 0.1-1 mg/mlPBS (pH 7.2): Soluble: ≥ 10 mg/ml
SMILES
[O-]C(CN(N=O)C(C=C1)=CC=C1N(N=O)CC([O-])=O)=O.[Na+].[Na+]
InChi Code
InChI=1S/C10H10N4O6.2Na/c15-9(16)5-13(11-19)7-1-2-8(4-3-7)14(12-20)6-10(17)18;;/h1-4H,5-6H2,(H,15,16)(H,17,18);;/q;2*+1/p-2
InChi Key
TXYKCFBRQYPBQO-UHFFFAOYSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $295

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    5 mg

    $1,033

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    Product Description

    N,N'-1,4-Phenylenebis[N-nitrosoglycine] is a photocontrollable nitric oxide (NO) donor.1,2 It displays an absorption maximum at 300 nm. Upon photoexcitation, homolysis of the nitrogen-nitrogen bonds releases two stable NO radicals. N,N’-1,4-Phenylenebis[N-nitrosoglycine] increases photoinduced vasorelaxation in methoxamine-precontracted endothelial cell-denuded rat aortic strips when used at a concentration of 1 µM.2 It also releases caged NO when exposed to ultrasound in NO spin trap studies.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Namiki, S., Arai, T., and Fujimori, K. High-performance caged nitric oxide: A new molecular design, synthesis, and photochemical reaction. J. Am. Chem. Soc. 119, 3840-3841 (1997).

    2. Namiki, S., Kaneda, F., Ikegami, M., et al. Bis-N-nitroso-caged nitric oxides: Photochemistry and biological performance test by rat aorta vasorelaxation. Bioorg. Med. Chem. 7(8), 95-702 (1999).

    3. Feril, L.B., Jr., and Kondo, T. Ultrasound liberates nitric oxide (NO) from the caged NO compound N,N'-bis(carboxymethyl)-N,N'-dinitroso-p-phenylenediamine sodium salt. Ultrason. Sonochem. 13(5), 397-400 (2006).