A photolabile H+-donor used in fluorescence imaging
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Product Type

Biochemicals
Labeling & Detection

Research Area

Cancer
Neuroscience

Application

Fluorescence

6-Nitroveratraldehyde

Item No. 23364

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4,5-dimethoxy-2-nitro-benzaldehyde
CAS Number
20357-25-9
Synonyms
  • DMNB
  • NSC 65590
Molecular Formula
C9H9NO5
Formula Weight
211.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 0.2 mg/ml
λmax
224, 262, 310 nm
SMILES
COC1=CC([N+]([O-])=O)=C(C=O)C=C1OC
InChi Code
InChI=1S/C9H9NO5/c1-14-8-3-6(5-11)7(10(12)13)4-9(8)15-2/h3-5H,1-2H3
InChi Key
YWSPWKXREVSQCA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $51

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    Cayman Chemical
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    Product Description

    6-Nitroveratraldehyde is a photolabile H+-donor that releases acid when excited at 405 nm.1 It has been used for fluorescence imaging, in conjunction with the pH sensitive fluorescent probe cSNARF1, to study nuclear proton dynamics, acid venting from cancer cells, and hemoglobin-restricted diffusion in the cytoplasm of red blood cells.1,2,3 6-Nitroveratraldehyde has also been used as a precursor for [18F]fluoride displacement reactions in the synthesis of NCA 6-[18F]fluoro-L-dopa that is used in positron emission tomography (PET) studies of dopaminergic systems.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hulikova, A., and Swietach, P. Nuclear proton dynamics and interactions with calcium signaling. J. Mol. Cell. Cardiol. 96, 26-37 (2016).

    2. Richardson, S.L., and Swietach, P. Red blood cell thickness is evolutionarily constrained by slow, hemoglobin-restricted diffusion in cytoplasm. Sci. Rep. 6:36018, 1-11 (2016).

    3. Hulikova, A., Black, N., Hsia, L.T., et al. Stromal uptake and transmission of acid is a pathway for venting cancer cell-generated acid. Proc. Natl. Acad. Sci. USA 113(36), 344-353 (2016).

    4. Reddy, G.N., Haeberli, M., Beer, H.-F., et al. An improved synthesis of no-carrier-added (NCA) 6-[18F]Fluoro-l-DOPA and its remote routine production for PET investigations of dopaminergic systems. Appl. Radiat. Isot. 44(4), 645-649 (1993).