An internal standard for the quantification of daunorubicin
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Daunorubicin-13C-d3

Item No. 29101

Technical Information
Formal Name
8S-acetyl-10S-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-(methoxy-13C-d3)-5,12-naphthacenedione
Molecular Formula
C26[13C]H26D3NO10
Formula Weight
Purity
≥99% deuterated forms (d1-d3)
A solid
DMSO: slightly soluble
SMILES
O=C1C2=C(C(O)=C([C@@H](O[C@@]3([H])C[C@H](N)[C@H](O)[C@H](C)O3)C[C@@](C(C)=O)(O)C4)C4=C2O)C(C5=C(O[13C]([2H])([2H])[2H])C=CC=C51)=O
InChi Code
InChI=1S/C27H29NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3/t10-,14-,16-,17-,22+,27-/m0/s1/i3+1D3
InChi Key
STQGQHZAVUOBTE-GRHMMMPSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Daunorubicin-13C-d3 is intended for use as an internal standard for the quantification of daunorubicin (Item No. 14159) by GC- or LC-MS. Daunorubicin is an antitumor antibiotic.1 At 0.2-1 μM, daunorubicin induces apoptosis in mature monocytic U937 and myelocytic HL-60 acute myeloid leukemia (AML) cells. However, immature AML cells (CD34+-KG1a, -KG1, or -HEL cells) appear resistant to apoptosis at similar concentrations.1 In mature AML cells, daunorubicin has been shown to trigger a reactive oxygen species-dependent sphingomyelin-ceramide pathway that activates the MEKK1-SEK1-JNK cascade leading to enhanced DNA binding activity of the transcription factor AP-1.2,1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Laurent, G., and Jaffrézou, J.P. Signaling pathways activated by daunorubicin. Blood 98(4), 913-924 (2001).

    2. Bose, R., Verheij, M., Haimovitz-Friedman, A., et alCeramide synthase mediates daunorubicin-induced apoptosis: An alternative mechanism for generating death signals. Cell 82(3), 405-414 (1995).