Daun02

• CAT Number: I003005
• CAS Number: 290304-24-4
• Molecular Formula: C41H44N2O20
• Molecular Weight: 884.79
• Purity: ≥95%
• Synonyms: [3-nitro-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl N-[(2S,3S,4S,6R)-6-[(3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl)oxy]-3-hydroxy-2-methyloxan-4-yl]carbamate
• Target: DNA-PK
• Solubility: 10 mM in DMSO
• Storage: Store at -20°C
• IC50: 0.02 uM (Ki for inhibition of DNA synthesis)
• IUPAC Name: [3-nitro-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl N-[(2S,3S,4S,6R)-6-[[(1S,3S)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]-3-hydroxy-2-methyloxan-4-yl]carbamate
• InChI: InChI=1S/C41H44N2O20/c1-15-31(46)20(42-40(54)59-14-17-7-8-22(21(9-17)43(56)57)62-39-38(53)37(52)34(49)25(13-44)63-39)10-26(60-15)61-24-12-41(55,16(2)45)11-19-28(24)36(51)30-29(33(19)48)32(47)18-5-4-6-23(58-3)27(18)35(30)50/h4-9,15,20,24-26,31,34,37-39,44,46,48-49,51-53,55H,10-14H2,1-3H3,(H,42,54)/t15-,20-,24-,25+,26-,31+,34-,37-,38+,39+,41-/m0/s1
• InChIKey: BOIXMGNMIWJAEW-LCTCPDETSA-N
• SMILES: C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)C)O)NC(=O)OCC6=CC(=C(C=C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O)[N+](=O)[O-])O

Daun02（Cat No.:I003005）is a prodrug derived from the anthracycline antibiotic daunorubicin, designed for selective activation in target cells expressing β-galactosidase. Once activated, Daun02 releases daunorubicin, a potent topoisomerase II inhibitor that intercalates into DNA, leading to the disruption of DNA replication and transcription, ultimately causing cell death. Daun02 is widely used in research to study targeted therapies, particularly in models of cancer and addiction, where it can selectively kill specific cell populations. Its targeted activation reduces off-target toxicity, making it a valuable tool in therapeutic research and development.

Reference

1:Curr Protoc Neurosci. 2016 Jul 1;76:8.36.1-8.36.17. doi: 10.1002/cpns.2. Daun02 Inactivation of Behaviorally Activated Fos-Expressing Neuronal Ensembles.Koya E,Margetts-Smith G,Hope BT, PMID: 27367964 DOI: 10.1002/cpns.2
Abstract: Learned associations about salient experiences (e.g., drug exposure, stress) and their associated environmental stimuli are mediated by a minority of sparsely distributed, behaviorally activated neurons coined /’neuronal ensembles./’ For many years, it was not known whether these neuronal ensembles played causal roles in mediating learned behaviors. However, in the last several years the /’Daun02 inactivation technique/’ in Fos-lacZ transgenic rats has proved very useful in establishing causal links between neuronal ensembles that express the activity-regulated protein Fos and learned behaviors. Fos-expressing neurons in these rats also express the bacterial protein β-galactosidase (β-gal) in strongly activated neurons. When the prodrug Daun02 is injected into the brains of these rats 90 min after a behavior (e.g., drug-seeking) or cue exposure, then Daun02 is converted into daunorubicin by β-gal, which selectively inactivates Fos- and β-gal-expressing neurons that were activated 90 min before the Daun02 injection. This unit presents protocols for breeding the Fos-lacZ rats and conducting appropriate Daun02 inactivation experiments. © 2016 by John Wiley & Sons, Inc. Copyright © 2016 John Wiley & Sons, Inc.