Anhydrotetracycline (hydrochloride) |
| Catalog No.GC16227 |
efector potente en los sistemas represor de tetraciclina (TetR) y reverse TetR (revTetR)
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 13803-65-1
Sample solution is provided at 25 µL, 10mM.
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Anhydrotetracycline (hydrochloride) is a tetracycline biosynthetic precursor and a competitive broad-spectrum inhibitor of tetracycline destructase[1]. Anhydrotetracycline (hydrochloride) is a regulator of the tetracycline repressor (TetR) and reverse tetracycline repressor (revTetR) transcriptional repressors in eukaryotic cells [2]. TetR is an effector-regulated DNA binding protein that binds tightly to its palindromic tetO operator DNA in the absence of effectors, thereby blocking transcription of any downstream genes [3]. Anhydrotetracycline binds poorly to the 30S ribosomal subunit, so it cannot act as a general translation inhibitor and is a poor antibiotic [4].
In vitro, treatment of NIH3T3-HER2 cells with Anhydrotetracycline (hydrochloride) (10 ng/ml) for 3 days resulted in downregulation of the HER2 gene to below the detection limit [5]. Treatment of N1 cells with Anhydrotetracycline (hydrochloride) (10-200nM) for 7 days significantly reduced the expression level of the Top10-driven GUS gene[6].
In vivo, treatment of mice with NIH3T3-HER2 cell-based tumor model with Anhydrotetracycline (hydrochloride) (10mg/kg; s.c.) resulted in tumor regression of more than 95% within 7 days[5]. Treatment of mice with NIH3T3-HER2 cell-based tumor model with Anhydrotetracycline (hydrochloride) (10mg/kg; i.p.) induced downregulation of ERBB2 mRNA and protein, leading to a rapid reduction in tumor volume[7].
References:
[1] Markley J L, Fang L, Gasparrini A J, et al. Semisynthetic analogues of anhydrotetracycline as inhibitors of tetracycline destructase enzymes[J]. ACS infectious diseases, 2019, 5(4): 618-633.
[2] Gossen M, Bujard H. Anhydrotetracycline, a novel effector for tetracycline controlled gene expression systems in eukaryotic cells[J]. Nucleic acids research, 1993, 21(18): 4411.
[3] Resch M, Striegl H, Henssler E M, et al. A protein functional leap: how a single mutation reverses the function of the transcription regulator TetR[J]. Nucleic acids research, 2008, 36(13): 4390-4401.
[4] Rasmussen B, Noller H F, Daubresse G, et al. Molecular basis of tetracycline action: identification of analogs whose primary target is not the bacterial ribosome[J]. Antimicrobial agents and chemotherapy, 1991, 35(11): 2306-2311.
[5] Eger K, Hermes M, Uhlemann K, et al. 4-Epidoxycycline: an alternative to doxycycline to control gene expression in conditional mouse models[J]. Biochemical and biophysical research communications, 2004, 323(3): 979-986.
[6] Love J, Allen G C, Gatz C, et al. Differential Top10 promoter regulation by six tetracycline analogues in plant cells[J]. Journal of experimental botany, 2002, 53(376): 1871-1877.
[7] Hermes M, Schormann W, Brulport M, et al. Trastuzumab therapy vs tetracycline controlled ERBB2 downregulation: influence on tumour development in an ERBB2-dependent mouse tumour model[J]. British Journal of Cancer, 2008, 98(9): 1525-1532.
Cell experiment [1]: | |
Cell lines | NIH3T3-HER2 cells |
Preparation method | NIH3T3-HER2 cells were harvested from 90% confluent culture dishes and plated at 105 cells per dish on 75 cm2 flasks. After 24 hours, cells were incubated with 10 ng/ml 4-epoxycycline or Anhydrotetracycline (hydrochloride) for 3 days. |
Reaction Conditions | 10 ng/ml; 3 days |
Applications | Anhydrotetracycline (hydrochloride) and 4-epidoxycycline resulted in downregulation of HER2 to below the limit of detection. |
Animal experiment [1]: | |
Animal models | Male nude mice |
Preparation method | NIH3T3-HER2 cells were subcutaneously injected into the dorsal skin of three- to four-week-old male nude mice. As soon as the tumors reached a volume of 1.6 cm3 mice were randomized into one of the four treatment groups: (i) doxycycline, 7.5 mg/ml in drinking water, (ii) 4-epidoxycycline, 7.5 mg/ml in drinking water, (iii) 4-epidoxycycline daily subcutaneous injections of 10 mg/kg body weight, and (iv) Anhydrotetracycline (hydrochloride) daily subcutaneous injections of 10 mg/kg body weight. |
Dosage form | 10 mg/kg; s.c. |
Applications | Doxycycline, 4-epidoxycycline and Anhydrotetracycline (hydrochloride) resulted in rapid tumor remission within 7 days. Subcutaneous injection and administration in drinking water produced similar effects. |
References: | |
| Cas No. | 13803-65-1 | SDF | |
| Chemical Name | (4S,4aS,12aS)-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide hydrochloride | ||
| Canonical SMILES | CN([C@@H]1C(O)=C(C([C@@]2([C@@]1([H])CC3=C(C2=O)C(O)=C4C(O)=CC=CC4=C3C)O)=O)C(N)=O)C.Cl | ||
| Formula | C22H22N2O7 • HCl | M.Wt | 462.9 |
| Solubility | 20mg/ml in DMSO, 12mg/ml in DMF, 2mg/ml in Ethanol | Storage | Store at -20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
|
1 mg | 5 mg | 10 mg |
| 1 mM | 2.1603 mL | 10.8015 mL | 21.6029 mL |
| 5 mM | 0.4321 mL | 2.1603 mL | 4.3206 mL |
| 10 mM | 0.216 mL | 1.0801 mL | 2.1603 mL |
Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)
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μL
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Calculation results:
Working concentration: mg/ml;
Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )
Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.
Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
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- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 29 reference(s) in Google Scholar.)
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