Anhydrotetracycline (hydrochloride)

The tetracycline repressor (TetR) is a transcriptional regulator which normally binds tightly to its palindromic tetO operator DNA, blocking gene expression. Tet causes the repressor to dissociate from the DNA, allowing transcription to occur. A novel reverse TetR (revTetR) requires tetracycline as a co-repressor to bind tetO and block transcription. Anhydrotetracycline (hydrochloride) is a powerful effector in both the tetracycline repressor (TetR) and reverse TetR (revTetR) systems, binding the Tet repressor 35-fold more strongly than Tet. Moreover, anhydrotetracycline poorly binds the 30S ribosomal subunit, compared to Tet, so it does not act as a general inhibitor of translation and is a poor antibiotic. Perhaps related to this, the concentration of anhydrotetracycline that inhibits eukaryotic cell growth is more than a 1,000-fold above the dose that alters transcription through TetR.Formal Name: 4-(dimethylamino)-1,4S,4aS,5,12,12aS-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide, monohydrochloride. CAS Number: 13803-65-1. Molecular Formula: C22H22N2O7 . HCl. Formula Weight: 462.9. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 12 mg/ml, DMSO: 20 mg/ml, Ethanol: 2 mg/ml, PBS (pH 7.2): 0.25 mg/ml. lambdamax: 224, 272, 428 nm. SMILES: OC1=CC=CC2=C(C)C(C[C@]([C@H](N(C)C)C(O)=C(C(N)=O)C3=O)([H])[C@]3(O)C4=O)=C4C(O)=C21.Cl. InChi Code: InChI=1S/C22H22N2O7.ClH/c1-8-9-5-4-6-12(25)13(9)17(26)14-10(8)7-11-16(24(2)3)18(27)15(21(23)30)20(29)22(11,31)19(14)28,/h4-6,11,16,25-27,31H,7H2,1-3H3,(H2,23,30),1H/t11-,16-,22-,/m0./s1. InChi Key: XBSQEFHDCDFNJU-WPJNXPDPSA-N.