Home Categories Biochemical Engineering AnhydrotetracyclineHydrochloride
M7017348

AnhydrotetracyclineHydrochloride , 98% , 13803-65-1

Synonym(s):
(4S,4aS,12aS)-4-(Dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide monohydrochloride

CAS NO.:13803-65-1

Empirical Formula: C22H23ClN2O7

Molecular Weight: 462.88

MDL number: MFCD00151453

Pack Size Price Stock Quantity
25mg RMB659.20 In Stock
100mg RMB1614.40 In Stock
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Update time: 2022-07-08

PRODUCT Properties

Melting point: 223 °C
RTECS  QI7860000
storage temp.  Refrigerator
solubility  Soluble in ethanol, DMSO, or DMF
form  Powder
color  Yellow to bright yellow
Sensitive  Moisture Sensitive
BRN  4228856
Stability: Hygroscopic
EPA Substance Registry System 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-, hydrochloride (1:1), (4S,4aS,12aS)- (13803-65-1)

Description and Uses

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.

Anhydrotetracycline is a degradation product of tetracycline, formed by dehydration at the C6 position under acidic conditions to aromatise the B ring. Anhydrotetracycline is an important standard for monitoring tetracycline stability. Although the degradation is associated with a loss of antibiotic activity, anhydrotetracycline is considered biologically active and is thought responsible for aspects of tetracycline toxicity.

Safety

Symbol(GHS) 
GHS07,GHS08
Signal word  Warning
Hazard statements  H319-H361
Precautionary statements  P201-P202-P264b-P280i-P305+P351+P338-P308+P313-P403-P501c
Hazard Codes  Xn
Risk Statements  63-36
Safety Statements  36/37/39-26
WGK Germany  3
HS Code  29413020

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