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HomeProduct name listANHYDROTETRACYCLINE HYDROCHLORIDE

ANHYDROTETRACYCLINE HYDROCHLORIDE

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

ANHYDROTETRACYCLINE HYDROCHLORIDE Structural

What is ANHYDROTETRACYCLINE HYDROCHLORIDE?

Description

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.

Chemical properties

yellow to bright yellow powder

The Uses of ANHYDROTETRACYCLINE HYDROCHLORIDE

Anhydrotetracycline hydrochloride is a salt of 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.

The Uses of ANHYDROTETRACYCLINE HYDROCHLORIDE

A Tetracycline derivative exhibiting no antibiotic activity, a useful effector of tetracycline-dependent gene expression in bacterial expression systems.

The Uses of ANHYDROTETRACYCLINE HYDROCHLORIDE

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.

What are the applications of Application

Anhydrotetracycline Hydrochloride is A useful effector of tetracycline-dependent gene expression

Properties of ANHYDROTETRACYCLINE HYDROCHLORIDE

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)

Safety information for ANHYDROTETRACYCLINE HYDROCHLORIDE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Health Hazard
GHS08
GHS Hazard Statements H319:Serious eye damage/eye irritation
H361:Reproductive toxicity
Precautionary Statement Codes P201:Obtain special instructions before use.
P202:Do not handle until all safety precautions have been read and understood.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P308+P313:IF exposed or concerned: Get medical advice/attention.
P403:Store in a well-ventilated place.

Computed Descriptors for ANHYDROTETRACYCLINE HYDROCHLORIDE

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