ANHYDROTETRACYCLINE HYDROCHLORIDE Chemical 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)

Safety Information

Hazard Codes 

Xn

Risk Statements 

63-36

Safety Statements 

36/37/39-26

WGK Germany 

3

HS Code 

29413020

MSDS

• Language:English Provider:ACROS

ANHYDROTETRACYCLINE HYDROCHLORIDE Usage And Synthesis

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

Uses

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

Uses

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.

Uses

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.

ANHYDROTETRACYCLINE HYDROCHLORIDE(13803-65-1)Related Product Information

• 2-ACETYL-1-TETRALONE
• 2-Hydroxy-2-methylpropiophenone
• Naphthalen-2-ethanol
• 2-Methyl-1-tetralone
• L-ISOLEUCINOL HCL
• 1,2-DIMETHYLNAPHTHALENE
• 1,3-DIMETHYLNAPHTHALENE
• C-(1,2,3,4-TETRAHYDRO-NAPHTHALEN-2-YL)-METHYLAMINE
• 5-METHOXY-1-TETRALONE
• 2,3-DIMETHYLNAPHTHALENE
• 1'-HYDROXY-2'-ACETONAPHTHONE
• ANHYDROTETRACYCLINE HYDROCHLORIDE
• 4-EPI-ANHYDROTETRACYCLINE HYDROCHLORIDE
• Tetracycline
• 5-Methylnaphthalene-1-ol
• 1-O-TOLYL-BUTANE-1,3-DIONE
• 3-(NAPHTHALEN-2-YL)PROPAN-1-AMINE
• O-HYDROXYBENZOYLACETONE