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26430

Sigma-Aldrich

Chlortetracycline hydrochloride

suitable for fluorescence, BioReagent, from Streptomyces aureofaciens, ≥85.0% (HPLC)

Synonym(s):

7-Chlorotetracycline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C22H23ClN2O8 · HCl
CAS Number:
64-72-2
Molecular Weight:
515.34
Beilstein:
3858364
EC Number:
200-591-7
MDL number:
MFCD00082440
UNSPSC Code:
51102829
PubChem Substance ID:
57648175
NACRES:
NA.85

biological source

Streptomyces aureofaciens

product line

BioReagent

Assay

≥85.0% (HPLC)

form

powder or crystals

color

faintly yellow to yellow

mp

210-215 °C (dec.) (lit.)

solubility

H2O: 50 mg/mL

suitability

suitable for fluorescence

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

protein synthesis | interferes

storage temp.

−20°C

SMILES string

Cl.CN(C)[C@H]1[C@@H]2CC3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c4c(O)ccc(Cl)c4[C@@]3(C)O

InChI

1S/C22H23ClN2O8.ClH/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21;/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31);1H/t7?,8-,15-,21-,22-;/m0./s1

InChI key

CBHYYLPALVVVEY-LYNLVHCPSA-N

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General description

Chemical structure: tetracycline

Application

Cell-permeable fluorescent probe for Ca2+ for measuring calcium flux in endoplasmic reticulum and other intracellular stores in situ.

Biochem/physiol Actions

Chlortetracycline is an antibiotic produced by some strains of Streptomyces aureofaciens.
Mode of Action: Inhibits protein synthesis (elongation) by preventing binding of aminoacyl-tRNA to the 30S subunit.
Antimicrobial spectrum: Gram-positive. Less active against Gram-negative bacteria than tetracycline.
Mode of Resistance: Loss of cell wall permeability.

Packaging

5 g, 25 g, 100g

Quality

Recommended for fluorescent studies of calcium signaling in cells or tissues.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Classifications

Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Changlong Gou et al.
Bioresource technology, 323, 124517-124517 (2020-12-29)
Chlorotetracycline (CTC) is one of the most antibiotics present in cattle manure. In present study, three levels of CTC (0, 20 and 40 mg kg-1) were added to cattle manure composting systems to investigate its effects on the distribution of antibiotic-resistant genes
Kenneth N Agwuh et al.
The Journal of antimicrobial chemotherapy, 58(2), 256-265 (2006-07-04)
The pharmacokinetics of tetracyclines and glycylcyclines are described in three groups. Group 1, the oldest group, represented by tetracycline, oxytetracycline, chlortetracycline, demeclocycline, lymecycline, methacycline and rolitetracycline is characterized by poor absorption after food. Group 2, represented by doxycycline and minocycline
Claudia Cerella et al.
Annals of the New York Academy of Sciences, 1099, 490-493 (2007-04-21)
Many studies suggest that endoplasmic reticulum (ER) Ca2+ pool rather than cytosolic Ca2+ may play a crucial role in triggering apoptosis. In this study, we performed an image analysis of cells loaded with the fluorescent dye chlortetracycline (CTC) to in
A E Oliver et al.
Biophysical journal, 78(4), 2116-2126 (2000-03-29)
The effect of temperature on the binding equilibria of calcium-sensing dyes has been extensively studied, but there are also important temperature-related changes in the photophysics of the dyes that have been largely ignored. We conducted a systematic study of thermal
Lindsay Gillan et al.
Theriogenology, 63(2), 445-457 (2005-01-01)
Most laboratory methods used to evaluate semen quality have not correlated highly with fertilizing capacity. The discovery of a variety of fluorochromes and compounds conjugated to fluorescent probes has enabled a more widespread analysis of sperm attributes, and in conjunction
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