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Key Documents

C4881

Sigma-Aldrich

Chlortetracycline hydrochloride

≥91.0% dry basis (HPLC)

Synonyme(s) :

7-Chlorotetracycline hydrochloride

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About This Item

Formule empirique (notation de Hill):
C22H23ClN2O8 · HCl
Numéro CAS:
Poids moléculaire :
515.34
Numéro Beilstein :
3858364
Numéro CE :
Numéro MDL:
Code UNSPSC :
51102829
ID de substance PubChem :
Nomenclature NACRES :
NA.85

Niveau de qualité

Pureté

≥91.0% dry basis (HPLC)

Forme

powder

pKa (25 °C)

3.3
7.4
9.3

Pf

210-215 °C (dec.) (lit.)

Solubilité

1 M NaOH: 50 mg/mL

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Mode d’action

protein synthesis | interferes

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

CBHYYLPALVVVEY-LYNLVHCPSA-N

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Description générale

Chemical structure: tetracycline

Application

Chlortetracycline was used in fluorescence assays to detect the Ca+2 influx required for the completion of acrosome reaction in human spermatozoa.

Actions biochimiques/physiologiques

Chlortetracycline is an antibiotic produced by some strains of Streptomyces aureofaciens. It inhibits protein synthesis (elongation) by preventing binding of aminoacyl-tRNA to the 30S subunit. It is effective against Gram-positive and to a lesser degree Gram-negative bacteria than tetracycline.
Mode of Resistance: Loss of cell wall permeability.

Autres remarques

If stored frozen, chlortetracycline hydrochloride is expected to remain stable at least four years.

Pictogrammes

Health hazardExclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

A H Amin et al.
Human reproduction (Oxford, England), 11(4), 741-745 (1996-04-01)
This study was designed to compare three different fluorescent probes to assay the acrosome reaction in human spermatozoa: chlortetracycline (CTC), mannosylated bovine serum albumin (BSA) labelled with fluorescein (MAF), and quinacrine (QN). Normal human sperm ejaculates were washed and allowed
Y H Choi et al.
Biology of reproduction, 59(6), 1328-1333 (1998-11-26)
Cyclodextrin, which stimulates cholesterol efflux from cells, was examined for its ability to induce capacitation of mouse spermatozoa. A chemically defined, protein-free medium was used for in vitro fertilization of cumulus-free mouse eggs. Fertilization did not occur in modified Krebs-Ringer
W K Amoa-Awua et al.
Journal of applied microbiology, 83(3), 288-296 (1997-11-14)
Agbelima, a fermented cassava meal widely consumed in Ghana, Togo and Benin, is produced by fermenting grated cassava with one of several types of traditional cassava dough inoculum. During fermentation a smooth textured sour dough is produced, the toxicity of
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
Jasmer Dalal et al.
Scientific reports, 9(1), 6712-6712 (2019-05-02)
The objective of this study was to determine the mechanism by which RU 486 (mifepristone) protects sperm to undergo premature capacitation during cryopreservation. For this, semen ejaculate (n = 20) was divided into four equal fractions and diluted using egg yolk-based extender

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