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Spectinomycin dihydrochloride pentahydrate_Molecular_structure_CAS_22189-32-8)
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Spectinomycin dihydrochloride pentahydrate

Catalog No. S1317 Name Sigma Aldrich
CAS Number 22189-32-8 Website http://www.sigmaaldrich.com
M. F. C14H36Cl2N2O12 Telephone 1-800-521-8956
M. W. 495.34784 Fax
Purity Email
Storage Chembase ID: 132811

SYNONYMS

Title
壮观霉素 二盐酸盐 五水合物
IUPAC name
(1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-one pentahydrate dihydrochloride
IUPAC Traditional name
prospec pentahydrate dihydrochloride

DATABASE IDS

MDL Number MFCD00150886
PubChem SID 24899474
CAS Number 22189-32-8
EC Number 244-554-3

PROPERTIES

Empirical Formula (Hill Notation) C14H24N2O7 · 2HCl · 5H2O
Grade Biotechnology Performance Certified
Impurities endotoxin, tested
Suitability cell culture tested
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage Temperature 2-8°C
German water hazard class 2

DETAILS

Description (简体中文)
Biochem/physiol Actions
作用方式:通过干扰肽基 tRNA 的转位抑制蛋白质合成(延伸)。 抗菌谱:革兰氏阴性和革兰氏阳性菌(仅包括淋球菌)。 抗性机理:rpsE(核糖体蛋白 S5 的基因)的突变可阻止壮观霉素的结合。
Spectinomycin is a broad spectrum antibiotic that inhibits protein synthesis (elongation) by binding to the bacterial 30S ribosomal subunit and interfering with peptidyl tRNA translocation. Resistance to spectinomycin is conferred by aminoglycoside-3′-adenyltransferase gene (aadA). It is effective against Gram-negative and Gram-positive bacteria. Mutation in rpsE (the gene for ribosomal protein S5) prevents binding of spectinomycin.
Application
Spectinomycin is an aminocyclitol antibiotic produced by Streptomyces spectabilis. It is used to treat acute gonorrheal urethritis and proctitis in the male and acute gonorrheal cervicitis and proctitis in the female1. It is used to mark cell layers in order to monitor cell fate during leaf development2. Spectinomycin is used as a selection marker in plant related transformation systems for plant cells that contain the marker gene Spcr. Spectinomycin is also used for amplification of low copy number plasmid carrying replicons such as Col E1, pMB1 (pBR322 and its derivatives), and p15A/rep (pACYC and its derivatives). The replication of these plasmids relies on long-lived enzymes supplied by the host. Addition of spectinomycin to the plasmid containing cells inhibits replication of the host, while the plasmids continue to replicate for 10-15 hours. The copy number of the plasmid can increase 100-fold, from 20-30 copies to 3000 copies as in the case of ColE1. Spectinomycin is used to study respiratory tract infections of cattle caused by Pasteurella multocida and Mannheimia haemolytica3. Spectinomycin dihydrochloride pentahydrate has been used to generate plants deficient for the plastid-encoded RNA polymerase (PEP) on MS-agar medium4.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information
Description (English)
Biochem/physiol Actions
Mode of Action: Inhibits protein synthesis (elongation) by interfering with peptidyl tRNA translocation. Antimicrobial spectrum: Gram-negative and Gram-positive bacteria (Gonnococcus only).Mode of Resistance: Mutation in rpsE (the gene for ribosomal protein S5) prevents binding of spectinomycin.
Spectinomycin is a broad spectrum antibiotic that inhibits protein synthesis (elongation) by binding to the bacterial 30S ribosomal subunit and interfering with peptidyl tRNA translocation. Resistance to spectinomycin is conferred by aminoglycoside-3′-adenyltransferase gene (aadA). It is effective against Gram-negative and Gram-positive bacteria. Mutation in rpsE (the gene for ribosomal protein S5) prevents binding of spectinomycin.
Application
Spectinomycin is an aminocyclitol antibiotic produced by Streptomyces spectabilis. It is used to treat acute gonorrheal urethritis and proctitis in the male and acute gonorrheal cervicitis and proctitis in the female1. It is used to mark cell layers in order to monitor cell fate during leaf development2. Spectinomycin is used as a selection marker in plant related transformation systems for plant cells that contain the marker gene Spcr. Spectinomycin is also used for amplification of low copy number plasmid carrying replicons such as Col E1, pMB1 (pBR322 and its derivatives), and p15A/rep (pACYC and its derivatives). The replication of these plasmids relies on long-lived enzymes supplied by the host. Addition of spectinomycin to the plasmid containing cells inhibits replication of the host, while the plasmids continue to replicate for 10-15 hours. The copy number of the plasmid can increase 100-fold, from 20-30 copies to 3000 copies as in the case of ColE1. Spectinomycin is used to study respiratory tract infections of cattle caused by Pasteurella multocida and Mannheimia haemolytica3. Spectinomycin dihydrochloride pentahydrate has been used to generate plants deficient for the plastid-encoded RNA polymerase (PEP) on MS-agar medium4.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

REFERENCES