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Merck
CN

S9007

Spectinomycin dihydrochloride pentahydrate

potency: ≥603 μg per mg

Synonym(s):

Actinospectacin, Actinospectacin dihydrochloride pentahydrate, Spectinomycin, Spectinomycin HCL, Spectinomycin Hydrochloride, Spectinomycin hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C14H24N2O7 · 2HCl · 5H2O
CAS Number:
22189-32-8
Molecular Weight:
495.35
NACRES:
NA.85
PubChem Substance ID:
24899822
UNSPSC Code:
51281666
EC Number:
244-554-3
MDL number:
MFCD00150886

Key Documents

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Product Name

Spectinomycin dihydrochloride pentahydrate, potency: ≥603 μg per mg

InChI key

DCHJOVNPPSBWHK-UXXUFHFZSA-N

InChI

1S/C14H24N2O7.2ClH.5H2O/c1-5-4-6(17)14(20)13(21-5)22-12-10(19)7(15-2)9(18)8(16-3)11(12)23-14;;;;;;;/h5,7-13,15-16,18-20H,4H2,1-3H3;2*1H;5*1H2/t5-,7-,8+,9+,10+,11-,12-,13+,14+;;;;;;;/m1......./s1

SMILES string

O.O.O.O.O.Cl.Cl.CN[C@@H]1[C@H](O)[C@H](NC)[C@H]2O[C@]3(O)[C@@H](O[C@H](C)CC3=O)O[C@@H]2[C@H]1O

biological source

synthetic (inorganic)

form

powder

potency

≥603 μg per mg

storage condition

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

color

white to pale buff

solubility

H2O: soluble 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

application(s)

agriculture

mode of action

protein synthesis | interferes

storage temp.

2-8°C

Quality Level

200

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Application

Spectinomycin is an aminocyclitol antibiotic derived from Streptomyces spectabilis. It has been shown to have a wide variety of uses, including treating acute gonorrheal urethritis and cervictis, to mark cell layers to monitor cell fate during leaf development, as a selection marker in plant related transformation systems for plant cells containing the marker gene Spcr, to study respiratory tract infections of cattle caused by Pasteurella multocida and Mannheimia haemolytica, and to generate plants deficient for the plastid-encoded RNA polymerase on MS-agar media. Spectinomycin also has use in amplification of low copy number plasmid carrying replicons. It is recommended for use in cell culture applications at 7.5-20 mg/L.

Biochem/physiol Actions

Mode of Action: Spectinomycin acts by inhibiting protein synthesis and elongation by binding to the bacterial 30S ribosomal subunit and interfering with peptidyl tRNA translocation.

Mode of Resistance: A mutation in rpsE, the gene for ribosomal protein S5, prevents the binding of spectinomycin. Resistance is also conferred by the aminoglycoside-3′-adenyltransferase gene (aadA).

Antimicrobial spectrum: Spectinomycin acts against gram-negative and gram-positive bacteria.

Disclaimer

Solutions can be stored at 2-8°C for several weeks or at -20°C for more extended periods.

General description

Chemical structure: aminoglycoside

Other Notes

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

Preparation Note

Stock solutions should be prepared at 10 mg/mL in water and filter sterilized.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品
涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000470455
0000470455
0000442958
0000442958
0000403487

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Amber M Hotto et al.
G3 (Bethesda, Md.), 1(7), 559-570 (2012-03-03)
Noncoding RNAs (ncRNA) are widely expressed in both prokaryotes and eukaryotes. Eukaryotic ncRNAs are commonly micro- and small-interfering RNAs (18-25 nt) involved in posttranscriptional gene silencing, whereas prokaryotic ncRNAs vary in size and are involved in various aspects of gene
Stefan Schwarz et al.
The Journal of antimicrobial chemotherapy, 53(2), 379-382 (2004-01-20)
Prior to the renewal of spectinomycin licensing for veterinary uses in Germany, 154 Pasteurella multocida and 148 Mannheimia haemolytica strains from respiratory tract infections in cattle were investigated for their MICs of spectinomycin and other antimicrobial agents. The data obtained
John R Waldeisen et al.
PloS one, 6(12), e28528-e28528 (2011-12-14)
Current molecular diagnostic techniques for susceptibility testing of septicemia rely on genotyping for the presence of known resistance cassettes. This technique is intrinsically vulnerable due to the inability to detect newly emergent resistance genes. Traditional phenotypic susceptibility testing has always
Laurence Meslet-Cladière et al.
Eukaryotic cell, 10(12), 1670-1678 (2011-10-18)
The green alga Chlamydomonas reinhardtii today is a premier model organism for the study of green algae and plants. Yet the efficient engineering of its nuclear genome requires development of new antibiotic resistance markers. We have recoded, based on codon
Magnus Unemo et al.
Antimicrobial agents and chemotherapy, 57(2), 1057-1061 (2012-11-28)
Gonorrhea may become untreatable, and new treatment options are essential. Verified resistance to spectinomycin is exceedingly rare. However, we describe a high-level spectinomycin-resistant (MIC, >1,024 μg/ml) Neisseria gonorrhoeae strain from Norway with a novel resistance mechanism. The resistance determinant was
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