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Merck
CN

85555

Spectinomycin dihydrochloride pentahydrate

≥98.0% (AT)

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About This Item

Empirical Formula (Hill Notation):
C14H24N2O7 · 2HCl · 5H2O
CAS Number:
22189-32-8
Molecular Weight:
495.35
EC Number:
244-554-3
UNSPSC Code:
51101500
PubChem Substance ID:
57653052
Beilstein/REAXYS Number:
5684150
MDL number:
MFCD00150886

Key Documents

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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

Cl[H].Cl[H].[H]O[H].[H]O[H].[H]O[H].[H]O[H].[H]O[H].[H][C@@]12O[C@H](C)CC(=O)[C@]1(O)O[C@]3([H])[C@@H](NC)[C@@H](O)[C@@H](NC)[C@H](O)[C@@]3([H])O2

biological source

synthetic

assay

≥98.0% (AT)

form

solid

color

white

solubility

H2O: 50 mg/mL, clear, faintly yellow

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°C

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General description

Chemical structure: aminoglycoside

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.

Preparation Note

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

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Store under inert gas.

Disclaimer

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBJ7521V
BCBH6695V
BCBF6532V
BCBG6924V
BCBC0356V

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D Moazed et al.
Nature, 327(6121), 389-394 (1987-06-04)
Chemical footprinting shows that several classes of antibiotics (streptomycin, tetracycline, spectinomycin, edeine, hygromycin and the neomycins) protect concise sets of highly conserved nucleotides in 16S ribosomal RNA when bound to ribosomes. These findings have strong implications for the mechanism of
Corinna Kehrenberg et al.
Antimicrobial agents and chemotherapy, 51(6), 2244-2246 (2007-03-21)
Pasteurella multocida isolates with high-level spectinomycin resistance in which no adenyltransferase genes could be demonstrated exhibited a C1192G transversion in the 16S rRNA of all six or five of the six rRNA operons and/or two different types of 3-bp deletions
Daniel Criswell et al.
Antimicrobial agents and chemotherapy, 50(2), 445-452 (2006-01-27)
We have isolated and characterized in vitro mutants of the Lyme disease agent Borrelia burgdorferi that are resistant to spectinomycin, kanamycin, gentamicin, or streptomycin, antibiotics that target the small subunit of the ribosome. 16S rRNA mutations A1185G and C1186U, homologous
Nicholas Desnoyer et al.
BMC plant biology, 20(1), 380-380 (2020-08-20)
Glycosylphosphatidylinositol (GPI) addition is one of the several post-translational modifications to proteins that increase their affinity for membranes. In eukaryotes, the GPI transamidase complex (GPI-T) catalyzes the attachment of pre-assembled GPI anchors to GPI-anchored proteins (GAPs) through a transamidation reaction.
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
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