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S4014

Sigma-Aldrich

Spectinomycin dihydrochloride pentahydrate

powder, BioReagent, suitable for cell culture

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Synonym(s):
Spectinomycin
Empirical Formula (Hill Notation):
C14H24N2O7 · 2HCl · 5H2O
CAS Number:
Molecular Weight:
495.35
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.76

biological source

synthetic (inorganic)

Quality Level

product line

BioReagent

Assay

≥98.0%

form

powder

potency

≥603 μg per mg

storage condition

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

technique(s)

cell culture | mammalian: suitable
cell culture | plant: suitable

impurities

endotoxin, tested

color

white to off-white

solubility

H2O: soluble 50 mg/mL at 

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

application(s)

agriculture

Mode of action

protein synthesis | interferes

storage temp.

2-8°C

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

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

InChI key

DCHJOVNPPSBWHK-UXXUFHFZSA-N

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This Item
S900746738567570
product line

BioReagent

product line

-

product line

VETRANAL®

product line

-

assay

≥98.0%

assay

≥98.0%

assay

-

assay

-

form

powder

form

powder

form

-

form

solid

potency

≥603 μg per mg

potency

≥603 μg per mg

potency

-

potency

-

storage condition

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

storage condition

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

storage condition

-

storage condition

OK to freeze

General description

Chemical structure: aminoglycoside
Spectinomycin has generally been used for the treatment of gonorrhea in males, and a study conducted shows that spectinomycin dihydrochloride pentahydrate provides effective treatment against gonorrhea as well. Clinically, spectinomycin dihydrochloride pentahydrate is easier to use in injections as it shows higher solubility than spectinomycin.

Application

Spectinomycin dihydrochloride pentahydrate has been used as a supplement in different types of media.
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.

Caution

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

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. Keep in a dry place.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - 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

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Spectinomycin: minimum inhibitory concentrations for Neisseria gonorrhoeae.
I A Porter et al.
The British journal of venereal diseases, 50(4), 289-290 (1974-08-01)
Spectinomycin dihydrochloride in the treatment of gonorrhoea in males.
R R Willcox
The British journal of clinical practice, 29(2), 34-36 (1975-02-01)
Aditya C Bandekar et al.
Current biology : CB, 30(20), 3961-3971 (2020-09-12)
Although the major events in prokaryotic cell cycle progression are likely to be coordinated with transcriptional and metabolic changes, these processes remain poorly characterized. Unlike many rapidly growing bacteria, DNA replication and cell division are temporally resolved in mycobacteria, making
Songul Gurel et al.
Methods in molecular biology (Clifton, N.J.), 847, 109-122 (2012-02-22)
Successful efforts describing in vitro culturing, regeneration, and transformation of grain sorghum were reported, using particle bombardment, as early as 1993, and with Agrobacterium tumefaciens in 2000. Reported transformation efficiencies via Agrobacterium routinely range from 1 to 2%. Recently, such
Jun Sung Seo et al.
Bio-protocol, 7(20), e2579-e2579 (2017-10-20)
RNA-Protein interactions play important roles in various eukaryotic biological processes. Molecular imaging of subcellular localization of RNA/protein complexes in plants is critical for understanding these interactions. However, methods to image RNA-Protein interactions in living plants have not yet been developed

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