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S4014

Sigma-Aldrich

Spectinomycin dihydrochloride pentahydrate

powder, suitable for cell culture and plant cell culture, BioReagent

Synonym(s):

Spectinomycin

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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
MDL number:
MFCD00150886
UNSPSC Code:
12352207
PubChem Substance ID:
24899581
NACRES:
NA.76

product name

Spectinomycin dihydrochloride pentahydrate, powder, BioReagent, suitable for cell culture

biological source

synthetic (inorganic)

Quality Level

200

product line

BioReagent

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 pale buff

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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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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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
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
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