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Merck

D5155

Sigma-Aldrich

Dihydrostreptomycin sesquisulfate

powder, suitable for cell culture, BioReagent

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About This Item

Fórmula lineal:
C21H41N7O12 · 3/2H2SO4
Número de CAS:
Peso molecular:
730.71
Beilstein/REAXYS Number:
3894221
EC Number:
MDL number:
UNSPSC Code:
12352207
PubChem Substance ID:
NACRES:
NA.76

product name

Dihydrostreptomycin sesquisulfate, BioReagent, suitable for cell culture, ≥95.0% (HPLC)

product line

BioReagent

Quality Level

assay

≥95.0% (HPLC)

form

powder

technique(s)

cell culture | mammalian: suitable

color

white to off-white

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

OS(O)(=O)=O.OS(O)(=O)=O.OS(O)(=O)=O.CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]2[C@@H](O[C@@H](C)[C@]2(O)CO)O[C@@H]3[C@@H](O)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]3NC(N)=N.CN[C@H]4[C@H](O)[C@@H](O)[C@H](CO)O[C@H]4O[C@H]5[C@@H](O[C@@H](C)[C@]5(O)CO)O[C@@H]6[C@@H](O)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]6NC(N)=N

InChI

1S/2C21H41N7O12.3H2O4S/c2*1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35;3*1-5(2,3)4/h2*5-18,26,29-36H,3-4H2,1-2H3,(H4,22,23,27)(H4,24,25,28);3*(H2,1,2,3,4)/t2*5-,6-,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,21+;;;/m00.../s1

InChI key

CZWJCQXZZJHHRH-YZTFXSNBSA-N

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General description

Chemical structure: aminoglycoside

Application

Dihydrostreptomycin sesquisulfate is a derivative of streptomycin used in aminoglyside uptake studies. Other studies have also used it as an electrode for a cochlear amplifier in the hair-cell bundle of lizards.

Biochem/physiol Actions

Mode of Action: Dihydrostreptomycin sesquisulfate inhibits protein synthesis at the level o the 30S ribosomal subunit and the 16s rRNA.

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Aikaterini M Gremilogianni et al.
Journal of chromatography. A, 1217(43), 6646-6651 (2010-06-16)
Streptomycin (STR) and dihydrostreptomycin (DHSTR) are two of the most common aminoglycoside antibiotics used in veterinary medicine. The physicochemical properties of both substances, make their determination challenging. In the present study the development of methods based on ion-pair chromatography (IPC)
G Martins et al.
Veterinary journal (London, England : 1997), 193(2), 600-601 (2012-03-01)
This study presents a Brazilian goat herd with reproductive failure over 2009-2010, in which there were abortions (22/50; 44%), embryonic resorption (6/50; 12%) and neonatal deaths (2/50; 4%). A diagnosis of leptospirosis was made, based on serology (microscopic agglutination test
Walter Marcotti et al.
The Journal of physiology, 567(Pt 2), 505-521 (2005-07-05)
The most serious side-effect of the widely used aminoglycoside antibiotics is irreversible intracellular damage to the auditory and vestibular hair cells of the inner ear. The mechanism of entry into the hair cells has not been unequivocally resolved. Here we
A C Whist et al.
Journal of dairy science, 90(2), 766-778 (2007-01-20)
The objective of the study was to investigate the association between early lactation Streptococcus dysgalactiae isolates and milk yield, somatic cell count (SCC), clinical mastitis, and culling in the same lactation. The 178 commercial dairy herds were randomly placed into
D A Bohm et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 29(2), 189-196 (2011-12-08)
A method was specifically developed for the determination and confirmation of streptomycin and dihydrostreptomycin in different types of honey. The method is simple, rapid, sensitive and was validated for streptomycin and dihydrostreptomycin in accordance with Commission Decision 2002/657/EC. After extraction

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