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D7253

Sigma-Aldrich

Dihydrostreptomycin sesquisulfate

Synonyme(s) :

Didromycin, Dihydrostreptomycin 3/2 sulfate, Dihydrostreptomycin sulfate

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About This Item

Formule linéaire :
C21H41N7O12 · 3/2H2SO4
Numéro CAS:
5490-27-7
Poids moléculaire :
730.71
Numéro Beilstein :
3894221
Numéro CE :
226-823-7
Numéro MDL:
MFCD00070252
Code UNSPSC :
51102829
ID de substance PubChem :
24894093
Nomenclature NACRES :
NA.85

Source biologique

microbial

Niveau de qualité

200

Forme

powder

Couleur

white to off-white

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

Mode d’action

protein synthesis | interferes

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

CZWJCQXZZJHHRH-YZTFXSNBSA-N

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Description générale

Chemical structure: aminoglycoside

Application

Dihydrostreptomycin sesquisulfate is a derivative of streptomycin used in aminoglycoside uptake studies. It has also been used as an electrode for a cochlear amplifier in the hair-cell bundle of lizards.

Actions biochimiques/physiologiques

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

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H361fd

Classification des risques

Acute Tox. 4 Oral - Repr. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

L J Mandel et al.
Antimicrobial agents and chemotherapy, 26(4), 563-569 (1984-10-01)
[3H]gentamicin uptake and killing were studied in three strains of gentamicin-resistant Staphylococcus aureus possessing plasmid-encoded, gentamicin-modifying enzymes and in three isogenic, enzyme-free, gentamicin-susceptible derivatives. At low (less than or equal to 2.0 micrograms/ml) concentrations of gentamicin, uptake by resistant organisms
J M Zenilman et al.
Antimicrobial agents and chemotherapy, 30(6), 877-882 (1986-12-01)
We studied the effects of various concentrations of oxacillin on streptomycin uptake and killing for several strains of Staphylococcus aureus. When streptomycin was present in concentrations below the MIC, addition of oxacillin at concentrations greater than or equal to the
G A Manley et al.
Proceedings of the National Academy of Sciences of the United States of America, 98(5), 2826-2831 (2001-02-28)
Vertebrate sensory hair cells achieve high sensitivity and frequency selectivity by adding self-generated mechanical energy to low-level signals. This allows them to detect signals that are smaller than thermal molecular motion and to achieve significant resonance amplitudes and frequency selectivity
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
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Protocoles

Aminoglycoside Analysis in Pork Muscle using Molecularly Imprinted Polymer Cleanup and LC/MS/MS Detection

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