D7253

Dihydrostreptomycin sesquisulfate

Name: Dihydrostreptomycin sesquisulfate
Brand: SIGMA

Synonyme(s) :

Didromycin, Dihydrostreptomycin 3/2 sulfate, Dihydrostreptomycin sulfate

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A propos de cet article

Formule linéaire :

C₂₁H₄₁N₇O₁₂ · 3/2H₂SO₄

Numéro CAS:

5490-27-7

Poids moléculaire :

730.71

UNSPSC Code:

51102829

NACRES:

NA.85

PubChem Substance ID:

24894093

EC Number:

226-823-7

Beilstein/REAXYS Number:

3894221

MDL number:

MFCD00070252

Principaux documents

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biological source

microbial

Quality Level

200

form

powder

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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Cet article	1203008	D5155	D1954000
Sigma-Aldrich D7253 Dihydrostreptomycin sesquisulfate	USP 1203008 Dihydrostreptomycin sulfate	Sigma-Aldrich D5155 Dihydrostreptomycin sesquisulfate	D1954000 Dihydrostreptomycin sulfate
antibiotic activity spectrum Gram-negative bacteria, mycobacteria, Gram-positive bacteria	antibiotic activity spectrum -	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria, mycobacteria	antibiotic activity spectrum -
mode of action protein synthesis \| interferes	mode of action -	mode of action protein synthesis \| interferes	mode of action -
Quality Level 200	Quality Level -	Quality Level 200	Quality Level -
form powder	form -	form powder	form -
biological source microbial	biological source -	biological source -	biological source -
storage temp. 2-8°C	storage temp. -	storage temp. 2-8°C	storage temp. -

General description

Chemical structure: aminoglycoside

Application

Dihydrostreptomycin sesquisulfate is a derivative of streptomycin used in aminoglycoside uptake studies[1][2]. It has also been used as an electrode for a cochlear amplifier in the hair-cell bundle of lizards[3].

Biochem/physiol Actions

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

pictograms

GHS08,GHS07

signalword

Warning

hcodes

H302,H361fd

pcodes

P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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In vivo evidence for a cochlear amplifier in the hair-cell bundle of lizards.

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

In vitro studies simultaneously examining effect of oxacillin on uptake of radiolabeled streptomycin and on associated bacterial lethality in Staphylococcus aureus.

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

Gentamicin uptake in Staphylococcus aureus possessing plasmid-encoded, aminoglycoside-modifying enzymes.

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

Induction of the MexXY efflux pump in Pseudomonas aeruginosa is dependent on drug-ribosome interaction.

Katy Jeannot et al.

Journal of bacteriology, 187(15), 5341-5346 (2005-07-21)

MexXY is an inducible efflux system that contributes to the natural resistance of Pseudomonas aeruginosa to antibiotics. Experiments involving real-time PCR after reverse transcription in reference strain PAO1 showed concentration-dependent induction of gene mexY by various ribosome inhibitors (e.g., chloramphenicol

Clinical mastitis in Norwegian herds after a combined selective dry-cow therapy and teat-dipping trial.

A C Whist et al.

Journal of dairy science, 89(12), 4649-4659 (2006-11-16)

The objective of this study was to see if introduction of a 2-yr combined selective dry-cow therapy and teat-dipping trial would reduce clinical mastitis (CM) events in 164 Norwegian dairy herds. Three different penicillin or penicillin/dihydrostreptomycin-based dry-cow treatments, and 3

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Numéro d'article de commerce international

Référence	GTIN
D7253-25G	04061833588307
D7253-5G	04061833588314
D7253-100G	04061833619612

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