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85880

Streptomycin sulfate salt

~95% (T)

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About This Item

Linear Formula:
C21H39N7O12 · 1.5 H2SO4
CAS Number:
3810-74-0
Molecular Weight:
728.69
EC Number:
223-286-0
UNSPSC Code:
51101500
MDL number:
MFCD00037023
Beilstein/REAXYS Number:
3894995
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assay

~95% (T)

loss

≤5% loss on drying

solubility

H2O: 0.1 g/mL, clear

antibiotic activity spectrum

mycobacteria

mode of action

protein synthesis | interferes

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)C=O)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)C=O)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/2C21H39N7O12.3H2O4S/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*4-18,26,29,31-36H,3H2,1-2H3,(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

QTENRWWVYAAPBI-YZTFXSNBSA-N

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General description

Chemical structure: aminoglycoside

Biochem/physiol Actions

Mode of Action: Streptomycin acts by inhibiting prokaryote protein synthesis by binding to the S12 protein of the 30S ribosomal subunit, thus preventing the transition from imitation complex to chain-elongating ribosome. This causes miscoding or inhibits initiation.

Mode of Resistance: A mutation in rpsL, a gene for S12 ribosomal protein, prevents binding of streptomycin to the ribosome. An aminoglycoside phosphotransferase also inactivates streptomycin.

Antimicrobial spectrum: Streptomycin acts against gram-negative and gram-positive bacteria.

Other Notes

Inhibits initiation and causes misreading of mRNA in protein synthesis; Removal of DNA in cloning and expression of avidin in E. coli.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

涉药品监管产品

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Cloning and expression of avidin in Escherichia coli.
G Chandra et al.
Methods in enzymology, 184, 70-79 (1990-01-01)
Comparative analysis of the effect of aminoglycosides on bacterial protein synthesis in vitro.
G Zierhut et al.
European journal of biochemistry, 98(2), 577-583 (1979-08-01)
Walter M Jaklitsch
Studies in mycology, 63, 1-91 (2009-10-15)
At present 75 species of Hypocrea have been identified in temperate Europe. Nineteen green-spored species and their Trichoderma asexual states are here described in detail. Extensive searches for Hypocrea teleomorphs in 14 European countries, with emphasis on Central Europe, yielded
Bonggoo Park et al.
PloS one, 6(10), e25880-e25880 (2011-10-15)
Methicillin-resistant S. aureus emerged in recent decades to become a leading cause of infection worldwide. Colonization with MRSA predisposes to infection and facilitates transmission of the pathogen; however, available regimens are ineffective at preventing MRSA colonization. Studies of human nasal
Patrizia Pellegatti et al.
PloS one, 3(7), e2599-e2599 (2008-07-10)
There is growing awareness that tumour cells build up a "self-advantageous" microenvironment that reduces effectiveness of anti-tumour immune response. While many different immunosuppressive mechanisms are likely to come into play, recent evidence suggests that extracellular adenosine acting at A2A receptors
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