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S6501

Streptomycin sulfate salt

powder

Synonym(s):

2-[(1S,2R,3R,4S,5R,6R)-5-(diaminomethylideneamino)-2-[(2R,3S,4S,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-methylamino-oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyl-oxolan-2-yl]oxy-3,4,6-trihydroxy-cyclohexyl]guanidine

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About This Item

Linear Formula:
C21H39N7O12 · 1.5 H2SO4
CAS Number:
Molecular Weight:
728.69
UNSPSC Code:
51281675
NACRES:
NA.76
PubChem Substance ID:
EC Number:
223-286-0
Beilstein/REAXYS Number:
3894995
MDL number:
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biological source

Streptomyces griseus

Quality Segment

form

powder

potency

≥720 I.U. per mg

mol wt

calculated mol wt 1457.38

storage condition

(Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.)

color

white to off-white

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria

application(s)

advanced drug delivery

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)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

General description

(C21H39N7O12)2 ⋅3H2O4S
Chemical structure: aminoglycoside

Application

Streptomycin is used to study mechanisms of streptomycin resistance and is often used together with penicillin and other agents to inhibit bacterial contamination in cell culture applications. It is recommended for use in molecular biology applications at 25-50μg/mL, in cell culture applications at 100 mg/L and in embryo culture at 50 mg/L.

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.

Preparation Note

Stock solutions should be prepared directly in the vial with sterile water at concentrations between 20-25 mg/mL.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place

Disclaimer

Solutions can be stored at 2-8°C for up to a month or at -20°C for more extended periods. At 37°C, solutions are stable for three days.

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Show Differences

1 of 1

This Item
S12778588646754
antibiotic activity spectrum

Gram-negative bacteria, mycobacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria

antibiotic activity spectrum

-

mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

mode of action

-

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

application(s)

advanced drug delivery

application(s)

-

application(s)

pharmaceutical (small molecule)

application(s)

agriculture
clinical
environmental
forensics and toxicology
pharmaceutical (small molecule)

form

powder

form

powder

form

liquid

form

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-


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pictograms

Health hazardExclamation mark

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



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Global Trade Item Number

SKUGTIN
S6501-1KG04061835549627
S6501-50G04061835549641
S6501-10KG04061833352076
S6501-5G04061835516810
S6501-25G04061835549634
S6501-100G04061835549610

Questions

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How can the potency of Streptomycin sulfate salt powder S6501 be converted from IU/mg to µg/mg?

    1 answer
    1. The International Unit (IU) of Streptomycin is defined as the activity present in 0.001282 mg or 1.282 µg of the International Standard, as referenced in the literature article below.

      https://pmc.ncbi.nlm.nih.gov/articles/PMC2537882/#:~:text=Abstract,mg%20of%20the%20International%20Standard.

      According to the reported value from the article above, which is not verified in-house, the following formula is applicable:

      Potency (IU/mg dry basis) × 1.282 µg/1 IU = Potency (µg/mg)

      Helpful?

  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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