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P9297

Sigma-Aldrich

Paromomycin sulfate salt

≥98% (TLC)

Synonym(s):

Aminosidine sulfate

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About This Item

Empirical Formula (Hill Notation):
C23H45N5O14 · xH2SO4
CAS Number:
1263-89-4
Molecular Weight:
615.63 (free base basis)
Beilstein/REAXYS Number:
5715182
UNSPSC Code:
51101500
PubChem Substance ID:
24278662
NACRES:
NA.85

Quality Level

200

assay

≥98% (TLC)

form

powder

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
parasites

mode of action

protein synthesis | interferes

SMILES string

O[C@H]1[C@H](O)[C@@H](CO)O[C@H](O[C@@]2([H])[C@H](O[C@@]3([H])[C@H](O)[C@H](O[C@]4([H])[C@H](N)[C@@H](O)[C@H](O)[C@H](CN)O4)[C@@H](CO)O3)[C@@H](O)[C@H](N)C[C@@H]2N)[C@@H]1N.C

InChI

1S/C23H45N5O14.CH4/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22;/h5-23,29-36H,1-4,24-28H2;1H4/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+;/m1./s1

InChI key

OYJABWUHUYVDMJ-UDXJMMFXSA-N

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General description

Chemical structure: aminoglycoside

Application

Paromomycin is a broad spectrum aminoglycoside antibiotic produced by Streptomyces rimosus var. paromomycinus. It has in vitro and in vivo activity similar to neomycin. It is effective against Gram-negative bacteria, Gram-positive bacteria, some protozoan species, and limited antihelminth.
It is used to study bacterial protein synthesis at the level of 16S ribosomal RNA and 30S ribosome assembly. Paromomycin is used to study cytosine-cytosine (CC) mismatch-containing RNA molecules and is used to inhibit Cryptosporidium infection of a human enterocyte cell line.

Biochem/physiol Actions

Paromomycin inhibits the initiation and elongation steps of protein synthesis by binding to 16S ribosomal RNA. Paramomycin binds to the A site, which causes defective polypeptide chains to be produced and leads to cell death.

Packaging

1g,5g,25g

Other Notes

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R J Marshall et al.
The Journal of infectious diseases, 165(4), 772-774 (1992-04-01)
Cryptosporidium parvum is a protozoan parasite that causes severe enteritis in patients with AIDS for which there is no effective therapy. Paromomycin is a nonabsorbable aminoglycoside that is effective in the treatment of other intestinal protozoa. The ability of paromomycin
Tony J Tavares et al.
RNA (New York, N.Y.), 15(5), 911-922 (2009-03-31)
The structure of a cytosine-cytosine (CC) mismatch-containing RNA molecule derived from a hairpin structure in the thymidylate synthase mRNA that binds the aminoglycoside paromomycin with high affinity was determined using nuclear magnetic resonance (NMR) spectroscopy. The cytosines in the mismatch
Kazuki Saito et al.
Nucleic acids research, 43(9), 4591-4601 (2015-04-22)
In eukaryotes, the tRNA-mimicking polypeptide-chain release factor, eRF1, decodes stop codons on the ribosome in a complex with eRF3; this complex exhibits striking structural similarity to the tRNA-eEF1A-GTP complex. Although amino acid residues or motifs of eRF1 that are critical
Sarah Hendrickx et al.
PLoS neglected tropical diseases, 6(5), e1664-e1664 (2012-06-06)
Paromomycin (PMM) has recently been introduced for treatment of visceral leishmaniasis in India. Although no clinical resistance has yet been reported, proactive vigilance should be warranted. The present in vitro study compared the outcome and stability of experimental PMM-resistance induction
Joline Goossens et al.
Toxins, 4(4), 281-295 (2012-05-19)
It is recognized that mycotoxins can cause a variety of adverse health effects in animals, including altered gastrointestinal barrier function. It is the aim of the present study to determine whether mycotoxin-contaminated diets can alter the oral bioavailability of the
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