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Merck

P9297

Paromomycin sulfate salt

≥98% (TLC)

Sinónimos:

Aminosidine sulfate

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Fórmula empírica (notación de Hill):
C23H45N5O14 · xH2SO4
Número CAS:
1263-89-4
Peso molecular:
615.63 (free base basis)
NACRES:
NA.85
PubChem Substance ID:
24278662
UNSPSC Code:
51281663
Beilstein/REAXYS Number:
5715182

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Nombre del producto

Paromomycin sulfate salt, ≥98% (TLC)

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

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 key

OYJABWUHUYVDMJ-UDXJMMFXSA-N

assay

≥98% (TLC)

form

powder

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
parasites

mode of action

protein synthesis | interferes

Quality Level

200

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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

Antimicrobial spectrum: Gram-negative and Gram-positive bacteria, some protozoan species, and limited antihelminth.
Mode of Action: Inhibits initiation and elongation during protein synthesis.
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.

General description

Chemical structure: aminoglycoside

Other Notes

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

Packaging

1g,5g,25g

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000508845
0000504479
0000435255
0000435255
0000370747

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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
Veronika Ostapcuk et al.
Nature, 557(7707), 739-743 (2018-05-26)
De novo mutations in ADNP, which encodes activity-dependent neuroprotective protein (ADNP), have recently been found to underlie Helsmoortel-Van der Aa syndrome, a complex neurological developmental disorder that also affects several other organ functions 1 . ADNP is a putative transcription
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
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