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Key Documents

P9297

Sigma-Aldrich

Paromomycin sulfate salt

≥98% (TLC)

Synonyme(s) :

Aminosidine sulfate

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About This Item

Formule empirique (notation de Hill):
C23H45N5O14 · xH2SO4
Numéro CAS:
Poids moléculaire :
615.63 (free base basis)
Numéro Beilstein :
5715182
Code UNSPSC :
51281663
ID de substance PubChem :
Nomenclature NACRES :
NA.85

Niveau de qualité

Pureté

≥98% (TLC)

Forme

powder

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria
parasites

Mode d’action

protein synthesis | interferes

Chaîne SMILES 

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

Clé InChI

OYJABWUHUYVDMJ-UDXJMMFXSA-N

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Description générale

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.

Actions biochimiques/physiologiques

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.

Conditionnement

1g,5g,25g

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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
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
Vasundhra Bhandari et al.
PLoS neglected tropical diseases, 6(5), e1657-e1657 (2012-05-26)
With widespread resistance to antimonials in Visceral Leishmaniasis (VL) in the Indian subcontinent, Miltefosine (MIL) has been introduced as the first line therapy. Surveillance of MIL susceptibility in natural populations of Leishmania donovani is vital to preserve it and support
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

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