Accéder au contenu
Merck
Toutes les photos(1)

Principaux documents

P8749

Sigma-Aldrich

Psammaplin A

≥97% (HPLC), solid

Synonyme(s) :

Bisprasin, N,N"-(dithiodi-2,1-ethanediyl)bis[3-bromo-4-hydroxy-a-(hydroxyimino)-benzenepropanamide

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme


About This Item

Formule empirique (notation de Hill):
C22H24Br2N4O6S2
Numéro CAS:
Poids moléculaire :
664.39
Code UNSPSC :
12352200

Essai

≥97% (HPLC)

Forme

solid

Solubilité

DMSO: >10 mg/mL
H2O: insoluble

Température de stockage

2-8°C

Chaîne SMILES 

O\N=C(\Cc1ccc(O)c(Br)c1)C(=O)NCCSSCCNC(=O)C(\Cc2ccc(O)c(Br)c2)=N/O

Actions biochimiques/physiologiques

Psammaplin A is an antibiotic, anti-tumor, DNA methyltransferase inhibitor.
Psammaplin A is an antibiotic, anti-tumor, DNA methyltransferase inhibitor. It is a bromotyrosine-derived, symmetrical conjugate of cystamine, which was first isolated from the Psammaplinaplysilla sponge. Psammaplin A impedes angiogenesis as well as bacterial and tumor cell growth. Psammaplin A inhibits the activities of several key enzymes in prokaryotic and eukaryotic systems including those involved in epigenetic control of gene expression, DNA replication, angiogensis, and microbial detoxification.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

13 - Non Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number

Vous ne trouvez pas la bonne version ?

Si vous avez besoin d'une version particulière, vous pouvez rechercher un certificat spécifique par le numéro de lot.

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

José García et al.
Bioorganic & medicinal chemistry, 19(12), 3637-3649 (2011-01-11)
A collection of analogues of the dimeric natural product psammaplin A that differ in the substitution on the (halo)tyrosine aryl ring, the oxime and the diamine connection has been synthesized. The effects on cell cycle, induction of differentiation and apoptosis
Carsten Thoms et al.
Journal of chemical ecology, 34(9), 1242-1252 (2008-08-06)
Activated chemical defense, i.e., the rapid conversion of precursor molecules to defensive compounds following tissue damage, has been well documented for terrestrial and marine plants; but evidence for its presence in sessile marine invertebrates remains scarce. We observed a wound-activated
Fabia Hentschel et al.
Organic & biomolecular chemistry, 10(35), 7120-7133 (2012-08-09)
The symmetrical disulfide psammaplin A from the marine sponge Pseudoceratina sp. was synthesized and structurally altered by replacement of one of the α-(hydroxyimino)acyl units by a fluorescent 4-coumarinacetyl moiety. Thus, the first fluorescent analogs of psammaplin A were obtained. Structural
Dong Hoon Kim et al.
Experimental & molecular medicine, 39(1), 47-55 (2007-03-06)
Histone deacetylase (HDAC) has been highlighted as one of key players in tumorigenesis and angiogenesis. Recently, several derivatives of psammaplin (Psams) from a marine sponge have been known to inhibit the HDAC activity, but the molecular mechanism for the inhibition
Hak Jae Kim et al.
Radiation oncology (London, England), 7, 39-39 (2012-03-21)
Histone modifications and DNA methylation are two major factors in epigenetic phenomenon. Unlike the histone deacetylase inhibitors, which are known to exert radiosensitizing effects, there have only been a few studies thus far concerning the role of DNA methyltransferase (DNMT)

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique