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Merck
모든 사진(1)

주요 문서

P8749

Sigma-Aldrich

Psammaplin A

≥97% (HPLC), solid

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C22H24Br2N4O6S2
CAS Number:
Molecular Weight:
664.39
UNSPSC 코드:
12352200
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분석

≥97% (HPLC)

양식

solid

solubility

DMSO: >10 mg/mL
H2O: insoluble

저장 온도

2-8°C

SMILES string

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

생화학적/생리학적 작용

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.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

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

표적 기관

Respiratory system

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


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문서 라이브러리 방문

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
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
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
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)
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

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