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Merck

T3580

Toyocamycin

≥98% (HPLC), from Streptomyces rimosus

Synonim(y):

4-Aminopyrrolo[2,3-d]pyrimidine-5-carbonitrile 7-(β-D-ribofuranoside), 7-Deaza-7-cyanoadenosine, NSC 63701, NSC 99843, Neuro 000027, Unamycin B, Vengicide

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10 MG

604,00 zł

604,00 zł

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C12H13N5O4
Numer CAS:
606-58-6
Masa cząsteczkowa:
291.26
NACRES:
NA.77
PubChem Substance ID:
329826772
UNSPSC Code:
12352200
MDL number:
MFCD00866513
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
200

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biological source

Streptomyces rimosus

Quality Level

200

assay

≥98% (HPLC)

form

solid

solubility

DMSO: soluble 0.90-1.10 mg/mL, clear, colorless, H2O: moderately soluble, aqueous acid: moderately soluble, ethanol: moderately soluble, methanol: moderately soluble

antibiotic activity spectrum

fungi

mode of action

DNA synthesis | interferes

storage temp.

2-8°C

SMILES string

Nc1ncnc2n(cc(C#N)c12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O

InChI

1S/C12H13N5O4/c13-1-5-2-17(11-7(5)10(14)15-4-16-11)12-9(20)8(19)6(3-18)21-12/h2,4,6,8-9,12,18-20H,3H2,(H2,14,15,16)/t6-,8-,9-,12-/m1/s1

InChI key

XOKJUSAYZUAMGJ-WOUKDFQISA-N

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Ta pozycja
SMB00287T8552SML2409
Toyocamycin ≥98% (HPLC), from Streptomyces rimosus

Sigma-Aldrich

T3580

Toyocamycin

Formycin A from Streptomyces kaniharaensis, ≥98% (HPLC)

Sigma-Aldrich

SMB00287

Formycin A

Trichostatin A ≥98% (HPLC), from Streptomyces sp.

T8552

Trichostatin A

NITD008 ≥98% (HPLC)

Sigma-Aldrich

SML2409

NITD008

form

solid

form

powder

form

powder

form

powder

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

-

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

DMSO: soluble 0.90-1.10 mg/mL, clear, colorless, aqueous acid: moderately soluble, methanol: moderately soluble, H2O: moderately soluble

solubility

DMSO: soluble 1 mg/mL, H2O: soluble 3 mg/mL

solubility

methanol: soluble 1.90-2.10 mg/mL, clear, colorless to faint yellow or tan, DMF: soluble, DMSO: soluble, H2O: insoluble, acetone: slightly soluble, acetonitrile: soluble, benzene: slightly soluble, chloroform: slightly soluble, ethyl acetate: slightly soluble, lower alcohols: soluble

solubility

DMSO: 2 mg/mL, clear (warmed)

biological source

Streptomyces rimosus

biological source

Streptomyces kaniharaensis

biological source

Streptomyces sp.

biological source

-

Biochem/physiol Actions

Toyocamycin is a nucleoside- type antibiotic analogue of adenosine, isolated from Streptomyces species. Toyocamycin is an anti-tumor antibiotic with various target activities. Toyocamycin is a potent inhibitor of RNA self-cleavage in mammalian cells. It also inhibits phosphatidylinositol kinase, a cell proliferation regulator. Toyocamycin was also found to inhibit Auxin signaling. Auxins are plant hormones with a crucial role in plant development regulation, and Toyocamycin was found to specifically inhibit auxin-responsive gene expression.
Toyocamycin is a nucleoside-type antibiotic analogue of adenosine, isolated from Streptomyces species. Toyocamycin is an anti-tumor antibiotic with various target inhibitory activities.
Studies have implicated that toyocamycin blocks the replication of fowl plague virus.

Features and Benefits

This compound is featured on the Adenosine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

Toyocamycin is soluble in DMSO at 0.90 - 1.10 mg/ml and yields a clear, colorless solution. It is also soluble in acidic solutions and is moderately soluble in water, methanol and ethanol. Solutions prepared in DMSO can be diluted 10-fold in water.
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Klasa składowania

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certyfikaty analizy (CoA)

Lot/Batch Number
0000173614
0000159442
0000159442
0000173614
14180312

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Carolina Agop-Nersesian et al.
International journal for parasitology, 38(6), 673-681 (2007-12-08)
The ability to control expression of a specific gene is a prerequisite to understand the function of essential genes. Many gene regulation systems operate on the transcriptional level by employing heterologous cis- and trans-acting elements. Recently, novel approaches employing autocatalytic
E Gunic et al.
Bioorganic & medicinal chemistry, 9(1), 163-170 (2001-02-24)
Toyocamycin and some analogues have shown potent antitumor activities; however, none of them could be used clinically primarily owing to their cytotoxicity to normal human cells. In order to overcome the weakness of these nucleoside analogues, substitution of a variety
Laising Yen et al.
Nature, 431(7007), 471-476 (2004-09-24)
Recent studies on the control of specific metabolic pathways in bacteria have documented the existence of entirely RNA-based mechanisms for controlling gene expression. These mechanisms involve the modulation of translation, transcription termination or RNA self-cleavage through the direct interaction of
Irene N Kiburu et al.
PloS one, 7(5), e37371-e37371 (2012-05-26)
Rio1 kinase is an essential ribosome-processing factor required for proper maturation of 40 S ribosomal subunit. Although its structure is known, several questions regarding its functional remain to be addressed. We report that both Archaeoglobus fulgidus and human Rio1 bind
Anne E Blackwell et al.
Analytical chemistry, 83(8), 2862-2865 (2011-03-23)
As scientists begin to appreciate the extent to which quaternary structure facilitates protein function, determination of the subunit arrangement within noncovalent protein complexes is increasingly important. While native mass spectrometry shows promise for the study of noncovalent complexes, few developments
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Powiązane treści

Data Sheet - T3580

Instructions

Numer pozycji handlu globalnego

SKUNUMER GTIN
T3580-10MG04061832649443

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