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T3580

Toyocamycin

≥98% (HPLC), from Streptomyces rimosus

Synonym(s):

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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Size/SKUAvailabilityPrice
10 mg
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$157.00

About This Item

Empirical Formula (Hill Notation):
C12H13N5O4
CAS Number:
606-58-6
Molecular Weight:
291.26
NACRES:
NA.77
PubChem Substance ID:
329826772
UNSPSC Code:
12352200
MDL number:
MFCD00866513
Assay:
≥98% (HPLC)
Form:
solid

$157.00

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biological source

Streptomyces rimosus

Quality Segment

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

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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This Item
SML3676SMB00071S1100000
Toyocamycin ≥98% (HPLC), from Streptomyces rimosus

Sigma-Aldrich

T3580

Toyocamycin

Midecamycin ≥90% (HPLC)

Sigma-Aldrich

SML3676

Midecamycin

Tunicamycin V ≥95% (LC/MS-ELSD)

Sigma-Aldrich

SMB00071

Tunicamycin V

Spiramycin European Pharmacopoeia (EP) Reference Standard

S1100000

Spiramycin

description

≥98% (HPLC), from Streptomyces rimosus

description

≥90% (HPLC)

description

≥95% (LC/MS-ELSD)

description

European Pharmacopoeia (EP) Reference Standard

form

solid

form

powder

form

solid

form

-

assay

≥98% (HPLC)

assay

≥90% (HPLC)

assay

≥95% (LC/MS-ELSD)

assay

-

Quality Level

200

Quality Level

100

Quality Level

-

Quality Level

-

storage temp.

2-8°C

storage temp.

-10 to -25°C

storage temp.

−20°C

storage temp.

-

solubility

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

solubility

DMSO: 2 mg/mL, clear

solubility

-

solubility

-

mode of action

DNA synthesis | interferes

mode of action

-

mode of action

-

mode of action

-

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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    Certificates of Analysis (COA)

    Lot/Batch Number
    0000565740
    048M4042V
    0000173614
    0000159442
    14091112

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