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T8902

Thiostrepton from Streptomyces azureus

from Streptomyces azureus, ≥90% (HPLC), powder, FoxM1 inhibitor

Synonym(s):

Bryamycin, NSC 170365, NSC 81722, Thiactin, Thiostreptin A

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Pack SizeSKUAvailabilityPrice
1 g

Available to ship TODAYfromMILWAUKEE

$193.00

About This Item

Empirical Formula (Hill Notation):
C72H85N19O18S5
CAS Number:
Molecular Weight:
1664.89
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
215-734-9
MDL number:
Assay:
≥90% (HPLC)
Quality level:

$193.00


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Product Name

Thiostrepton from Streptomyces azureus, ≥90% (HPLC)

Quality Level

assay

≥90% (HPLC)

solubility

acetic acid: soluble 25 mg/mL, clear to hazy, yellow to brownish-yellow

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, parasites

mode of action

protein synthesis | interferes

storage temp.

−20°C

SMILES string

CCC(C)C1NC2C=Cc3c(cc(nc3C2O)C(=O)OC(C)C4NC(=O)c5csc(n5)C(NC(=O)C6CSC(=N6)C(\NC(=O)C(NC(=O)c7csc(n7)C8(CCC(=NC8c9csc4n9)c%10nc(cs%10)C(=O)NC(=C)C(=O)NC(=C)C(N)=O)NC(=O)C(C)NC(=O)C(=C)NC(=O)C(C)NC1=O)C(C)O)=C\C)C(C)(O)C(C)O)C(C)O

InChI

1S/C72H85N19O18S5/c1-14-26(3)47-63(105)78-30(7)57(99)75-28(5)56(98)76-31(8)58(100)91-72-19-18-40(66-85-43(22-111-66)59(101)77-29(6)55(97)74-27(4)54(73)96)81-52(72)42-21-112-67(83-42)49(34(11)109-69(107)41-20-37(32(9)92)36-16-17-39(79-47)51(95)50(36)80-41)89-60(102)44-24-113-68(86-44)53(71(13,108)35(12)94)90-62(104)45-23-110-65(84-45)38(15-2)82-64(106)48(33(10)93)88-61(103)46-25-114-70(72)87-46/h15-17,20-22,24-26,30-35,39,45,47-49,51-53,79,92-95,108H,4-6,14,18-19,23H2,1-3,7-13H3,(H2,73,96)(H,74,97)(H,75,99)(H,76,98)(H,77,101)(H,78,105)(H,82,106)(H,88,103)(H,89,102)(H,90,104)(H,91,100)/b38-15-

InChI key

NSFFHOGKXHRQEW-BXVAPQLOSA-N

General description

Chemical structure: peptide

Application

Thiostrepton has been used as a selectable marker for recombinant Streptomyces cultures[1],[2],[3].

Biochem/physiol Actions

Peptide antibiotic that prevents the binding of elongation factor G (EF-G) and GTP to the 50S ribosomal subunit.

Preparation Note

Thiostrepton dissolves in acetic acid at 25 mg/ml to yield a clear to hazy, yellow-yellow brown solution.

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L7386S4400H7772
assay

≥90% (HPLC)

assay

-

assay

≥98% (HPLC)

assay

-

Quality Level

200

Quality Level

300

Quality Level

300

Quality Level

200

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

acetic acid: soluble 25 mg/mL, clear to hazy, yellow to brownish-yellow

solubility

water: 2.00-2.10 mg/mL, clear to slightly hazy, colorless to light yellow

solubility

DMSO: soluble, H2O: insoluble, ethanol: soluble, methanol: soluble

solubility

H2O: 50 mg/mL

mode of action

protein synthesis | interferes

mode of action

cell wall synthesis | interferes

mode of action

enzyme | inhibits

mode of action

protein synthesis | interferes

antibiotic activity spectrum

Gram-negative bacteria, parasites, Gram-positive bacteria

antibiotic activity spectrum

Gram-positive bacteria

antibiotic activity spectrum

neoplastics

antibiotic activity spectrum

viruses


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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O H Martínez-Costa et al.
Journal of bacteriology, 181(14), 4353-4364 (1999-07-10)
The sequence of a 4.8-kbp DNA fragment adjacent to the right-hand end of the actinorhodin biosynthetic (act) cluster downstream of actVB-orf6 from Streptomyces coelicolor A3(2) reveals six complete open reading frames, named orf7 to orf12. The deduced amino acid sequences
M L Chiu et al.
The Journal of biological chemistry, 274(29), 20578-20586 (1999-07-10)
Microbial metabolites isolated in screening programs for their ability to activate transcription of the tipA promoter (ptipA) in Streptomyces lividans define a class of cyclic thiopeptide antibiotics having dehydroalanine side chains ("tails"). Here we show that such compounds of heterogeneous
Takamichi Ito et al.
Scientific reports, 14(1), 4048-4048 (2024-02-20)
Extramammary Paget disease (EMPD) is a rare skin cancer that primarily affects older individuals predominantly in areas with apocrine sweat glands. Although most early EMPD lesions are indolent, patients with metastatic EMPD have a poor prognosis due to the lack



Global Trade Item Number

SKUGTIN
T8902-1G04061837379789

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