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T8902 Sigma-Aldrich

Thiostrepton from Streptomyces azureus

≥90% (HPLC)

  • CAS Number 1393-48-2

  • Empirical Formula (Hill Notation) C72H85N19O18S5

  • Molecular Weight 1664.89

  •  EC Number 215-734-9

  •  MDL number MFCD00135828

  •  PubChem Substance ID 24900569

  •  NACRES NA.77

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Properties

Related Categories Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics T-Z, Antibiotics by Application,
Quality Level   200
assay   ≥90% (HPLC)
solubility   acetic acid: soluble 25 mg/mL, clear to hazy, yellow to brownish-yellow
Mode of action   protein synthesis | interferes
antibiotic activity spectrum   Gram-negative bacteria
  Gram-positive bacteria
  parasites
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

Description

General description

Chemical structure: peptide

Packaging

1 g in poly bottle

Application

Thiostrepton has been used as a selectable marker for recombinant Streptomyces cultures,,.

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.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
XN6300100
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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