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P9564

Sigma-Aldrich

Phleomycin

from Streptomyces verticillus, powder, DNA replication inhibitor

Synonym(s):

FT-0697305

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About This Item

CAS Number:
11006-33-0
MDL number:
MFCD00131846
UNSPSC Code:
12352200
NACRES:
NA.77

product name

Phleomycin from Streptomyces verticillus, powder

form

powder

Quality Level

200

shelf life

2 yr

color

blue

antibiotic activity spectrum

fungi

Mode of action

DNA synthesis | interferes

storage temp.

2-8°C

InChI

1S/C51H75N17O21S2/c1-16-29(65-41(68-38(16)54)21(8-27(53)72)60-9-20(52)39(55)78)44(82)67-31(34(22-10-58-15-61-22)88-49-50(5,36(76)33(74)25(11-69)87-49)89-47-37(77)51(85,48(57)84)35(75)26(12-70)86-47)45(83)62-18(3)32(73)17(2)42(80)66-30(19(4)71)43(81)59-7-6-28-63-24(14-90-28)46-64-23(13-91-46)40(56)79/h10,13,15,17-18,20-21,24-26,30-37,47,49,60,69-70,73-77,85H,6-9,11-12,14,52H2,1-5H3,(H2,53,72)(H2,55,78)(H2,56,79)(H2,57,84)(H,58,61)(H,59,81)(H,62,83)(H,66,80)(H,67,82)(H2,54,65,68)/t17?,18?,20?,21?,24?,25-,26?,30?,31?,32?,33+,34?,35-,36-,37-,47-,49-,50-,51+/m0/s1

InChI key

QRBLKGHRWFGINE-UGWAGOLRSA-N

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General description

Phleomycin is a glycopeptide antibiotic and is a member of the bleomycin family.

Application

Phleomycin from Streptomyces verticillus has been used as an antibiotic in the screening of transformants of Trypanosoma brucei. It has also been used as an antibiotic in the maintenance of Escherichia coli.

Biochem/physiol Actions

Phleomycin can bind and intercalate with the DNA that leads to DNA strand breaks. It acts as an inhibitor of DNA replication.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M J Sleigh et al.
Mutation research, 42(2), 181-190 (1977-02-01)
Sulphydryl-mediated DNA breakage, which is induced by the antibiotic phleomycin in vitro, has been found to contribute significantly to the DNA damage produced by phleomycin in Escherichia coli. The effect of pleomycin was inhibited in vivo, as in vitro, by
C H He et al.
Canadian journal of microbiology, 42(12), 1263-1266 (1996-12-01)
The antibiotic bleomycin is used as an anticancer agent for treating a variety of tumours. The antitumour effect of bleomycin is related to its ability to produce lesions such as apurinic/apyrimidinic sites and single- and double-strand breaks in the cellular
James B Wilson et al.
Mutation research, 689(1-2), 12-20 (2010-05-11)
The Fanconi anaemia (FA) FANCG protein is an integral component of the FA nuclear core complex that is required for monoubiquitylation of FANCD2. FANCG is also part of another protein complex termed D1-D2-G-X3 that contains FANCD2 and the homologous recombination
C N Robson et al.
Mutation research, 193(2), 157-165 (1988-03-01)
We have previously reported the isolation of 3 mutants of Chinese hamster ovary cells which exhibit hypersensitivity to bleomycin. 2 mutants were isolated on the basis of bleomycin-sensitivity [designated BLM-1 and BLM-2, Robson et al., Cancer Res., 45 (1985) 5304-5309]
L F Povirk et al.
Biochemistry, 20(3), 665-671 (1981-02-03)
The kinetics and mechanism of binding of Cu-(II).bleomycin, Fe(III).bleomycin, and Cu(II).phleomycin to DNA were studied by using fluorometry, equilibrium dialysis, electric dichroism, and temperature-jump and stopped-flow spectrophotometry. The affinity of Cu(II).bleomycin for DNA was greater than that of metal-free bleomycin
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