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15205

Sigma-Aldrich

Blasticidine S hydrochloride

Synonym(s):
Blasticidin S
Empirical Formula (Hill Notation):
C17H26N8O5 · HCl
CAS Number:
Molecular Weight:
458.90
MDL number:
PubChem Substance ID:

form

powder

Quality Level

color

white to off-white

solubility

acetic acid: water: soluble, clear, colorless

antibiotic activity spectrum

fungi

application(s)

agriculture
environmental

Mode of action

protein synthesis | interferes

shipped in

dry ice

storage temp.

−20°C

SMILES string

Cl[H].CN(CC[C@@H](N)CC(=O)N[C@H]1C=C[C@@H](O[C@@H]1C(O)=O)N2C=CC(N)=NC2=O)C(N)=N

InChI

1S/C17H26N8O5.ClH/c1-24(16(20)21)6-4-9(18)8-12(26)22-10-2-3-13(30-14(10)15(27)28)25-7-5-11(19)23-17(25)29;/h2-3,5,7,9-10,13-14H,4,6,8,18H2,1H3,(H3,20,21)(H,22,26)(H,27,28)(H2,19,23,29);1H/t9-,10+,13-,14+;/m1./s1

InChI key

YQXYQOXRCNEATG-ZAYJLJTISA-N

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This Item
H9773203350D3447
color

white to off-white

color

faintly brown to brown, white to beige

color

white to off-white

color

yellow

solubility

acetic acid: water: soluble, clear, colorless

solubility

H2O: soluble 50 mg/mL, ethanol: soluble, methanol: soluble

solubility

-

solubility

-

antibiotic activity spectrum

fungi

antibiotic activity spectrum

fungi

antibiotic activity spectrum

-

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycoplasma, parasites

application(s)

agriculture
environmental

application(s)

agriculture

application(s)

-

application(s)

-

mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

mode of action

-

mode of action

protein synthesis | interferes

General description

Blasticidin S belongs to the aminoacylnucleoside class of antibiotics. It inhibits protein synthesis in bacteria and eukaryotes. It also has fungicidal properties and prevents rice blast disease.
Chemical structure: nucleoside

Application

Blasticidin S is used as a selection agent for transformed cells that contain the resistance genes bls, bsr, or BSD. Blasticidiin S has been used to select HEK293-T cells with TLR-2 constructs and HEK-D5 cells . It is also used to study protein synthesis at the level of peptide bond formation.

Biochem/physiol Actions

Blasticidin S inhibits hydrolysis of peptidyl-tRNA induced by release factors. It enhances the binding of tRNA to the large subunit of ribosomes and to an extent inhibits peptide bond formation.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place. Storage class (TRGS 510): Non-combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

related product

Product No.
Description
Pricing

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 1 Oral

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Egor Svidritskiy et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(30), 12283-12288 (2013-07-05)
The antibiotic blasticidin S (BlaS) is a potent inhibitor of protein synthesis in bacteria and eukaryotes. We have determined a 3.4-Å crystal structure of BlaS bound to a 70S⋅tRNA ribosome complex and performed biochemical and single-molecule FRET experiments to determine
Kamila Stokowa-Sołtys et al.
Journal of inorganic biochemistry, 127, 73-78 (2013-07-25)
Blasticidin S is a representative of the aminoacylnucleoside class of antibiotics and it possesses fungicidal properties against the virulent fungus which causes a serious rice blast disease in Asia. It is widely used to control rice blast by foliar application
Daniel J Coleman et al.
Neoplasia (New York, N.Y.), 22(6), 253-262 (2020-05-14)
Neuroendocrine prostate cancer (NEPC) is the most virulent form of prostate cancer. Importantly, our recent work examining metastatic biopsy samples demonstrates NEPC is increasing in frequency. In contrast to prostate adenocarcinomas that express a luminal gene expression program, NEPC tumors
Zhihua Chen et al.
Development (Cambridge, England), 147(18) (2020-09-09)
The central nervous system (CNS) contains a complex network of blood vessels that promote normal tissue development and physiology. Abnormal control of blood vessel morphogenesis and maturation is linked to the pathogenesis of various neurodevelopmental diseases. The CNS-specific genes that
Rohini Garg et al.
Journal of immunology (Baltimore, Md. : 1950), 184(11), 5980-5987 (2010-05-05)
Vi capsular polysaccharide is a major virulence determinant of the human typhoid- causing pathogen Salmonella typhi; it is absent in nontyphoidal Salmonella serovars. We show in this study that through its specific interaction with the membrane recognition complex containing the

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