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15205

Sigma-Aldrich

Blasticidine S hydrochloride

Synonym(s):

Blasticidin S

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About This Item

Empirical Formula (Hill Notation):
C17H26N8O5 · HCl
CAS Number:
3513-03-9
Molecular Weight:
458.90
MDL number:
MFCD02091640
UNSPSC Code:
51102829
PubChem Substance ID:
57647341
NACRES:
NA.76

form

powder

Quality Level

200

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

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
GHS06

Signal Word

Danger

Hazard Statements

H300

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

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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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
Ana F David et al.
The Journal of cell biology, 218(7), 2150-2168 (2019-05-23)
Dividing cells reorganize their microtubule cytoskeleton into a bipolar spindle, which moves one set of sister chromatids to each nascent daughter cell. Early spindle assembly models postulated that spindle pole-derived microtubules search the cytoplasmic space until they randomly encounter a
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
Elizabeth J Meredith et al.
Proceedings of the National Academy of Sciences of the United States of America, 103(36), 13485-13490 (2006-08-30)
Human B lymphocytes and derived lines from a spectrum of B cell malignancy were studied for expression of dopaminergic pathway components and for their cytostatic response to the catecholamine and related, potentially therapeutic compounds. Proliferating normal lymphocytes and dividing malignant
James M Burke et al.
Molecular cell, 75(6), 1203-1217 (2019-09-09)
In response to foreign and endogenous double-stranded RNA (dsRNA), protein kinase R (PKR) and ribonuclease L (RNase L) reprogram translation in mammalian cells. PKR inhibits translation initiation through eIF2α phosphorylation, which triggers stress granule (SG) formation and promotes translation of
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