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Merck

15205

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
NACRES:
NA.76
PubChem Substance ID:
57647341
UNSPSC Code:
51102829
MDL number:
MFCD02091640

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

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 key

YQXYQOXRCNEATG-ZAYJLJTISA-N

form

powder

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

Quality Level

200

Related Categories

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.

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

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 1 Oral

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000478497
0000478497
0000463308
0000463308
125M4104V

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is Product 15205, Blasticidine S hydrochloride, soluble in?

    Blasticidine S hydrochloride should be soluble in water at a concentration of 5 - 10 mg/mL. It is also soluble in acetic acid (concentration not reported).

  4. How should aqueous solutions of Product 15205, Blasticidine S hydrochloride, be stored?

    Aqueous solutions of Blasticidine S hydrochloride should be stored in aliquots at -20°C.  Aqueous solutions at a pH < 7 are stable for 1 to 2 weeks at +4°C or for 6 to 8 weeks at -20°C.  Avoid alkaline pH, and do not subject solutions to freeze-thaw cycles.

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  6. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

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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
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
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
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
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
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