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15205

Sigma-Aldrich

Blasticidine S hydrochloride

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
Pricing and availability is not currently available.

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.[1] It also has fungicidal properties and prevents rice blast disease.[2]
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 [3][4]. 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.[1]

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000377942
0000377943
0000377942
0000377943
0000228725

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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
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
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
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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Questions

1–5 of 5 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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

    1 answer

    1. Aqueous solutions of Blasticidine S hydrochloride should be stored in aliquots at -20°C.  Aqueous solutions at a pH °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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  4. What is Product 15205, Blasticidine S hydrochloride, soluble in?

    1 answer

    1. 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).

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

    1 answer

    1. 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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