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777323

Sigma-Aldrich

Cy5-azide

95% (HPLC)

Synonym(s):

Cy5 Azide Fluorescent Probe

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About This Item

Empirical Formula (Hill Notation):
C49H78N8O10S3
Molecular Weight:
1035.39
UNSPSC Code:
12352125
PubChem Substance ID:
329767899
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

Assay

95% (HPLC)

form

solid

reaction suitability

reaction type: click chemistry

ε (extinction coefficient)

251,000

fluorescence

λex 647 nm; λem 663 nm

storage temp.

−20°C

SMILES string

CC1(C)C(/C=C/C=C/C=C(N2CCCS([O-])(=O)=O)\C(C)(C)C3=C2C=CC(S([O-])(=O)=O)=C3)=[N+](CCCCCC(NCCCN=[N+]=[N-])=O)C4=C1C=C(S([O-])(=O)=O)C=C4.CC[NH+](CC)CC.CC[NH+](CC)CC

InChI

1S/C37H48N6O10S3.2C6H15N/c1-36(2)29-25-27(55(48,49)50)16-18-31(29)42(22-10-6-9-15-35(44)39-20-11-21-40-41-38)33(36)13-7-5-8-14-34-37(3,4)30-26-28(56(51,52)53)17-19-32(30)43(34)23-12-24-54(45,46)47;2*1-4-7(5-2)6-3/h5,7-8,13-14,16-19,25-26H,6,9-12,15,20-24H2,1-4H3,(H3-,39,44,45,46,47,48,49,50,51,52,53);2*4-6H2,1-3H3

InChI key

NJSWGOLBDDXJQO-UHFFFAOYSA-N

Application

Azide modified cyanine dye that can be used to detect or label alkyne- or cyclooctyne-containing molecules or biomolecules by fluorescence spectroscopy following azide-alkyne cycloaddition.

Solubility: DMSO, DMF, MeOH

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW7635
MKCV9501
MKCR9311
MKCQ7519
MKCR4683

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Shanqiao Wei et al.
PloS one, 12(9), e0185010-e0185010 (2017-09-20)
Most B cell cancers overexpress the enzyme activation-induced deaminase at high levels and this enzyme converts cytosines in DNA to uracil. The constitutive expression of this enzyme in these cells greatly increases the uracil content of their genomes. We show
Tom van der Wel et al.
Nature communications, 11(1), 3216-3216 (2020-06-27)
Chemical tools to monitor drug-target engagement of endogenously expressed protein kinases are highly desirable for preclinical target validation in drug discovery. Here, we describe a chemical genetics strategy to selectively study target engagement of endogenous kinases. By substituting a serine
Markus Muttenthaler et al.
Australian journal of chemistry, 73(4), 327-333 (2020-05-13)
In-solution conjugation is the most commonly used strategy to label peptides and proteins with fluorophores. However, lack of site-specific control and high costs of fluorophores are recognised limitations of this approach. Here, we established facile access to grams of Cy5-COOH
Valentina M Farzan et al.
Bioconjugate chemistry, 28(10), 2599-2607 (2017-09-19)
We developed a novel technique for the efficient conjugation of oligonucleotides with various alkyl azides such as fluorescent dyes, biotin, cholesterol, N-acetylgalactosamine (GalNAc), etc. using copper-catalysed alkyne-azide cycloaddition on the solid phase and CuI·P(OEt)
Björn Trebels et al.
Scientific reports, 10(1), 1090-1090 (2020-01-25)
Several studies showed adult persisting neurogenesis in insects, including the red flour beetle Tribolium castaneum, while it is absent in honeybees, carpenter ants, and vinegar flies. In our study, we focus on cell proliferation in the adult mushroom bodies of
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Questions

1–3 of 3 Questions  

  1. 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

      Helpful?

  2. 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

      Helpful?

  3. Hi, I am trying to conjugate cy5 to a protein already has azide at its C-terminus. What would the protocol would be in this case? Do we need to use CuAAC in our case?

    1 answer

    1. This product is a Cy5-azide. Conjugation may not be possible if the protein of interest has a terminal azide rather than a terminal alkyne. Should this be the case, a Cy5-alkyne such as product 777358, would be recommended. Click chemistry relies on 1,3-dipolar cycloaddition of alkynes to azides to form 1,4-disubsituted-1,2,3-triazoles.
      Please see the link below to review an introduction to chemistry:
      https://www.sigmaaldrich.com/US/en/technical-documents/technical-article/chemistry-and-synthesis/adc-and-bioconjugation/click-chemistry

      Please see the link below to review product 777358, Cy5-alkyne:
      https://www.sigmaaldrich.com/product/aldrich/777358

      A search of the scientific literature may be carried out to develop the intended application. The suggested key terms of interest may be azide, alkyne, and click chemistry.

      Helpful?

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